Araştırma Makalesi
BibTex RIS Kaynak Göster
Yıl 2011, Cilt: 24 Sayı: 4, 679 - 697, 08.07.2011

Öz

Kaynakça

  • Analytical column was a monolithic-ODS column (750mm×0.53mm I.D., prepare in a fused silica capillary, provided from Shiseido) elution:isocratic, eluent: for NBD-Ser was MeCN– TFA–water (5:0.05:95, v/v/v), and that for NBD-Ala was MeCN–TFA–water (15:0.05:85, v/v/v). Sumichiral OA-2500 (S) and (R) (250 4.6 mm i.d.), Elution; isocratic Eluent: 20 mm citric acid in MeOHُ analytical column for the reversed-phase separation was a Capcell pak C18 MG II (150 mm × 1.0 mm
  • Shiseido) elution:isocratic, elutent: THF–TFA–water (25/0.05/75, v/v/v) For enantiomer separations, Chiralpak QN-AX and Chiralpak QD-AX (150 mm × 4.0 mm I.D., Chiral Technologies Europe, Illkirch, France): 10 mM citric acid in the mixed solution of MeOH–MeCN (50/50, v/v) Sample + 20 µl of mM borate buffer (pH 8.0) + 10 µl of 20 mM analytical column for the reversed-phase separation was a Mightysil RP-18 GP (100 mm × 1.0 mm I.D., Kanto Chemical, Tokyo, Japan), elution:isocratic, eluent: MeCN– THF–TFA–water (10:1:0.02:89, v/v) enantioselective column was a Sumichiral OA-2500S
  • Chemical Analysis Service, Osaka, Japan) 5 mM citric acid in MeOH microbore-monolithic-ODS column I.D.) elution: isocratic, eluent: NBD-Ser was MeCN–TFA– water (5:0.05:95, v/v/v) a self-packed narrowbore-Pirkle type enantioselective column (Sumichiral OA-2500S, citric acid in MeOH–MeCN (50:50, v/v), analytical column a microbore- monolithic ODS column (1000 mm × 0.53 mm prepared in a fused silica capillary, provided from
  • Barends, D.M., Blauw, J.S., Smits, M.H., and Hulshoff, A. "Determination of amikacin in serum by high-performance liquid chromatography with ultraviolet detection", J. Chromatogr. Biomed. Appl., :385-394, (1983).
  • Spackman, D.H., Stein, W.H., and Moore, S. "Automatic recording apparatus for use in the chromatography of amino acids", Anal. Chem., 30: 1206, (1958).
  • Soleas, G.J., Carey, M. et., and Goldberg, D.M. "Method development and cultivar-related differences of nine biogenic amines in Ontario wines", Food Chem., 64:49-58, (1999).
  • Lanbeck-Vallen, K., Carlquist, J., and Nordgren, T. "Determination of ampicillin in biological fluids by coupled-column liquid chromatography and post- column derivatization"., J. Chromatogr. 567:121- , (1991).
  • Edder, P., Cominoli, A., and Corvi, C. "Determination of streptomycin residues in food by solid-phase extraction and liquid chromatography with post- column derivatization and fluorometric detection", J. Chromatogr. 830:345-351, (1999).
  • Toyo'oka, T., Suzuki, T., Saito, Y., Uzu, S., and Imai, K. "Evaluation of benzofurazan derivatives as fluorogenic reagents for thiols and amines using high- performance liquid chromatography. :1233-1240, (1989). Analyst,
  • Watanabe, Y., and Imai, K. "Fluorimetric determination of secondary amino acids by 7-fluoro- nitrobenzo-2-oxa-1,3-diazole" Anal. Chim. Acta, :377-388, (1981).
  • Watanabe, Y., and Imai, K. "High performance liquid chromatography and sensitive detection of amino acids derivatized with 7-fluoro-4-nitrobenzo-2-oxa- ,3-diazole" Anal. Chem. 116:471-472, (1981).
  • Watanabe, Y., and Imai, K. "Sensitive detection of amino acids in human serum and dried blood disc of mm diameter for diagnosis of inborn errors of metabolism" J. Chromatogr. 309:279-286, (1984).
  • Uchiyama, S., Santa, T., Okiyama, N., Fukushima, T., and Imai, K., "Fluorogenic and fluorescent labeling reagents with a benzofurazan skeleton" Biomed. Chromatogr. 15: 295-318, (2000).
  • Ghosh P.B., and Whitehouse M.W. "Potential antileukemic and immunosuppressive drugs, Preparation and in Vitro pharmacological activity of some benzo-2,1,3-oxadiazoles (benzofurazans) and their N-oxides (benzofuroxans)" J. Med. Chem. 11: 311, (1968).
  • Ghosh P.B., and Whitehouse M.W. "7-chloro-4- nitrobenzo-2-oxa-1,3-diazole: a new fluorigenic reagent for amino acids and other amines" Biochem. J. 108:155-156, (1968).
  • Ahnoff, M., Grundevik, I., Arfwidsson, A., Fonsellus, J., and Persson, B.-A. "Derivatization with chloro-7-nitrobenzofurazan for liquid chromatographic determination of hydroxyproline in collagen hydrolysate" Anal. Chem. 53:485-489, (1981).
  • Wolfram, J. H., Feinberg, J. I., Doerr, R. C., and Fiddler, W., J. "Determination of N nitrosoproline at the nanogram level" J. Chromatogr. 132: 37 – 43, (1977).
  • Watanabe, Y., and Imai, K., "Pre-column labelling for high-performance liquid chromatography of amino acids with 7-fluoro-4-nitrobenzo-2-oxa-1,3- diazole and its application to protein hydrolysates" J. Chromatogr. 239:723– 732, (1982).
  • Tatar, S., and Atmaca, S. "Determination of amlodipine in human plasma by high-performance liquid chromatography with fluorescence detection" J. Chromatogr. B: Biomed. Sci. Appl., 758:305-310, (2001).
  • Yigit, M., and Ersoy, L. "Determination of tyramine n cheese by LC-UV" J. Pharm. Biomed. Anal., 31:1223-1228, (2003).
  • Moret, S., Bortolomeazzi, R., and Lercker, G. "Improvement of extraction procedure for biogenic amines in foods and their high-performance liquid chromatographic determination" J. Chromatogr. :175-180, (1992).
  • El-Emam, A.A., Hansen, S.H., Moustafa, M.A., El- Ashry, S.M., and El-Sherbiny, D.T. "Determination of lisinopril in dosage forms and spiked human plasma through derivatization with 7-chloro-4- nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) followed by spectrophotometry or HPLC with fluorimetric detection" J. Pharm. Biomed. Anal., 34:35-44, (2004).
  • Bahrami, G., and Mirzaeei, S. "Simple and rapid HPLC method for determination of amlodipine in human serum with fluorescence detection and its use in pharmacokinetic studies" J. Pharm. Biomed. Anal., 36:163-168, (2004).
  • Ertürk, S., Çetin, S.M., Atmaca, S., Ersoy, L., and Baktir, G. "A sensitive HPLC method for the determination of fluoxetine and norfluoxetine in human plasma with fluorescence detection", Ther. Drug Monit. 27:38-43, (2005).
  • Tatar Ulu, S. "Determination of tianeptine in human plasma using high-performance liquid chromatography with fluorescence detection", J. Chromatogr. B: Biomed. Sci. Appl., 834:62-67, (2006).
  • Nicot, G., Lachatre, G., Gonnet, C., Mallon, J., and Mocaer, E. "Ion-pair extraction and high- performance liquid chromatographic determination of tianeptine and its metabolites in human plasma, urine and tissues" J. Chromatogr. 381:115-126, (1986).
  • Bahrami, G., and Mohammadi, B. "Sensitive microanalysis of gabapentin by high-performance liquid chromatography in human serum using pre- column derivatization with 4-chloro-7- nitrobenzofurazan: Application to a bioequivalence study"J. Chromatogr. B: Biomed. Sci. Appl., 837:24- , (2006).
  • Yang, C., Huang, H., Zhang, H., and Liu, M."Analysis of insulin by high performance liquid chromatographic method with precolumn derivatization with 4-chloro-7-nitrobenzo-2-oxa-1,3- diazole"Anal. Lett., 39:2463-2473, (2006).
  • Bahrami, G., and Mohammadi, B. "A novel high sensitivity HPLC assay for topiramate, using 4- chloro-7-nitrobenzofurazan as pre-column fluorescence derivatizing agent"J. Chromatogr. B: Biomed. Sci. Appl., 850:400-404, (2007).
  • Bahrami, G., Mirzaeei, S., and Kiani, A. "Sensitive analytical method for Topiramate in human serum by HPLC with pre-column fluorescent derivatization and its application in human pharmacokinetic studies" J. Chromatogr. B: Biomed. Sci. Appl., 813:175-180, (2004).
  • Bahrami,G., and Mirzaeei, S., and Kiani, A. "Determination of acyclovir in human serum by high- performance liquid chromatography using liquid- liquid extraction and its application in pharmacokinetic studies" J. Chromatogr. B: Biomed. Sci. Appl.,822:322-331, (2005).
  • Önal, A., Olcay Saǧirli, A., Müge Çetin, S., and Toker, S. "A selective LC method for the determination of reboxetine in human plasma with fluorescence detection" Chromatographia, 66:S103- S107, (2007).
  • Bahrami, G., and Mohammadi, B. "Rapid and sensitive bioanalytical method for measurement of fluvoxamine in human serum using 4-chloro-7- nitrobenzofurazan as pre-column derivatization agent: Application to a human pharmacokinetic study" Sci.Appl., 857: 322-326, (2007). Biomed.
  • Darwish, I.A., Mahmoud, A.M. and Khalil, N.Y. "Nonextractive procedure and precolumn derivatization with 7-chloro-4-nitrobenzo-2-oxa-1,3- diazole for trace determination of trimetazidine in plasma by high-performance liquid chromatography with fluorescence detection" J.AOAC Int. 91:1037- , (2008).
  • Darwish, I.A., Al-Majed, A.A., Mahmoud, A.M. and Khalil, N.Y. "New nonextractive and highly sensitive high-performance liquid chromatographic method for determination of paroxetine in plasma after offline precolumn derivatization with 7-chloro-4-nitrobenzo- oxa-l,3-diazole" J. AOAC Int. 92:1349-1355, (2009).
  • Khalil, N.Y., Mahmoud, A.M., Darwish, I.A., and Al-Majed, A.-R.A. "Highly sensitive LC method with automated co-sense system and fluorescence detection for determination of sertraline in human plasma", Chromatographia 71:825-831, (2010).
  • Vázquez-Ortíz, F.A., Morón-Fuenmayor, O.E., and González-Méndez, N.F. "Hydroxyproline measurement by HPLC: Improved method of total collagen determination in meat samples". J. Liq. Chromatogr. & Rel. Technol. 27:2771-2780, (2004).
  • Smith, S.H. and Judge, M.D. "An HPLC method using FMOC-ADAM for determination of hydroxyproline in muscle" Meat Sci., 24:351–357, (1991).
  • Green, G.H. and Reagan, K. "Determination of hydroxyproline by high pressure liquid chromatography" Anal. Biochem., 201:265–269, (1992).
  • Yang, C., Jiang, X., Guo, L., Zhang, H., and Liu, M. "Analysis of free amino acids in islets of Langerhans by high-performance liquid chromatography using pre-column derivatization with 4-chloro-7- nitrobenzo-2-oxa-1,3-diazole" J.Sep.Sci., 30:3154- , (2007).
  • Maroulis, M., Monemvasios, I., Vardaka, E., and Rigas, P. "Determination of domoic acid in mussels by HPLC with post-column derivatization using 4- chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) and fluorescence detection" J. Chromatogr. B: Biomed. Sci.Appl., 876:245-251, (2008).
  • James, K.J., Gillman, M., Lehane, M., Gago- Martinez, A. "New fluorimetric method of liquid chromatography for the determination of the neurotoxin domoic acid in sea food and marine phytoplankton", J. Chromatogr.A 871:1-6, (2000).
  • Di Nunno, L., Florio, S., and Todesco, P.E., "Oxidation of substituted anilines to nitroso- compounds" J. Chem. Soc. C: Organic 10:1433- , (1970).
  • Toyo’oka,T., Miyano, H., and. Imai, K. "Amino acid composition analysis of minute amounts of cysteine-containing proteins using 4-(aminosulfonyl)- fluoro-2,1,3-benzoxadiazole and 4-fluoro-7-nitro- ,1,3-benzoxadiazole in combination with HPLC" Biomed. Chromatogr. 1:15-20, (1986).
  • Hu, S., and Li, C.H. "Micellar electrokinetic capillary chromatographic separation and fluorescent detection of amino acids derivatized with 4-fluoro-7- nitro-2,1,3-benzoxadiazole" J. Chromatogr. A, :183-191, (2000).
  • Kanazawa, H., Nagatsuka, T., Miyazaki, M., and Matsushima, Y. "Determination of peptides by high- performance liquid chromatography with laser- induced fluorescence detection" J. Chromatogr. A, :23-29, (1997).
  • Wise, E.T., Singh, N., and Hogan, B.L. "Argon- laser-induced fluorescence detection in sodium dodecyl sulfate-capillary gel electrophoretic separations of proteins" J. Chromatogr. A 746:109- , (1996).
  • Imai K. "Analytical chemical studies on high- performance recognition and detection of bio- molecules in life" Yakugaku Zasshi 123: 901–917, (2003).
  • Honda S., Okeda J., Iwanaga H., Kawakami S., Taga A., Suzuki S., and Imai K. "Ultramicroanalysis of reducing carbohydrates by capillary electrophoresis with laser-induced fluorescence detection as 7-nitro- ,1,3-benzoxadiazole-tagged N-methylglycamine derivatives" Anal. Biochem. 286: 99–111, (2000).
  • Aoyama C., Santa T.,Tsunoda M., Fukushima T., Kitada C., and Imai K. A "fully automated amino acid analyzer using NBD-F as a fluorescent derivatization reagent" Biomed. Chromatogr., 18: –636, (2004).
  • Zhao, S., Feng, Y., LeBlanc, M.H.,Piletz, J.E., and Liu, Y.-M. "Quantitation of agmatine by liquid chromatography with laser-induced fluorescence detection" Anal. Chim. Acta, 470:155-161, (2002) .
  • Zhu, X., Shaw, P.N., and Barrett, D.A. "Catecholamines derivatized with 4-fluoro-7-nitro- ,1,3-benzoxadiazole: Characterization of chemical structure and fluorescence properties" Anal.ChimActa, 478:259-269, (2003) .
  • Fukushima, T., Naka-Aki, E. , Guo, X. , Li, F. , Vankeirsbilck, T. , Baeyens, W.R.G. , Imai, K., and Toyo'Oka, T. "Determination of fluoxetine and norfluoxetine in rat brain microdialysis samples following intraperitoneal fluoxetine administration" Anal. Chim. Acta, 522:99-104, (2004) .
  • Khramov, A.N. and Stenken, J.A. "Enhanced microdialysis extraction efficiency of ibuprofen in vitro by facilitated transport with β-cyclodextrin" Anal. Chem. 71:1257-1264, (1999).
  • Khramov, A.N. and Stenken, J.A. "Enhanced microdialysis recovery of some tricyclic antidepressants and structurally related drugs by cyclodextrin-mediated transport"Analyst 124:1027- , (1999).
  • Ao, X. and Stenken, J.A. "Water-soluble cyclodextrin polymers for enhanced relative recovery of hydrophobic analytes during microdialysis sampling" Analyst, 128:1143-1149, (2003).
  • Higashi, Y., Gao, R., and Fujii, Y. "Determination of Fluoxetine and Norfluoxetine in Human Serum and Urine by HPLC Using a Cholester Column with Fluorescence Detection" J. Liq. Chromatogr. & Rel. Technol. 32:1141-115, (2009).
  • Higashi, Y., Matsumura, H. and Fujii, Y. "Determination of fluvoxamine in rat plasma by HPLC with pre-column derivatization and fluorescence detection using 4-fluoro-7-nitro-2,1,3- benzoxadiazole", Biomed. Chromatogr. 19:771- , (2005).
  • Pullen, R.H., and Fatmi, A.A. " Determination of fluvoxamine in human plasma by high-performance liquid chromatography with fluorescence detection", J. Chromatogr., 574:101–107, (1992).
  • Guo, X., Fukushima, T., Li F. and Imai, K. "Determination of fluoxetine and norfluoxetine in rat plasma by HPLC with pre-column derivatization and fluorescence detection" Biomed. Chromatogr. :1–5, (2003).
  • Higashi, Y., Nakamura, S., Matsumura, H., Fujii, Y."Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro- ,1,3-benzoxadiazole as a fluorescent derivatization reagent",Biomed.Chromatogr. 20:423-428, (2006).
  • Higashi, Y., and Fujii Y. "Liquid chromatographic determination of1-adamantanamine and 2- adamantanamine in human plasma after pre-column derivatization with o-phthalaldehyde and 1-thio- beta-dglucose", J. Chromatogr. B 799: 349–353, (2004).
  • Higashi, Y., and Fujii, Y. "Simultaneous determination of the binding of amantadine and its analogues to synthetic melanin by liquid chromatography after pre-column derivatization with dansyl chloride" J. Chromatographic Sci. 43: –217, (2005).
  • Khalil, N.Y. "A highly sensitive HPLC method with automated on-line sample pre-treatment and fluorescence detection for determination of reboxetine in human plasma" Talanta, 80:1251- , (2010).
  • Gozdowska, M., and Kulczykowska, E. "Determination of arginine-vasotocin and isotocin in fish plasma with solid-phase extraction and fluorescence derivatization followed by high- performance liquid chromatography" J. Chromatogr. B: Biomed. Sci. Appl. 807:229-233, (2004).
  • Aoyama, C., Santa, T., Tsunoda, M., Fukushima, T.; Kitada, C. and Imai, K. "A fully automated amino acid analyzer using NBD-F as a fluorescent derivatization reagent" Biomed.Chromatogr. :630-636, (2004).
  • Kakinuma, M., Watanabe, Y., Hori, Y., Oh-I, T., and Tsuboi, R."Quantification of hydroxyproline in small amounts of skin tissue using isocratic high performance liquid chromatography with NBD-F as fluorogenic reagent" J. Chromatogr. B: Biomed. Sci. Appl. 824:161-165, (2005).
  • Miller, G.R., Smith, C.A., and Stauber, W.T. "Determination of fibrosis from cryostat sections using high performance liquid chromatography: Skeletal muscle" Histochem. J. 31:89-94, (1999).
  • Tsunoda, M., Nonaka, and S., Funatsu, T. "Determination of methylated arginines by column- switching high-performance liquid chromatography-fluorescence detection" Analyst, 130:1410-1413, (2005).
  • Nonaka, S., Tsunoda, M., Imai, K., and Funatsu, T. "High-performance liquid chromatographic assay of NG-monomethyl- L-arginine, NG,NG-dimethyl- L-arginine, and N G,NG′-dimethyl-L-arginine using 4-fluoro-7-nitro-2, 1,3-benzoxadiazole as a fluorescent reagent" J. Chromatogr., A 1066:41-45, (2005).
  • Higashi, Y., Nakamura, S., Fujii, Y. "Sensitive determination of 4-(4-chlorophenyl)-4- hydroxypiperidine a metabolite of haloperidol, in a rat biological sample by HPLC with fluorescence detection after pre-column derivatization using 4- fluoro-7-nitro-2,1,3-benzoxadiazole" Chromatogr., 20:964-970, (2006). Biomed.
  • Nonaka, S., Tsunoda, M., Aoyama, C., and Funatsu, T."Determination of NG,NG-dimethyl-l-arginine in rat plasma and dimethylargininedimethylaminohydrolase activity in rat kidney using a monolithic silica column"J. Chromatogr. B: Biomed. Sci.Appl. 843:170-174, (2006).
  • Higashi, Y., Nakamura, and S., Fujii, Y. "Sensitive determination of 4-(4-bromophenyl)-4- hydroxypiperidine, a metabolite of bromperidol, in rat plasma by HPLC with fluorescence detection after pre-column derivatization using 4-fluoro-7- nitro-2,1,3-benzoxadiazole" Biolog. Pharmaceut. Bull., 29:2479-2, (2006) .
  • Higashi Y., Sakata M., and Fujii Y. "Simultaneous determination of four basic metabolites formed from butyrophenone type agents by HPLC with dual ultraviolet detection", J. Liq. Chromatogr. Relat.Technol., 29 :2853-2862, (2006),.
  • Higashi, Y., Sakata, M., and Fujii, Y. "Simultaneous determination of the N-dealkylated metabolites of four butyrophenone-type agents in rat plasma by HPLC with fluorescence detection after precolumn derivatization with 4-fluoro-7-nitro-2,1,3- benzoxadiazole" J. Liq. Chromatogr. & Rel. Technol. 30:2747-2754, (2007).
  • Zhang, W.-Z., Lang, C., and Kaye, D.M."Determination of plasma free 3-nitrotyrosine and tyrosine by reversed-phase liquid chromatography with 4-flouro-7-nitrobenzofurazan derivatization",Biomed. Chromatogr. 21:273-278, (2007).
  • Duncan M. W. "A review of approaches to the analysis of 3-nitrotyrosine. Amino Acids", 25: 351– , (2003).
  • Rellán, S., and Gago-Martínez, A. "Improved conditions for the application of solid phase microextraction prior to HPLC-FLD analysis of anatoxin-a", J. Sep. Sci., 30:2522-2528, (2007) .
  • Namera, A., So, A., and Pawliszyn, J., "Analysis of anatoxin-a in aqueous samples by solid-phase microextraction coupled to high-performance liquid chromatography with fluorescence detection and on-fiber derivatization" J. Chromatogr. A , 963:295 –302, (2002).
  • Sawabe, Y., Tagami, T., and Yamasaki, K. "Determination of taurine in energy drinks by HPLC using a pre-column derivative", J. Health Sci., 54: 661-664, (2008).
  • Aoyama, C., Tsunoda, M., and Funatsu, T., "Determination of Selenomethionine by High- Performance Liquid Chromatography-Fluorescence Detection Coupled with On-line Oxidation", Anal. Sci., 25:63-65 (2009).
  • Chatterjee, A., Tao, H., Shibata, Y., and Morita, M. "Determination of selenium compounds in urine by high-performance liquid chromatography- inductively coupled plasma mass spectrometry" J. Chromatogr., A, 997:249-257, (2003).
  • Nyman, D.W., Stratton, M.S., Kopplin, M.J., Dalkin, B.L., Nagle, R.B., and Gandolfi, A.J. "Selenium and selenomethionine levels in prostate cancer patients", Cancer Detect. Prev. 28:8-16, (2004).
  • Moreno, P., Quijano, M.A., Gutiérrez, A.M., Pérez- Conde, M.C., and Cámara, C. "Study of selenium species distribution in biological tissues by size exclusion and ion exchange chromatagraphy inductively coupled plasma-mass spectrometry" Anal.Chim.Acta,524:315-327, (2004).
  • Zheng, J., Shibata, Y., and Furuta, N. "Determination of selenoamino acids using two- dimensional ion-pair reversed phase chromatography with on-line detection by inductively coupled plasma mass spectrometry" Talanta, 59: 27-36, (2003).
  • Wei, Z., and Roje, S. "A high-performance liquid chromatography-based fluorometric method for assaying serine hydroxymethyltransferase toward serine formation", Anal. Biochem., 409: 156-158, (2011) .
  • Long, Z., Nimura, N., Adachi, M., Sekine, M., Hanai, T., Kubo, H., and Homma, H. "Determination of D- and L-aspartate in cell culturing medium, within cells of MPT1 cell line and in rat blood by a column-switching high-performance liquid chromatographic method" J. Chromatogr. B:Biomed. Sci.Appl. 761:99-106, (2001) .
  • Hamase, K., Homma, H., Takigawa, Y., Fukushima, T., Santa, T., and Imai, K., "Regional distribution and postnatal changes of D-amino acids in rat brain" Biochim. Biophys. Acta, 1334:214-222, (1997).
  • Sekine, M., Fukuda, H., Nimura, N., Furuchi, T., and Homma, H. "Automated column-switching high- performance liquid chromatography system for quantifying N-methyl-D- and -L-aspartate", Anal.Biochem.310:114-121, (2002) .
  • D'Aniello, A., Di Fiore, M.M., Fisher, G.H., Milone, A., Seleni, A., D'Aniello, S., Perna, A.F., and Ingrosso, D. "Occurrence of D-aspartic acid and N- methyl-D-aspartic acid in rat neuroendocrine tissues and their role in the modulation of luteinizing hormone and growth hormone release" FASEB J. 14: 699–714, (2000).
  • Todoroki, N., Shibata, K., Yamada, T., Kera, Y., and Yamada, R.-H. "Determination of N-methyl-D- aspartate in tissues of bivalves by high-performance liquid chromatography" J. Chromatogr. B, 728: –47, (1999).
  • Uchino, E., Fukushima, T., Tsunoda, M., Santa, T., and Imai, K. "Determination of rat blood S-D- lactoylglutathione by a column-switching high- performance liquid chromatography with precolumn fluorescence derivatization with 4- fluoro-7-nitro-2,1,3-benzoxadiazole", Biochem., 330:186-192, (2004) . Anal.
  • Zhao, H., Hamase, K.,Morikawa, A., Qiu, Z., and Zaitsu, K. "Determination of d- and l-enantiomers of threonine and allo-threonine in mammals using two-step high-performance liquid chromatography",J. Chromatogr. B: Biomed. Sci.Appl. 810:245-250, (2004).
  • Fukushima, T., Kawai, J., Imai, K., and Toyo'oka, T. "Simultaneous determination of D- and L-serine in rat brain microdialysis sample using a column- switching HPLC with fluorimetric detection"' Biomed. Chromatogr. 18:813-819, (2004) .
  • Hamase, K., Morikawa, A., Ohgusu, T., Lindner, W., and Zaitsu, K. "Comprehensive analysis of branched aliphatic d-amino acids in mammals using an integrated multi-loop two-dimensional column- switching high-performance liquid chromatographic system combining reversed-phase and enantioselective columns", J. Chromatogr. A, 1143:105-111, (2007).
  • Inoue,T., Hamase,K., Morikawa,A., and Zaitsu,K. "Determination of minute amounts of D- leucine in various brain regions of rat and mouse using column-switching high-performance liquid chromatography", J. Chromatogr. B, 744:213-219, (2000).
  • Hamase, K., Homma, H., Takigawa, Y., Fukushima, T., Santa, T., and Imai, K. "Regional distribution and postnatal changes of D-amino acids in rat brain", Biochim. Biophys. Acta,1334:214- , (1997).
  • Morikawa, A., Hamase, K., Miyoshi, Y., Koyanagi, S., Ohdo, S., and Zaitsu,K. "Circadian changes of d-alanine and related compounds in rats and the effect of restricted feeding on their amounts" , J. Chromatogr. B: Biomed.Sci.Appl.,875:168-173, (2008) .
  • Miyoshi, Y., Hamase, K., Tojo, Y., Mita, M., Konno, R., and Zaitsu, K. "Determination of d- serine and d-alanine in the tissues and physiological fluids of mice with various d-amino-acid oxidase activities using two-dimensional high-performance liquid chromatography with fluorescence detection", Biomed.Sci.Appl. 877:2506-2512, (2009) .
  • Hamase, K., Miyoshi, Y., Ueno, K., Han, H., Hirano, J., Morikawa, A. , Mita, M., Kaneko, T., Lindner, W., and Zaitsu, K."Simultaneous determination of hydrophilic amino acid enantiomers in mammalian tissues and physiological fluids applying a fully automated micro-two-dimensional high- performance liquid chromatographic concept",J. Chromatogr. A, 1217:1056-1062, (2010).

The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography

Yıl 2011, Cilt: 24 Sayı: 4, 679 - 697, 08.07.2011

Öz

This paper reviews analytical methods, instrumental developments and applications for derivatization of amines and amino acids with 7-Chloro-4-nitrobenzoxadiazole (NBD-Cl) and 4-Fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F) using high performance liquid chromatography (HPLC). Discussion of the literature related to the application from 2001 to 2010 is presented.

Kaynakça

  • Analytical column was a monolithic-ODS column (750mm×0.53mm I.D., prepare in a fused silica capillary, provided from Shiseido) elution:isocratic, eluent: for NBD-Ser was MeCN– TFA–water (5:0.05:95, v/v/v), and that for NBD-Ala was MeCN–TFA–water (15:0.05:85, v/v/v). Sumichiral OA-2500 (S) and (R) (250 4.6 mm i.d.), Elution; isocratic Eluent: 20 mm citric acid in MeOHُ analytical column for the reversed-phase separation was a Capcell pak C18 MG II (150 mm × 1.0 mm
  • Shiseido) elution:isocratic, elutent: THF–TFA–water (25/0.05/75, v/v/v) For enantiomer separations, Chiralpak QN-AX and Chiralpak QD-AX (150 mm × 4.0 mm I.D., Chiral Technologies Europe, Illkirch, France): 10 mM citric acid in the mixed solution of MeOH–MeCN (50/50, v/v) Sample + 20 µl of mM borate buffer (pH 8.0) + 10 µl of 20 mM analytical column for the reversed-phase separation was a Mightysil RP-18 GP (100 mm × 1.0 mm I.D., Kanto Chemical, Tokyo, Japan), elution:isocratic, eluent: MeCN– THF–TFA–water (10:1:0.02:89, v/v) enantioselective column was a Sumichiral OA-2500S
  • Chemical Analysis Service, Osaka, Japan) 5 mM citric acid in MeOH microbore-monolithic-ODS column I.D.) elution: isocratic, eluent: NBD-Ser was MeCN–TFA– water (5:0.05:95, v/v/v) a self-packed narrowbore-Pirkle type enantioselective column (Sumichiral OA-2500S, citric acid in MeOH–MeCN (50:50, v/v), analytical column a microbore- monolithic ODS column (1000 mm × 0.53 mm prepared in a fused silica capillary, provided from
  • Barends, D.M., Blauw, J.S., Smits, M.H., and Hulshoff, A. "Determination of amikacin in serum by high-performance liquid chromatography with ultraviolet detection", J. Chromatogr. Biomed. Appl., :385-394, (1983).
  • Spackman, D.H., Stein, W.H., and Moore, S. "Automatic recording apparatus for use in the chromatography of amino acids", Anal. Chem., 30: 1206, (1958).
  • Soleas, G.J., Carey, M. et., and Goldberg, D.M. "Method development and cultivar-related differences of nine biogenic amines in Ontario wines", Food Chem., 64:49-58, (1999).
  • Lanbeck-Vallen, K., Carlquist, J., and Nordgren, T. "Determination of ampicillin in biological fluids by coupled-column liquid chromatography and post- column derivatization"., J. Chromatogr. 567:121- , (1991).
  • Edder, P., Cominoli, A., and Corvi, C. "Determination of streptomycin residues in food by solid-phase extraction and liquid chromatography with post- column derivatization and fluorometric detection", J. Chromatogr. 830:345-351, (1999).
  • Toyo'oka, T., Suzuki, T., Saito, Y., Uzu, S., and Imai, K. "Evaluation of benzofurazan derivatives as fluorogenic reagents for thiols and amines using high- performance liquid chromatography. :1233-1240, (1989). Analyst,
  • Watanabe, Y., and Imai, K. "Fluorimetric determination of secondary amino acids by 7-fluoro- nitrobenzo-2-oxa-1,3-diazole" Anal. Chim. Acta, :377-388, (1981).
  • Watanabe, Y., and Imai, K. "High performance liquid chromatography and sensitive detection of amino acids derivatized with 7-fluoro-4-nitrobenzo-2-oxa- ,3-diazole" Anal. Chem. 116:471-472, (1981).
  • Watanabe, Y., and Imai, K. "Sensitive detection of amino acids in human serum and dried blood disc of mm diameter for diagnosis of inborn errors of metabolism" J. Chromatogr. 309:279-286, (1984).
  • Uchiyama, S., Santa, T., Okiyama, N., Fukushima, T., and Imai, K., "Fluorogenic and fluorescent labeling reagents with a benzofurazan skeleton" Biomed. Chromatogr. 15: 295-318, (2000).
  • Ghosh P.B., and Whitehouse M.W. "Potential antileukemic and immunosuppressive drugs, Preparation and in Vitro pharmacological activity of some benzo-2,1,3-oxadiazoles (benzofurazans) and their N-oxides (benzofuroxans)" J. Med. Chem. 11: 311, (1968).
  • Ghosh P.B., and Whitehouse M.W. "7-chloro-4- nitrobenzo-2-oxa-1,3-diazole: a new fluorigenic reagent for amino acids and other amines" Biochem. J. 108:155-156, (1968).
  • Ahnoff, M., Grundevik, I., Arfwidsson, A., Fonsellus, J., and Persson, B.-A. "Derivatization with chloro-7-nitrobenzofurazan for liquid chromatographic determination of hydroxyproline in collagen hydrolysate" Anal. Chem. 53:485-489, (1981).
  • Wolfram, J. H., Feinberg, J. I., Doerr, R. C., and Fiddler, W., J. "Determination of N nitrosoproline at the nanogram level" J. Chromatogr. 132: 37 – 43, (1977).
  • Watanabe, Y., and Imai, K., "Pre-column labelling for high-performance liquid chromatography of amino acids with 7-fluoro-4-nitrobenzo-2-oxa-1,3- diazole and its application to protein hydrolysates" J. Chromatogr. 239:723– 732, (1982).
  • Tatar, S., and Atmaca, S. "Determination of amlodipine in human plasma by high-performance liquid chromatography with fluorescence detection" J. Chromatogr. B: Biomed. Sci. Appl., 758:305-310, (2001).
  • Yigit, M., and Ersoy, L. "Determination of tyramine n cheese by LC-UV" J. Pharm. Biomed. Anal., 31:1223-1228, (2003).
  • Moret, S., Bortolomeazzi, R., and Lercker, G. "Improvement of extraction procedure for biogenic amines in foods and their high-performance liquid chromatographic determination" J. Chromatogr. :175-180, (1992).
  • El-Emam, A.A., Hansen, S.H., Moustafa, M.A., El- Ashry, S.M., and El-Sherbiny, D.T. "Determination of lisinopril in dosage forms and spiked human plasma through derivatization with 7-chloro-4- nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) followed by spectrophotometry or HPLC with fluorimetric detection" J. Pharm. Biomed. Anal., 34:35-44, (2004).
  • Bahrami, G., and Mirzaeei, S. "Simple and rapid HPLC method for determination of amlodipine in human serum with fluorescence detection and its use in pharmacokinetic studies" J. Pharm. Biomed. Anal., 36:163-168, (2004).
  • Ertürk, S., Çetin, S.M., Atmaca, S., Ersoy, L., and Baktir, G. "A sensitive HPLC method for the determination of fluoxetine and norfluoxetine in human plasma with fluorescence detection", Ther. Drug Monit. 27:38-43, (2005).
  • Tatar Ulu, S. "Determination of tianeptine in human plasma using high-performance liquid chromatography with fluorescence detection", J. Chromatogr. B: Biomed. Sci. Appl., 834:62-67, (2006).
  • Nicot, G., Lachatre, G., Gonnet, C., Mallon, J., and Mocaer, E. "Ion-pair extraction and high- performance liquid chromatographic determination of tianeptine and its metabolites in human plasma, urine and tissues" J. Chromatogr. 381:115-126, (1986).
  • Bahrami, G., and Mohammadi, B. "Sensitive microanalysis of gabapentin by high-performance liquid chromatography in human serum using pre- column derivatization with 4-chloro-7- nitrobenzofurazan: Application to a bioequivalence study"J. Chromatogr. B: Biomed. Sci. Appl., 837:24- , (2006).
  • Yang, C., Huang, H., Zhang, H., and Liu, M."Analysis of insulin by high performance liquid chromatographic method with precolumn derivatization with 4-chloro-7-nitrobenzo-2-oxa-1,3- diazole"Anal. Lett., 39:2463-2473, (2006).
  • Bahrami, G., and Mohammadi, B. "A novel high sensitivity HPLC assay for topiramate, using 4- chloro-7-nitrobenzofurazan as pre-column fluorescence derivatizing agent"J. Chromatogr. B: Biomed. Sci. Appl., 850:400-404, (2007).
  • Bahrami, G., Mirzaeei, S., and Kiani, A. "Sensitive analytical method for Topiramate in human serum by HPLC with pre-column fluorescent derivatization and its application in human pharmacokinetic studies" J. Chromatogr. B: Biomed. Sci. Appl., 813:175-180, (2004).
  • Bahrami,G., and Mirzaeei, S., and Kiani, A. "Determination of acyclovir in human serum by high- performance liquid chromatography using liquid- liquid extraction and its application in pharmacokinetic studies" J. Chromatogr. B: Biomed. Sci. Appl.,822:322-331, (2005).
  • Önal, A., Olcay Saǧirli, A., Müge Çetin, S., and Toker, S. "A selective LC method for the determination of reboxetine in human plasma with fluorescence detection" Chromatographia, 66:S103- S107, (2007).
  • Bahrami, G., and Mohammadi, B. "Rapid and sensitive bioanalytical method for measurement of fluvoxamine in human serum using 4-chloro-7- nitrobenzofurazan as pre-column derivatization agent: Application to a human pharmacokinetic study" Sci.Appl., 857: 322-326, (2007). Biomed.
  • Darwish, I.A., Mahmoud, A.M. and Khalil, N.Y. "Nonextractive procedure and precolumn derivatization with 7-chloro-4-nitrobenzo-2-oxa-1,3- diazole for trace determination of trimetazidine in plasma by high-performance liquid chromatography with fluorescence detection" J.AOAC Int. 91:1037- , (2008).
  • Darwish, I.A., Al-Majed, A.A., Mahmoud, A.M. and Khalil, N.Y. "New nonextractive and highly sensitive high-performance liquid chromatographic method for determination of paroxetine in plasma after offline precolumn derivatization with 7-chloro-4-nitrobenzo- oxa-l,3-diazole" J. AOAC Int. 92:1349-1355, (2009).
  • Khalil, N.Y., Mahmoud, A.M., Darwish, I.A., and Al-Majed, A.-R.A. "Highly sensitive LC method with automated co-sense system and fluorescence detection for determination of sertraline in human plasma", Chromatographia 71:825-831, (2010).
  • Vázquez-Ortíz, F.A., Morón-Fuenmayor, O.E., and González-Méndez, N.F. "Hydroxyproline measurement by HPLC: Improved method of total collagen determination in meat samples". J. Liq. Chromatogr. & Rel. Technol. 27:2771-2780, (2004).
  • Smith, S.H. and Judge, M.D. "An HPLC method using FMOC-ADAM for determination of hydroxyproline in muscle" Meat Sci., 24:351–357, (1991).
  • Green, G.H. and Reagan, K. "Determination of hydroxyproline by high pressure liquid chromatography" Anal. Biochem., 201:265–269, (1992).
  • Yang, C., Jiang, X., Guo, L., Zhang, H., and Liu, M. "Analysis of free amino acids in islets of Langerhans by high-performance liquid chromatography using pre-column derivatization with 4-chloro-7- nitrobenzo-2-oxa-1,3-diazole" J.Sep.Sci., 30:3154- , (2007).
  • Maroulis, M., Monemvasios, I., Vardaka, E., and Rigas, P. "Determination of domoic acid in mussels by HPLC with post-column derivatization using 4- chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) and fluorescence detection" J. Chromatogr. B: Biomed. Sci.Appl., 876:245-251, (2008).
  • James, K.J., Gillman, M., Lehane, M., Gago- Martinez, A. "New fluorimetric method of liquid chromatography for the determination of the neurotoxin domoic acid in sea food and marine phytoplankton", J. Chromatogr.A 871:1-6, (2000).
  • Di Nunno, L., Florio, S., and Todesco, P.E., "Oxidation of substituted anilines to nitroso- compounds" J. Chem. Soc. C: Organic 10:1433- , (1970).
  • Toyo’oka,T., Miyano, H., and. Imai, K. "Amino acid composition analysis of minute amounts of cysteine-containing proteins using 4-(aminosulfonyl)- fluoro-2,1,3-benzoxadiazole and 4-fluoro-7-nitro- ,1,3-benzoxadiazole in combination with HPLC" Biomed. Chromatogr. 1:15-20, (1986).
  • Hu, S., and Li, C.H. "Micellar electrokinetic capillary chromatographic separation and fluorescent detection of amino acids derivatized with 4-fluoro-7- nitro-2,1,3-benzoxadiazole" J. Chromatogr. A, :183-191, (2000).
  • Kanazawa, H., Nagatsuka, T., Miyazaki, M., and Matsushima, Y. "Determination of peptides by high- performance liquid chromatography with laser- induced fluorescence detection" J. Chromatogr. A, :23-29, (1997).
  • Wise, E.T., Singh, N., and Hogan, B.L. "Argon- laser-induced fluorescence detection in sodium dodecyl sulfate-capillary gel electrophoretic separations of proteins" J. Chromatogr. A 746:109- , (1996).
  • Imai K. "Analytical chemical studies on high- performance recognition and detection of bio- molecules in life" Yakugaku Zasshi 123: 901–917, (2003).
  • Honda S., Okeda J., Iwanaga H., Kawakami S., Taga A., Suzuki S., and Imai K. "Ultramicroanalysis of reducing carbohydrates by capillary electrophoresis with laser-induced fluorescence detection as 7-nitro- ,1,3-benzoxadiazole-tagged N-methylglycamine derivatives" Anal. Biochem. 286: 99–111, (2000).
  • Aoyama C., Santa T.,Tsunoda M., Fukushima T., Kitada C., and Imai K. A "fully automated amino acid analyzer using NBD-F as a fluorescent derivatization reagent" Biomed. Chromatogr., 18: –636, (2004).
  • Zhao, S., Feng, Y., LeBlanc, M.H.,Piletz, J.E., and Liu, Y.-M. "Quantitation of agmatine by liquid chromatography with laser-induced fluorescence detection" Anal. Chim. Acta, 470:155-161, (2002) .
  • Zhu, X., Shaw, P.N., and Barrett, D.A. "Catecholamines derivatized with 4-fluoro-7-nitro- ,1,3-benzoxadiazole: Characterization of chemical structure and fluorescence properties" Anal.ChimActa, 478:259-269, (2003) .
  • Fukushima, T., Naka-Aki, E. , Guo, X. , Li, F. , Vankeirsbilck, T. , Baeyens, W.R.G. , Imai, K., and Toyo'Oka, T. "Determination of fluoxetine and norfluoxetine in rat brain microdialysis samples following intraperitoneal fluoxetine administration" Anal. Chim. Acta, 522:99-104, (2004) .
  • Khramov, A.N. and Stenken, J.A. "Enhanced microdialysis extraction efficiency of ibuprofen in vitro by facilitated transport with β-cyclodextrin" Anal. Chem. 71:1257-1264, (1999).
  • Khramov, A.N. and Stenken, J.A. "Enhanced microdialysis recovery of some tricyclic antidepressants and structurally related drugs by cyclodextrin-mediated transport"Analyst 124:1027- , (1999).
  • Ao, X. and Stenken, J.A. "Water-soluble cyclodextrin polymers for enhanced relative recovery of hydrophobic analytes during microdialysis sampling" Analyst, 128:1143-1149, (2003).
  • Higashi, Y., Gao, R., and Fujii, Y. "Determination of Fluoxetine and Norfluoxetine in Human Serum and Urine by HPLC Using a Cholester Column with Fluorescence Detection" J. Liq. Chromatogr. & Rel. Technol. 32:1141-115, (2009).
  • Higashi, Y., Matsumura, H. and Fujii, Y. "Determination of fluvoxamine in rat plasma by HPLC with pre-column derivatization and fluorescence detection using 4-fluoro-7-nitro-2,1,3- benzoxadiazole", Biomed. Chromatogr. 19:771- , (2005).
  • Pullen, R.H., and Fatmi, A.A. " Determination of fluvoxamine in human plasma by high-performance liquid chromatography with fluorescence detection", J. Chromatogr., 574:101–107, (1992).
  • Guo, X., Fukushima, T., Li F. and Imai, K. "Determination of fluoxetine and norfluoxetine in rat plasma by HPLC with pre-column derivatization and fluorescence detection" Biomed. Chromatogr. :1–5, (2003).
  • Higashi, Y., Nakamura, S., Matsumura, H., Fujii, Y."Simultaneous liquid chromatographic assay of amantadine and its four related compounds in phosphate-buffered saline using 4-fluoro-7-nitro- ,1,3-benzoxadiazole as a fluorescent derivatization reagent",Biomed.Chromatogr. 20:423-428, (2006).
  • Higashi, Y., and Fujii Y. "Liquid chromatographic determination of1-adamantanamine and 2- adamantanamine in human plasma after pre-column derivatization with o-phthalaldehyde and 1-thio- beta-dglucose", J. Chromatogr. B 799: 349–353, (2004).
  • Higashi, Y., and Fujii, Y. "Simultaneous determination of the binding of amantadine and its analogues to synthetic melanin by liquid chromatography after pre-column derivatization with dansyl chloride" J. Chromatographic Sci. 43: –217, (2005).
  • Khalil, N.Y. "A highly sensitive HPLC method with automated on-line sample pre-treatment and fluorescence detection for determination of reboxetine in human plasma" Talanta, 80:1251- , (2010).
  • Gozdowska, M., and Kulczykowska, E. "Determination of arginine-vasotocin and isotocin in fish plasma with solid-phase extraction and fluorescence derivatization followed by high- performance liquid chromatography" J. Chromatogr. B: Biomed. Sci. Appl. 807:229-233, (2004).
  • Aoyama, C., Santa, T., Tsunoda, M., Fukushima, T.; Kitada, C. and Imai, K. "A fully automated amino acid analyzer using NBD-F as a fluorescent derivatization reagent" Biomed.Chromatogr. :630-636, (2004).
  • Kakinuma, M., Watanabe, Y., Hori, Y., Oh-I, T., and Tsuboi, R."Quantification of hydroxyproline in small amounts of skin tissue using isocratic high performance liquid chromatography with NBD-F as fluorogenic reagent" J. Chromatogr. B: Biomed. Sci. Appl. 824:161-165, (2005).
  • Miller, G.R., Smith, C.A., and Stauber, W.T. "Determination of fibrosis from cryostat sections using high performance liquid chromatography: Skeletal muscle" Histochem. J. 31:89-94, (1999).
  • Tsunoda, M., Nonaka, and S., Funatsu, T. "Determination of methylated arginines by column- switching high-performance liquid chromatography-fluorescence detection" Analyst, 130:1410-1413, (2005).
  • Nonaka, S., Tsunoda, M., Imai, K., and Funatsu, T. "High-performance liquid chromatographic assay of NG-monomethyl- L-arginine, NG,NG-dimethyl- L-arginine, and N G,NG′-dimethyl-L-arginine using 4-fluoro-7-nitro-2, 1,3-benzoxadiazole as a fluorescent reagent" J. Chromatogr., A 1066:41-45, (2005).
  • Higashi, Y., Nakamura, S., Fujii, Y. "Sensitive determination of 4-(4-chlorophenyl)-4- hydroxypiperidine a metabolite of haloperidol, in a rat biological sample by HPLC with fluorescence detection after pre-column derivatization using 4- fluoro-7-nitro-2,1,3-benzoxadiazole" Chromatogr., 20:964-970, (2006). Biomed.
  • Nonaka, S., Tsunoda, M., Aoyama, C., and Funatsu, T."Determination of NG,NG-dimethyl-l-arginine in rat plasma and dimethylargininedimethylaminohydrolase activity in rat kidney using a monolithic silica column"J. Chromatogr. B: Biomed. Sci.Appl. 843:170-174, (2006).
  • Higashi, Y., Nakamura, and S., Fujii, Y. "Sensitive determination of 4-(4-bromophenyl)-4- hydroxypiperidine, a metabolite of bromperidol, in rat plasma by HPLC with fluorescence detection after pre-column derivatization using 4-fluoro-7- nitro-2,1,3-benzoxadiazole" Biolog. Pharmaceut. Bull., 29:2479-2, (2006) .
  • Higashi Y., Sakata M., and Fujii Y. "Simultaneous determination of four basic metabolites formed from butyrophenone type agents by HPLC with dual ultraviolet detection", J. Liq. Chromatogr. Relat.Technol., 29 :2853-2862, (2006),.
  • Higashi, Y., Sakata, M., and Fujii, Y. "Simultaneous determination of the N-dealkylated metabolites of four butyrophenone-type agents in rat plasma by HPLC with fluorescence detection after precolumn derivatization with 4-fluoro-7-nitro-2,1,3- benzoxadiazole" J. Liq. Chromatogr. & Rel. Technol. 30:2747-2754, (2007).
  • Zhang, W.-Z., Lang, C., and Kaye, D.M."Determination of plasma free 3-nitrotyrosine and tyrosine by reversed-phase liquid chromatography with 4-flouro-7-nitrobenzofurazan derivatization",Biomed. Chromatogr. 21:273-278, (2007).
  • Duncan M. W. "A review of approaches to the analysis of 3-nitrotyrosine. Amino Acids", 25: 351– , (2003).
  • Rellán, S., and Gago-Martínez, A. "Improved conditions for the application of solid phase microextraction prior to HPLC-FLD analysis of anatoxin-a", J. Sep. Sci., 30:2522-2528, (2007) .
  • Namera, A., So, A., and Pawliszyn, J., "Analysis of anatoxin-a in aqueous samples by solid-phase microextraction coupled to high-performance liquid chromatography with fluorescence detection and on-fiber derivatization" J. Chromatogr. A , 963:295 –302, (2002).
  • Sawabe, Y., Tagami, T., and Yamasaki, K. "Determination of taurine in energy drinks by HPLC using a pre-column derivative", J. Health Sci., 54: 661-664, (2008).
  • Aoyama, C., Tsunoda, M., and Funatsu, T., "Determination of Selenomethionine by High- Performance Liquid Chromatography-Fluorescence Detection Coupled with On-line Oxidation", Anal. Sci., 25:63-65 (2009).
  • Chatterjee, A., Tao, H., Shibata, Y., and Morita, M. "Determination of selenium compounds in urine by high-performance liquid chromatography- inductively coupled plasma mass spectrometry" J. Chromatogr., A, 997:249-257, (2003).
  • Nyman, D.W., Stratton, M.S., Kopplin, M.J., Dalkin, B.L., Nagle, R.B., and Gandolfi, A.J. "Selenium and selenomethionine levels in prostate cancer patients", Cancer Detect. Prev. 28:8-16, (2004).
  • Moreno, P., Quijano, M.A., Gutiérrez, A.M., Pérez- Conde, M.C., and Cámara, C. "Study of selenium species distribution in biological tissues by size exclusion and ion exchange chromatagraphy inductively coupled plasma-mass spectrometry" Anal.Chim.Acta,524:315-327, (2004).
  • Zheng, J., Shibata, Y., and Furuta, N. "Determination of selenoamino acids using two- dimensional ion-pair reversed phase chromatography with on-line detection by inductively coupled plasma mass spectrometry" Talanta, 59: 27-36, (2003).
  • Wei, Z., and Roje, S. "A high-performance liquid chromatography-based fluorometric method for assaying serine hydroxymethyltransferase toward serine formation", Anal. Biochem., 409: 156-158, (2011) .
  • Long, Z., Nimura, N., Adachi, M., Sekine, M., Hanai, T., Kubo, H., and Homma, H. "Determination of D- and L-aspartate in cell culturing medium, within cells of MPT1 cell line and in rat blood by a column-switching high-performance liquid chromatographic method" J. Chromatogr. B:Biomed. Sci.Appl. 761:99-106, (2001) .
  • Hamase, K., Homma, H., Takigawa, Y., Fukushima, T., Santa, T., and Imai, K., "Regional distribution and postnatal changes of D-amino acids in rat brain" Biochim. Biophys. Acta, 1334:214-222, (1997).
  • Sekine, M., Fukuda, H., Nimura, N., Furuchi, T., and Homma, H. "Automated column-switching high- performance liquid chromatography system for quantifying N-methyl-D- and -L-aspartate", Anal.Biochem.310:114-121, (2002) .
  • D'Aniello, A., Di Fiore, M.M., Fisher, G.H., Milone, A., Seleni, A., D'Aniello, S., Perna, A.F., and Ingrosso, D. "Occurrence of D-aspartic acid and N- methyl-D-aspartic acid in rat neuroendocrine tissues and their role in the modulation of luteinizing hormone and growth hormone release" FASEB J. 14: 699–714, (2000).
  • Todoroki, N., Shibata, K., Yamada, T., Kera, Y., and Yamada, R.-H. "Determination of N-methyl-D- aspartate in tissues of bivalves by high-performance liquid chromatography" J. Chromatogr. B, 728: –47, (1999).
  • Uchino, E., Fukushima, T., Tsunoda, M., Santa, T., and Imai, K. "Determination of rat blood S-D- lactoylglutathione by a column-switching high- performance liquid chromatography with precolumn fluorescence derivatization with 4- fluoro-7-nitro-2,1,3-benzoxadiazole", Biochem., 330:186-192, (2004) . Anal.
  • Zhao, H., Hamase, K.,Morikawa, A., Qiu, Z., and Zaitsu, K. "Determination of d- and l-enantiomers of threonine and allo-threonine in mammals using two-step high-performance liquid chromatography",J. Chromatogr. B: Biomed. Sci.Appl. 810:245-250, (2004).
  • Fukushima, T., Kawai, J., Imai, K., and Toyo'oka, T. "Simultaneous determination of D- and L-serine in rat brain microdialysis sample using a column- switching HPLC with fluorimetric detection"' Biomed. Chromatogr. 18:813-819, (2004) .
  • Hamase, K., Morikawa, A., Ohgusu, T., Lindner, W., and Zaitsu, K. "Comprehensive analysis of branched aliphatic d-amino acids in mammals using an integrated multi-loop two-dimensional column- switching high-performance liquid chromatographic system combining reversed-phase and enantioselective columns", J. Chromatogr. A, 1143:105-111, (2007).
  • Inoue,T., Hamase,K., Morikawa,A., and Zaitsu,K. "Determination of minute amounts of D- leucine in various brain regions of rat and mouse using column-switching high-performance liquid chromatography", J. Chromatogr. B, 744:213-219, (2000).
  • Hamase, K., Homma, H., Takigawa, Y., Fukushima, T., Santa, T., and Imai, K. "Regional distribution and postnatal changes of D-amino acids in rat brain", Biochim. Biophys. Acta,1334:214- , (1997).
  • Morikawa, A., Hamase, K., Miyoshi, Y., Koyanagi, S., Ohdo, S., and Zaitsu,K. "Circadian changes of d-alanine and related compounds in rats and the effect of restricted feeding on their amounts" , J. Chromatogr. B: Biomed.Sci.Appl.,875:168-173, (2008) .
  • Miyoshi, Y., Hamase, K., Tojo, Y., Mita, M., Konno, R., and Zaitsu, K. "Determination of d- serine and d-alanine in the tissues and physiological fluids of mice with various d-amino-acid oxidase activities using two-dimensional high-performance liquid chromatography with fluorescence detection", Biomed.Sci.Appl. 877:2506-2512, (2009) .
  • Hamase, K., Miyoshi, Y., Ueno, K., Han, H., Hirano, J., Morikawa, A. , Mita, M., Kaneko, T., Lindner, W., and Zaitsu, K."Simultaneous determination of hydrophilic amino acid enantiomers in mammalian tissues and physiological fluids applying a fully automated micro-two-dimensional high- performance liquid chromatographic concept",J. Chromatogr. A, 1217:1056-1062, (2010).
Toplam 100 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Chemistry
Yazarlar

Y Aboul-enein Bu kişi benim

Abdalla Elbashır Bu kişi benim

Fakhr Sulıman Bu kişi benim

Yayımlanma Tarihi 8 Temmuz 2011
Yayımlandığı Sayı Yıl 2011 Cilt: 24 Sayı: 4

Kaynak Göster

APA Aboul-enein, Y., Elbashır, A., & Sulıman, F. (2011). The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography. Gazi University Journal of Science, 24(4), 679-697.
AMA Aboul-enein Y, Elbashır A, Sulıman F. The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography. Gazi University Journal of Science. Aralık 2011;24(4):679-697.
Chicago Aboul-enein, Y, Abdalla Elbashır, ve Fakhr Sulıman. “The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography”. Gazi University Journal of Science 24, sy. 4 (Aralık 2011): 679-97.
EndNote Aboul-enein Y, Elbashır A, Sulıman F (01 Aralık 2011) The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography. Gazi University Journal of Science 24 4 679–697.
IEEE Y. Aboul-enein, A. Elbashır, ve F. Sulıman, “The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography”, Gazi University Journal of Science, c. 24, sy. 4, ss. 679–697, 2011.
ISNAD Aboul-enein, Y vd. “The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography”. Gazi University Journal of Science 24/4 (Aralık 2011), 679-697.
JAMA Aboul-enein Y, Elbashır A, Sulıman F. The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography. Gazi University Journal of Science. 2011;24:679–697.
MLA Aboul-enein, Y vd. “The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography”. Gazi University Journal of Science, c. 24, sy. 4, 2011, ss. 679-97.
Vancouver Aboul-enein Y, Elbashır A, Sulıman F. The Application of 7-Chloro-4-Nitrobenzoxadiazole and 4-Fluoro-7-Nitro-2,1,3-Benzoxadiazole for The Analysis of Amines and Amino Acids Using High-Performance Liquid Chromatography. Gazi University Journal of Science. 2011;24(4):679-97.