Abstract
AbstractPentosidine, 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 Nα‐Cbz‐lysine and Nδ‐Cbz‐ornithine. Regioselective alkylation of 2‐(methylthio)imidazo[4,5‐b]pyridine, chlorination of methylthio group, and amination of 2‐chloro‐imidazo[4,5‐b]pyridine are the key steps. Hydantoin protection of amino acids was used and the deprotection under acidic condition was achieved in the presence of glycine. J. Heterocyclic Chem., (2011).
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