title: Multicomponent Aqueous Synthesis of Iodo-1,2,3-triazoles: Single-Step Models for Dual Modification of Free Peptide and Radioactive Iodo Labeling.
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 radioactive125I labeling from an aqueous solution of commercially available sodium125iodide as a starting material.
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Lingjun
authors.initials: L
authors.lastname: Li
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Shengqiang
authors.initials: S
authors.lastname: Ding
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing, 100875, P.R. China.
authors.forename: Yanping
authors.initials: Y
authors.lastname: Yang
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Anlian
authors.initials: A
authors.lastname: Zhu
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Xincui
authors.initials: X
authors.lastname: Fan
authors.affiliation: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing, 100875, P.R. China.
authors.forename: Mengchao
authors.initials: M
authors.lastname: Cui
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Changpo
authors.initials: C
authors.lastname: Chen
authors.affiliation: Collaborative Innovation Center of Henan Province for Green, Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical, Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P.R. China.
authors.forename: Guisheng
authors.initials: G
authors.lastname: Zhang
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D061565:Cycloaddition Reaction; D007457:Iodine Radioisotopes / Q000737:chemistry; D007553:Isotope Labeling; D010455:Peptides / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D007457:Iodine Radioisotopes; D010455:Peptides; D014230:Triazoles; D014867:Water; D003300:Copper
keywords: iodination; peptides; synthesis design; triazoles; water chemistry