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9. Multicomponent Aqueous Synthesis of Iodo-1,2,3-triazoles: Single-Step Models for Dual Modification of Free Peptide and Radioactive Iodo Labeling.

Author

Li, Lingjun, Ding, Shengqiang, Yang, Yanping, Zhu, Anlian, Fan, Xincui, Cui, Mengchao, Chen, Changpo, and Zhang, Guisheng

Subjects
*AZOLES, *TRIAZOLES, *AMINO acids, *RING formation (Chemistry), *NUCLEOSIDES
Abstract

Iodo-1,2,3-triazoles are of considerable interest for chemical and biomedical applications. However, current synthetic methods for preparing iodo-1,2,3-triazoles cannot easily be applied to the direct modification of bioactive molecules in water. Through the combination of water-compatible oxidative iodination and the copper-catalyzed alkyne-azide cycloaddition reaction, a novel copper-catalyzed aqueous multicomponent synthetic method for the preparation of 5-iodo-1,2,3-triazoles has been developed. The method is highly effective and selective for substrates including biologically relevant compounds with nucleoside, sugar, and amino acid moieties. Based on this aqueous tandem reaction, a direct single-step multicomponent dual modification of peptide is developed from readily available starting materials. Furthermore, the method could also be applied to concise and fast multicomponent radioactive 125I labeling from an aqueous solution of commercially available sodium 125iodide as a starting material. [ABSTRACT FROM AUTHOR]

Published
2017
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