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Total synthesis of sulfated Le pentaosyl ceramide

✍ Scribed by Shigeki Numomura; Masami Iida; Masaaki Numata; Mamoru Sugimoto; Tomoya Ogawa

Publisher: Elsevier Science
Year: 1994
Tongue: English
Weight: 450 KB
Volume: 263
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(94)00264-9

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✦ Synopsis

The selectins are a family of adhesion molecules that mediate the binding of leucocytes to endothelial cells and platelets, as well as to lymphocyte-homing receptors. The ligands recognized by L-selectin have been identified as the tetrasaccharides SLe" and SLe" [ 11. Owing to the biological importance of these ligands in cell-adhesion processes, their efficient chemical synthesis is in demand [ 21.

Recently Feizi and co-workers reported the isolation of equimolar mixtures of sulfated Le" and Le" tetrasaccharides derived from an ovarian cystoadenoma glycoprotein that were more strongly bound to L-selectin than SLe" or SLe" [ 31. More recently, chemical syntheses of both sulfated Le" and Le" were reported from two independent laboratories [ 41.

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