213331-74-9Relevant academic research and scientific papers
Hydroxynorleucine as a glycosyl acceptor is an efficient means for introducing amino acid functionality into complex carbohydrates
Keding, Stacy J.,Atsushi, Endo,Biswas, Kaustav,Zatorski, Andrzej,Coltart, Don M.,Danishefsky, Samuel J.
, p. 3413 - 3416 (2007/10/03)
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. This reaction results in the direct incorporation of the amino acid moiety. The acceptor can be used for the preparation of α- or β-O-linked glycosides depending upon the nature of the glycosyl donor. This method has been applied in the synthesis of six different tumor-associated carbohydrate antigens.
Exploration of modalities in building α-O-linked systems through glycal assembly: A total synthesis of the mucin-related F1α antigen
Chen, Xiao-Tao,Sames, Dalibor,Danishefsky, Samuel J.
, p. 7760 - 7769 (2007/10/03)
The total synthesis of the F1α antigen, a member of the tumor- associated O-linked mucin glycopeptides, was achieved via two alternative routes. In the first approach, an α-O-linkage between serine/threonine and Ga1NAc (2-deoxy-2-N-acetylamino-D-galactose
