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Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör

Year 2018, Volume: 18 Issue: 3, 796 - 806, 30.12.2018

Mecit Özdemir

Abstract

Son zamanlarda, kolorimetrik ve floresan sensörler, sulu ortamdaki ağır ve geçiş metal iyonlarının duyarlı ve seçici olarak tayin çalışmalarında düşük maliyet, kolay kullanım, yüksek performans, karmaşık olmayışı, test kiti olarak hazırlanma gibi avantajlar sağladıkları için önemli derecede ilgi çekmiştir. Bu çalışmada, kumarin temelli yeni bir kemosensör sentezlenmiş ve elementel analiz, FT-IR, Tandem kütle, 1H NMR ve 13C NMR spektroskopileri kullanılarak karakterize edilmiştir. Daha sonra, sensör C1’in seçicilik ve duyarlılık özelliği, biyolojik ve çevresel açıdan öneme sahip bazı metal iyonlarına karşı DMSO-H2O (v/v, 2:1) ortamında araştırılmıştır. UV-vis absorpsiyon ve floresan deneylerinden elde edilen sonuçlar, kemosensör C1’in sadece demir (II) iyonlarına yönelik seçicilik ve duyarlılık gösterdiğini ortaya çıkarmıştır.

Keywords

Kolorimetrik Floresan Kemosensör Kumarin Demir (II) Seçicilik.

References

  • Altural, B., Akcamur, Y., Saripinar, E., Yildirim, I.&Kollenz, G., 1989. Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines. Monatshefte für Chemie/Chemical Monthly,120, 1015-1020.
  • Chen, G.F., Jia, H.M., Zhang, L.Y., Hu, J., Chen, B.H., Song, Y.L.&Bai, G.Y., 2013. A highly selective fluorescent sensor for Fe3+ ion based on coumarin derivatives. Research on Chemical Intermediates,39, 4081-4090. En, D., Guo, Y., Chen, B.T., Dong, B.&Peng, M.J., 2014. Coumarin-derived Fe3+-selective fluorescent turn-off chemosensors: synthesis, properties, and applications in living cells. RSC Advances, 4, 248-253.
  • García-Beltrán, O., Mena, N., Yañez, O., Caballero, J., Vargas, V., Nuñez, M.T.&Cassels, B.K., 2013. Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based “turn-off” fluorescent probe selective for Fe2+. European journal of medicinal chemistry, 67, 60-63.
  • Goswami, S., Sen, D., Das, A.K., Das, N.K., Aich, K., Fun, H.K., Quah, C.K., Maity, A.K.&Saha, P., 2013. A new rhodamine-coumarin Cu 2+-selective colorimetric and ‘off–on’fluorescence probe for effective use in chemistry and bioimaging along with its bound X-ray crystal structure. Sensors and Actuators B: Chemical,183, 518-525.
  • Gupta, V.K., Singh, A.K., Ganjali, M.R., Norouzi, P., Faridbod, F.&Mergu, N., 2013. Comparative study of colorimetric sensors based on newly synthesized Schiff bases. Sensors and Actuators B: Chemical, 18, 642-651.
  • He, G., Li, J., Wang, Z., Liu, C., Liu, X., Ji, L.&Wang, Q., 2017. Synthesis of a fluorogenic probe for thiols based on a coumarin schiff base copper complex and its use for the detection of glutathione. Tetrahedron,73, 272-277.
  • Helal, A., Rashid, M.H.O., Choi, C.H.&Kim, H,S., 2011. Chromogenic and fluorogenic sensing of Cu 2+ based on coumarin. Tetrahedron, 67, 2794-2802.
  • Hirayama, T., Okuda, K.&Nagasawa, H., 2013. A highly selective turn-on fluorescent probe for iron (II) to visualize labile iron in living cells. Chemical Science, 4, 1250-1256.
  • Hua, J., Wang and Y.G., 2004. A highly selective and sensitive fluorescent chemosensor for Fe3+ in physiological aqueous solution. Chemistry letters, 34, 98-99. Ieda, N., Yamada, S., Kawaguchi, M., Miyata, N.&Nakagawa, H., 2016. (7- Diethylaminocoumarin-4-yl) methyl ester of suberoylanilide hydroxamic acid as a caged inhibitor for photocontrol of histone deacetylase activity. Bioorganic & medicinal chemistry, 24, 2789-2793.
  • Jiang, Z.J., Lv, H.S., Zhu, J.&Zhao, B.X., 2012. New fluorescent chemosensor based on quinoline and coumarine for Cu2+. Synthetic Metals,162, 2112-2116.
  • Katerinopoulos, H.E., 2004. The coumarine moiety as chromophore of fluorescent ion indicators in biological systems. Curr. Pharm. Desing, 10, 3835-3852.
  • Li, Z., Zhou, Y., Yin, K., Yu, Z., Li, Y. & Ren, J., 2014. A new fluorescence “turn-on” type chemosensor for Fe3+ based on naphthalimide and coumarin. Dyes and Pigments, 105, 7-11.
  • Ma, J., Sheng, R., Wu, J., Liu, W. & Zhang, H., 2014. A new coumarine-derived fluorescent sensor with red-emission for Zn2+ in aqueous solution. Sensors and Actuators B: Chemical, 197, 364-369.
  • Nuñez-Dallos, N., Posada, A.F. & Hurtado, J., 2017. Coumarin salen-based zinc complex for solvent-free ring opening polymerization of ε-caprolactone. Tetrahedron Letters,58, 977-980.
  • Ozdemir, M., 2016. A selective fluorescent ‘turn-on’sensor for recognition of Zn2+ in aqueous media. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,161, 115-121.
  • Ozdemir, M., Sonmez, M., Sen, F., Dincer, M. &Ozdemir, N., 2017. Synthesis of a new heterocyclic Schiff base ligand “(E)-5-benzoyl-4-phenyl-1-((pyridin-2-ylmethylene) amino) pyrimidin-2 (1H)-one”: An experimental and computational modeling study. Journal of Molecular Structure, 1127, 626-635.
  • Özdemir, M., Sönmez, M., Şen, F., Dinçer, M. &Özdemir, N., 2015. A novel one-pot synthesis of heterocyclic compound (4-benzoyl-5-phenyl-2-(pyridin-2-yl)-3, 3a-dihydropyrazolo [1, 5-c] pyrimidin-7 (6H)-one): Structural (X-ray and DFT) and spectroscopic (FT-IR, NMR, UV-Vis and Mass) characterization Studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 137, 1304-1314.
  • Qin, J.C. and Yang, Z.Y., 2015. Design of a novel coumarin-based multifunctional fluorescent probe for Zn 2+/Cu 2+/S 2− in aqueous solution. Materials Science and Engineering: C, 57, 265-271.
  • Sahoo, S.K., Sharma, D., Bera, R.K., Crisponi, G. &Callan, J.F., 2012. Iron (III) selective molecular and supramolecular fluorescent probes. Chemical Society Reviews, 41, 7195-7227.
  • Sen, B., Sheet, S.K., Thounaojam, R., Jamatia, R., Pal, A.K., Aguan, K. & Khatua, S., 2017. A coumarin based Schiff base probe for selective fluorescence detection of Al3+ and its application in live cell imaging. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 173, 537-543.
  • Song, Y., Chen, Z. & Li, H., 2012. Advances in coumarin-derived fluorescent chemosensors for metal ions. Current Organic Chemistry, 16, 2690-2707.
  • Şahin, Ö., Özdemir, Ü.Ö., Seferoğlu, N., Genc, Z.K., Kaya, K., Aydıner, B. &Seferoğlu, Z., 2018. New platinum (II) and palladium (II) complexes of coumarin-thiazole Schiff base with a fluorescent chemosensor properties: Synthesis, spectroscopic characterization, X-ray structure determination, in vitro anticancer activity on various human carcinoma cell lines and computational studies. Journal of Photochemistry and Photobiology B: Biology,178, 428-439.
  • Wang, K., Ma, L., Liu, G., Cao, D., Guan, R. & Liu, Z., 2016. Two fluorescence turn-on coumarin Schiff's base chemosensors for cyanide anions. Dyes and Pigments, 126, 104-109.
  • Wang, L., Ye, D. &Cao, D., 2012. A novel coumarin Schiff-base as a Ni (II) ion colorimetric sensor. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 90, 40-44.
  • Wang, R., Wan, Q., Feng, F., Bai, Y., 2014. A novel coumarin-based fluorescence chemosensor forFe3+. Chemical Research in Chinese Universities, 30(4), 560-565.
  • Takechi, H., Oda, Y., Nishizono, N., Oda, K. &Machida, M., 2000. Fluorescent Labeling Reagents. Part 3. Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives. Chemical and Pharmaceutical Bulletin, 48, 1702-1710.
  • Yalçın, E., Alkış, M., Seferoğlu, N. & Seferoğlu, Z., 2018. A novel coumarin-pyrazole-triazine based fluorescence chemosensor for fluoride detection via deprotonation process: Experimental and theoretical studies. Journal of Molecular Structure, 1155, 573-581.
  • Yan, Z., Hu, L. &You, J., 2016. Sensing materials developed and applied for bio-active Fe3+ recognition in water environment. Analytical Methods, 8, 5738-5754.
  • Yang, Z., She, M., Yin, B., Cui, J., Zhang, Y., Sun, W. &Shi, Z., 2011. Three Rhodamine-based “off–on” Chemosensors with high selectivity and sensitivity for Fe3+ imaging in living cells. The Journal of organic chemistry, 77, 1143-1147.
  • Yao, J., Dou, W., Qin, W. &Liu, W., 2009. A new coumarin-based chemosensor for Fe3+ in water. Inorganic Chemistry Communications, 12, 116-118.

Year 2018, Volume: 18 Issue: 3, 796 - 806, 30.12.2018

Mecit Özdemir

Abstract

References

  • Altural, B., Akcamur, Y., Saripinar, E., Yildirim, I.&Kollenz, G., 1989. Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines. Monatshefte für Chemie/Chemical Monthly,120, 1015-1020.
  • Chen, G.F., Jia, H.M., Zhang, L.Y., Hu, J., Chen, B.H., Song, Y.L.&Bai, G.Y., 2013. A highly selective fluorescent sensor for Fe3+ ion based on coumarin derivatives. Research on Chemical Intermediates,39, 4081-4090. En, D., Guo, Y., Chen, B.T., Dong, B.&Peng, M.J., 2014. Coumarin-derived Fe3+-selective fluorescent turn-off chemosensors: synthesis, properties, and applications in living cells. RSC Advances, 4, 248-253.
  • García-Beltrán, O., Mena, N., Yañez, O., Caballero, J., Vargas, V., Nuñez, M.T.&Cassels, B.K., 2013. Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based “turn-off” fluorescent probe selective for Fe2+. European journal of medicinal chemistry, 67, 60-63.
  • Goswami, S., Sen, D., Das, A.K., Das, N.K., Aich, K., Fun, H.K., Quah, C.K., Maity, A.K.&Saha, P., 2013. A new rhodamine-coumarin Cu 2+-selective colorimetric and ‘off–on’fluorescence probe for effective use in chemistry and bioimaging along with its bound X-ray crystal structure. Sensors and Actuators B: Chemical,183, 518-525.
  • Gupta, V.K., Singh, A.K., Ganjali, M.R., Norouzi, P., Faridbod, F.&Mergu, N., 2013. Comparative study of colorimetric sensors based on newly synthesized Schiff bases. Sensors and Actuators B: Chemical, 18, 642-651.
  • He, G., Li, J., Wang, Z., Liu, C., Liu, X., Ji, L.&Wang, Q., 2017. Synthesis of a fluorogenic probe for thiols based on a coumarin schiff base copper complex and its use for the detection of glutathione. Tetrahedron,73, 272-277.
  • Helal, A., Rashid, M.H.O., Choi, C.H.&Kim, H,S., 2011. Chromogenic and fluorogenic sensing of Cu 2+ based on coumarin. Tetrahedron, 67, 2794-2802.
  • Hirayama, T., Okuda, K.&Nagasawa, H., 2013. A highly selective turn-on fluorescent probe for iron (II) to visualize labile iron in living cells. Chemical Science, 4, 1250-1256.
  • Hua, J., Wang and Y.G., 2004. A highly selective and sensitive fluorescent chemosensor for Fe3+ in physiological aqueous solution. Chemistry letters, 34, 98-99. Ieda, N., Yamada, S., Kawaguchi, M., Miyata, N.&Nakagawa, H., 2016. (7- Diethylaminocoumarin-4-yl) methyl ester of suberoylanilide hydroxamic acid as a caged inhibitor for photocontrol of histone deacetylase activity. Bioorganic & medicinal chemistry, 24, 2789-2793.
  • Jiang, Z.J., Lv, H.S., Zhu, J.&Zhao, B.X., 2012. New fluorescent chemosensor based on quinoline and coumarine for Cu2+. Synthetic Metals,162, 2112-2116.
  • Katerinopoulos, H.E., 2004. The coumarine moiety as chromophore of fluorescent ion indicators in biological systems. Curr. Pharm. Desing, 10, 3835-3852.
  • Li, Z., Zhou, Y., Yin, K., Yu, Z., Li, Y. & Ren, J., 2014. A new fluorescence “turn-on” type chemosensor for Fe3+ based on naphthalimide and coumarin. Dyes and Pigments, 105, 7-11.
  • Ma, J., Sheng, R., Wu, J., Liu, W. & Zhang, H., 2014. A new coumarine-derived fluorescent sensor with red-emission for Zn2+ in aqueous solution. Sensors and Actuators B: Chemical, 197, 364-369.
  • Nuñez-Dallos, N., Posada, A.F. & Hurtado, J., 2017. Coumarin salen-based zinc complex for solvent-free ring opening polymerization of ε-caprolactone. Tetrahedron Letters,58, 977-980.
  • Ozdemir, M., 2016. A selective fluorescent ‘turn-on’sensor for recognition of Zn2+ in aqueous media. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,161, 115-121.
  • Ozdemir, M., Sonmez, M., Sen, F., Dincer, M. &Ozdemir, N., 2017. Synthesis of a new heterocyclic Schiff base ligand “(E)-5-benzoyl-4-phenyl-1-((pyridin-2-ylmethylene) amino) pyrimidin-2 (1H)-one”: An experimental and computational modeling study. Journal of Molecular Structure, 1127, 626-635.
  • Özdemir, M., Sönmez, M., Şen, F., Dinçer, M. &Özdemir, N., 2015. A novel one-pot synthesis of heterocyclic compound (4-benzoyl-5-phenyl-2-(pyridin-2-yl)-3, 3a-dihydropyrazolo [1, 5-c] pyrimidin-7 (6H)-one): Structural (X-ray and DFT) and spectroscopic (FT-IR, NMR, UV-Vis and Mass) characterization Studies. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 137, 1304-1314.
  • Qin, J.C. and Yang, Z.Y., 2015. Design of a novel coumarin-based multifunctional fluorescent probe for Zn 2+/Cu 2+/S 2− in aqueous solution. Materials Science and Engineering: C, 57, 265-271.
  • Sahoo, S.K., Sharma, D., Bera, R.K., Crisponi, G. &Callan, J.F., 2012. Iron (III) selective molecular and supramolecular fluorescent probes. Chemical Society Reviews, 41, 7195-7227.
  • Sen, B., Sheet, S.K., Thounaojam, R., Jamatia, R., Pal, A.K., Aguan, K. & Khatua, S., 2017. A coumarin based Schiff base probe for selective fluorescence detection of Al3+ and its application in live cell imaging. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 173, 537-543.
  • Song, Y., Chen, Z. & Li, H., 2012. Advances in coumarin-derived fluorescent chemosensors for metal ions. Current Organic Chemistry, 16, 2690-2707.
  • Şahin, Ö., Özdemir, Ü.Ö., Seferoğlu, N., Genc, Z.K., Kaya, K., Aydıner, B. &Seferoğlu, Z., 2018. New platinum (II) and palladium (II) complexes of coumarin-thiazole Schiff base with a fluorescent chemosensor properties: Synthesis, spectroscopic characterization, X-ray structure determination, in vitro anticancer activity on various human carcinoma cell lines and computational studies. Journal of Photochemistry and Photobiology B: Biology,178, 428-439.
  • Wang, K., Ma, L., Liu, G., Cao, D., Guan, R. & Liu, Z., 2016. Two fluorescence turn-on coumarin Schiff's base chemosensors for cyanide anions. Dyes and Pigments, 126, 104-109.
  • Wang, L., Ye, D. &Cao, D., 2012. A novel coumarin Schiff-base as a Ni (II) ion colorimetric sensor. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 90, 40-44.
  • Wang, R., Wan, Q., Feng, F., Bai, Y., 2014. A novel coumarin-based fluorescence chemosensor forFe3+. Chemical Research in Chinese Universities, 30(4), 560-565.
  • Takechi, H., Oda, Y., Nishizono, N., Oda, K. &Machida, M., 2000. Fluorescent Labeling Reagents. Part 3. Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives. Chemical and Pharmaceutical Bulletin, 48, 1702-1710.
  • Yalçın, E., Alkış, M., Seferoğlu, N. & Seferoğlu, Z., 2018. A novel coumarin-pyrazole-triazine based fluorescence chemosensor for fluoride detection via deprotonation process: Experimental and theoretical studies. Journal of Molecular Structure, 1155, 573-581.
  • Yan, Z., Hu, L. &You, J., 2016. Sensing materials developed and applied for bio-active Fe3+ recognition in water environment. Analytical Methods, 8, 5738-5754.
  • Yang, Z., She, M., Yin, B., Cui, J., Zhang, Y., Sun, W. &Shi, Z., 2011. Three Rhodamine-based “off–on” Chemosensors with high selectivity and sensitivity for Fe3+ imaging in living cells. The Journal of organic chemistry, 77, 1143-1147.
  • Yao, J., Dou, W., Qin, W. &Liu, W., 2009. A new coumarin-based chemosensor for Fe3+ in water. Inorganic Chemistry Communications, 12, 116-118.
There are 30 citations in total.

Details

Primary Language Turkish
Journal Section Articles
Authors

Mecit Özdemir

Publication Date December 30, 2018
Submission Date January 25, 2018
Published in Issue Year 2018 Volume: 18 Issue: 3

Cite

APA Özdemir, M. (2018). Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, 18(3), 796-806.
AMA Özdemir M. Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. December 2018;18(3):796-806.
Chicago Özdemir, Mecit. “Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik Ve Floresan Kemosensör”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 18, no. 3 (December 2018): 796-806.
EndNote Özdemir M (December 1, 2018) Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 18 3 796–806.
IEEE M. Özdemir, “Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör”, Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, vol. 18, no. 3, pp. 796–806, 2018.
ISNAD Özdemir, Mecit. “Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik Ve Floresan Kemosensör”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 18/3 (December 2018), 796-806.
JAMA Özdemir M. Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2018;18:796–806.
MLA Özdemir, Mecit. “Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik Ve Floresan Kemosensör”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, vol. 18, no. 3, 2018, pp. 796-0.
Vancouver Özdemir M. Sulu Ortamda Fe+2 İyonlarını Seçici Olarak Tayin İçin Yeni Bir Kolorimetrik ve Floresan Kemosensör. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2018;18(3):796-80.


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