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Hydroxynorleucine used to introduce amino acid group into carbohydrates.

Vaccine Weekly

| June 11, 2003 | COPYRIGHT 2003 NewsRX. This material is published under license from the publisher through the Gale Group, Farmington Hills, Michigan.  All inquiries regarding rights should be directed to the Gale Group. (Hide copyright information)Copyright

2003 JUN 11 - (NewsRx.com & NewsRx.net) -- Hydroxynorleucine as a glycosyl acceptor was an efficient means for introducing amino acid functionality into complex carbohydrates.

"A new approach to the synthesis of biologically relevant glycosyl amino acids using a non-natural amino acid as the glycosyl acceptor is described. The procedure involves a glycosylation reaction of a suitable carbohydrate donor with Fmoc-L-hydroxynorleucine benzyl ester," scientists writing in the journal Tetrahedron Letters report.

"This reaction results in the direct incorporation of the amino acid moiety," stated Stacy J. Keding and collaborators at the Sloan-Kettering Institute for Cancer Research in New York. "The acceptor can be used for the preparation of alpha- or beta-O-linked glycosides depending upon the nature of the glycosyl donor. This method has been applied in the synthesis of six different tumor-associated ...

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