6216-47-3Relevant academic research and scientific papers
First Synthesis of N-Linked-Glycopeptoid as New Glycopeptidomimetics
Saha, Uttam K.,Roy, Rene
, p. 3635 - 3638 (1995)
The first N-linked glycopeptoid containing N-acetylglucosaminide (D-GlcNAc) was synthesized using the oligo(N-substituted glycines) (NSGs) approach.The strategy presented herein offers the advantage of a convergent synthesis.
Rapid formation of N-glycopeptides via Cu(II)-promoted glycosylative ligation
Joseph, Ryan,Dyer, Frank Brock,Garner, Philip
, p. 732 - 735 (2013/03/29)
Herein is described the chemoselective Cu(II)-HOBt promoted chemical ligation of glycosylamines and peptide thioacids to give N-glycosylated peptides. The method is distinguished from other chemical approaches to peptide N-glycosylation in that (1) it can be employed in the presence of unprotected N-terminal and Lys side chain amines; (2) it is remarkably fast, going to completion in under 30 min; and (3) it produces glycopeptides without attendant aspartimide formation.
New reactions of selenocarboxylates
Knapp, Spencer,Darout, Etzer
, p. 203 - 206 (2007/10/03)
(Chemical Equation Presented) By treatment with Woollins' reagent in toluene solution, carboxylic acids are converted to selenocarboxylic acids. The latter react in situ to provide new products of acid- or base-promoted substitution, addition, and amidation.
Synthesis and biological activity of some 1-N-substituted 2-acetamido-2-deoxy-beta-D-glycopyranosylamine derivatives and related analogs.
Paul,Bernacki,Korytnyk
, p. 99 - 115 (2007/10/02)
Several 1-N-substituted derivative [haloacetyl-, glycyl-, (dimethyl)amino-acetyl-, azidoacetyl-, trifluoroacetyl-, and trifluoromethylsulfonyl-] of 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranosylamine (1) were synthesized as potential metabolic inhibitors of cellular-membrane glycoconjugates. Several fully acetylated derivatives were found to inhibit growth of mouse mammary adenocarcinoma TA3, leukemia L1210, or leukemia P-288 cells at 1-0.01 mM concentration in vitro. Some of these derivatives were less active after O-deacetylation. Analogs of 1 in which NH2-1 was replaced by OH- or OAc-1 were also active on the same cell systems. The growth-inhibitory activity was correlated with inhibition of the incorporation of 2-amino-deoxy-D-glucose and L-leucine into a macromolecular fraction.
