Yıl 2019, Cilt 7 , Sayı , Sayfalar 58 - 62 2019-11-24

Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor

Aysegul GUMUS [1] , Selcuk GUMUS [2]


Fluorescent sensor is one of the most important chemical sensors and is a powerful tool for imaging target molecules and ions in the living organism. Because it has high sensitivity and simultaneous imaging. In this work, fluorescence chemosensor was designed based on ionophore-bridge-fluorophore approach. In the structure of the designed chemosensor, anthracene unit was used as fluorophore. The receptoric hydroxy quinoline group to interact with the metal ion were incorporated into the structure by the triazole bridge which has high coordination properties. Detection of a specific type of a metal is very important in terms of biouse of the related compound. In addition to the synthetic approach, the metal coordination propertiess of the novel chemosensors will be investigated theoretically at the level of Density Functional theory with the application of B3LYP/6-31++G(d,p), which is a combination of hibrit exchange function and basis set.
Fluorescent Sensor, Anthracene, Triazole
  • Krämer, R. (1998). Fluorescent Chemosensors for Cu2+ Ions: Fast, Selective, and Highly Sensitive. Angew. Chem. Int. Ed. 37, 772–773. Uauy, R., Olivares, M., Gonzalez, M. (1998). Essentiality of copper in humans. Am. J. Clin. Nutr. 67, 952–959. de Silva, A. P., Gunaratne, H. Q. N., Gunnlaugsson, T., Huxley, A. J. M., McCoy, C. P., Rademacher, J. T., Rice, T. E.(1997). Signaling Recognition Events with Fluorescent Sensors and Switches. Chem. Rev. 97, 1515–1566. Czarnik, A.W. (1992). Fluorescent Chemosensors for Ion and Molecule Recognition, first ed., A.C.S, Washington. Chen, Y., Wan, L., Yu, X., Li, W., Bian, Y. and Jiang, J. (2011). Rational Design and Synthesis for Versatile FRET Ratiometric Sensor for Hg2+ and Fe2+: A Flexible 8-hydroxyquinoline Benzoate Linked Bodipy-Porphyrin Dyad. Org. Lett., 13, 5774-5777. Jotterand, N., Pearce, D. A. and Imperiali, B. (2001). Asymmetric Synthesis of a New 8-Hydroxyquinoline-Derived α-Amino Acid and Its Incorporation in a Peptidylsensor for Divalent Zinc. J. Org. Chem., 66, 3224-3228. Zhao, Y., Lin, Z., Liao, H., Duan, C. and Meng, Q. (2006). A highly selective fluorescent chemosensor for Al3+ derivated from 8-hydroxyquinoline. Inorg. Chem. Commun., 9, 966-968. Li, Z., Xi, P., Huang, L., Xie, G., Shi, Y., Liu, H., Xu, M., Chen, F. and Zeng, Z. (2011). A highly selective fluorescent chemosensor for Cd(II) based on 8-hydroxyquinoline platform. Inorg. Chem. Commun., 2011, 14, 1241-1244. Tian, H., Li, B., Wang, H., Li, Y., Wang, J., Zhao, S., Zhu, J., Wang, Q., Liu, W., Yaoa, X. and Tang, Y. (2011). A nanocontainer that releases a fluorescence sensor for cadmium ions in water and its biological applications. J. Mater. Chem., 21, 10298-10304. Huisgen, R. (1984). 1,3-Dipolar Cycloaddition–Introduction, Survey, Mechanism. In 1,3-Dipolar Cycloaddition Chemistry. Padwa, A., Ed. Wiley: New York. Agalave, S. G., Maujan, S. R., Pore, V. S. (2011). Click chemistry: 1,2,3-triazoles as pharmacophores. Chem. Asian J., 6, 2696–2718. Krivopalov, V. P., Shkurko, O. P. (2005), 1,2,3-Triazole and its derivatives. Development of methods for the formation of the triazole ring. Russian Chem. Rev., 74, 339–379. Yet, L. (2004). Progress in Heterocyclic Chemistry; Elsevier, Oxford, UK. Katritzky, A. R., Zhang, Y., Singh, S. K. (2003). 1,2,3-Triazole formation under mild conditions via 1,3-dipolar cycloaddition of acetylenes with azides. Heterocycles, 60, 1225–1239. Seo, T. S., Li, Z., Ruparel, H., Lu, J. (2003). Click chemistry to construct fluorescent oligonucleotides for DNA sequencing. J. Org. Chem., 68, 609–612. Sivakumar, K., Xie, F., Cash, B. M., Long, S., Barnhill, H. N. (2004). A fluorogenic 1,3-dipolar cycloaddition reaction of 3-azidocoumarins and acetylenes. Org. Lett. 6, 4603–4606. Dondoni, A., Marra, A. (2006). C-Glycoside clustering on calix[4]arene, adamantane, and benzene scaffolds through 1,2,3-triazole linkers. J. Org. Chem., 71, 7546–7557. Hota, S., Kashyap, S. (2006). “Click chemistry” inspired synthesis of pseudo-oligosaccharides and amino acid glycoconjugates. J. Org. Chem. 71, 364–367.
Birincil Dil en
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Yazar: Aysegul GUMUS
Kurum: Van Yuzuncu Yil University
Ülke: Turkey


Yazar: Selcuk GUMUS
Kurum: YÜZÜNCÜ YIL ÜNİVERSİTESİ
Ülke: Turkey


Tarihler

Yayımlanma Tarihi : 24 Kasım 2019

Bibtex @araştırma makalesi { epstem652627, journal = {The Eurasia Proceedings of Science Technology Engineering and Mathematics}, issn = {}, eissn = {2602-3199}, address = {isresoffice@gmail.com}, publisher = {ISRES Organizasyon Turizm Eğitim Danışmanlık Ltd. Şti.}, year = {2019}, volume = {7}, pages = {58 - 62}, doi = {}, title = {Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor}, key = {cite}, author = {GUMUS, Aysegul and GUMUS, Selcuk} }
APA GUMUS, A , GUMUS, S . (2019). Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor. The Eurasia Proceedings of Science Technology Engineering and Mathematics , 7 () , 58-62 . Retrieved from https://dergipark.org.tr/tr/pub/epstem/issue/50288/652627
MLA GUMUS, A , GUMUS, S . "Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 (2019 ): 58-62 <https://dergipark.org.tr/tr/pub/epstem/issue/50288/652627>
Chicago GUMUS, A , GUMUS, S . "Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 (2019 ): 58-62
RIS TY - JOUR T1 - Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor AU - Aysegul GUMUS , Selcuk GUMUS Y1 - 2019 PY - 2019 N1 - DO - T2 - The Eurasia Proceedings of Science Technology Engineering and Mathematics JF - Journal JO - JOR SP - 58 EP - 62 VL - 7 IS - SN - -2602-3199 M3 - UR - Y2 - 2020 ER -
EndNote %0 The Eurasia Proceedings of Science Technology Engineering and Mathematics Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor %A Aysegul GUMUS , Selcuk GUMUS %T Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor %D 2019 %J The Eurasia Proceedings of Science Technology Engineering and Mathematics %P -2602-3199 %V 7 %N %R %U
ISNAD GUMUS, Aysegul , GUMUS, Selcuk . "Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor". The Eurasia Proceedings of Science Technology Engineering and Mathematics 7 / (Kasım 2019): 58-62 .
AMA GUMUS A , GUMUS S . Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor. EPSTEM. 2019; 7: 58-62.
Vancouver GUMUS A , GUMUS S . Synthesis of Triazole-Coupled Quinoline-Based Fluorescent Sensor. The Eurasia Proceedings of Science Technology Engineering and Mathematics. 2019; 7: 62-58.