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Short Paper | Special issue | Vol 97, No. 2, 2018, pp.1203-1209
Published online, 25th April, 2018
DOI: 10.3987/COM-18-S(T)69
Amide Bond Formation of Sialic Acid in Oligosaccharide without Protecting Group

Shino Manabe,* Junpei Abe, and Yukishige Ito

*Synthetic Cellular Chemistry Laboratory, Cluster for Pioneering Research, RIKEN, Wako-shi, Saitama 351-0198, Japan

Abstract

With the aim of preparing glycan-linked antibody-drug conjugates, we investigated the feasibility of amide bond formation at the carboxylic acid of sialic acid in a protection-free oligosaccharide. The use of a phosphonium salt-based reagent, PyBOP, gave the desired compound. Bio-orthogonal functional groups were conjugated at the carboxylic acid site of sialic acid in glycans.