An alternative total synthesis of pentosidine

Y Liu, W Zhang, LM Sayre

Index: Liu, Yahua; Zhang, Weihan; Sayre, Lawrence M. Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 2 p. 426 - 433

Full Text: HTML

Citation Number: 5

Abstract

Abstract Pentosidine, a fluorescent advanced glycation endproduct that serves as a biomarker of diabetic complications, kidney dysfunction, oxidative stress, and aging and age- related diseases, was synthesized from 2, 3-diaminopyridine and benzyloxycarbonyl (Cbz) protected chiral amino acids N α-Cbz-lysine and N δ-Cbz-ornithine. Regioselective alkylation of 2-(methylthio) imidazo [4, 5-b] pyridine, chlorination of methylthio group, and ...