The Stereospecific Synthesis of KDN a-C-glycosides by Samarium-Mediated Reductive Desulfonylation ofGlycosyl Phenylsulfone

Authors
Du, Y.
Polat, T.
Linhardt, Robert J.
ORCID
https://orcid.org/0000-0003-2219-5833
No Thumbnail Available
Other Contributors
Issue Date
1998
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Degree
Terms of Use
In Copyright : this Item is protected by copyright and/or related rights. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s). https://rightsstatements.org/page/InC/1.0/
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.
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.
Department
The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
Publisher
Relationships
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
https://harc.rpi.edu/
Access
https://login.libproxy.rpi.edu/login?url=https://doi.org/10.1016/S0040-4039(98)00980-0