Synthesis of Glycans from the Glycodelins: Two Undeca-, Two Deca-, Three Nona-, an Octa- and a Heptasaccharide

Abstract

The concise synthesis of nine diantennary oligosaccharides, such as 1, by chemical and chemoenzymatic protocols is presented. The compounds display Lewis X, Lewis Y, sialyl Lewis X and T-antigen epitopes supported on a 3,6-branched trimannose core. They derive from the glycans of the human glycoproteins Glycodelin-A and Glycodelin-S believed to be involved in regiospecific suppression of the female immune system.