The Stereospecific Synthesis of KDN a-C-glycosides by Samarium-Mediated Reductive Desulfonylation ofGlycosyl Phenylsulfone
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Authors
Du, Y.
Polat, T.
Linhardt, Robert J.
Issue Date
1998
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Alternative Title
Abstract
KDN, 3-deoxy-D-glycero-D-galacto-2-nonulopyranosylonic acid, is a novel type of sialic acid in which the acetamido group at C-S of N-acetylneuraminic acid is replaced by a hydroxyl group. This ulosonic acid was first isolated from rainbow trout eggs.’ In the last 10 years, a number of KDN-glycoconjugates, exhibiting structural determinants related to human tumor-associated antigens, have been reported in mammals2 In addition, oligo/poly-KDN and KDN-glycoprotein play an important role in the binding of calcium ions.’ KDN-containing gangliosides, KDN-GM3 and KDN-GM4, have been synthesized by Hasegawa’s group and show potent inhibitor activity of cellular immune respones.
Description
Tetrahedron Letters, 39, 5007-5010
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
Full Citation
The Stereospecific Synthesis of KDN a-C-glycosides by Samarium-Mediated Reductive Desulfonylation ofGlycosyl Phenylsulfone, Y. Du, T. Polat, R.J. Linhardt, TetrahedronLetters, 39, 5007-5010, 1998.