72718-52-6Relevant academic research and scientific papers
Generation of a glycosylated asparagine residue through chemoselective acylation of a glycosylhydrazide
Rykaczewski, Katie A.,Sabourin, Kate E.,Goo, Paul J.,Griggs, Lydia H.,Jain, Saumya,Reed, Paxton A.M.,Langenhan, Joseph M.
, (2020)
Herein, we report the first selective anomeric N-acylation of a glycosylhydrazide. We show that this transformation can be harnessed to generate amino acid building blocks including FmocAsn(GlcNAc)OH (1), a residue that has been previously shown to be a c
Probing the aglycon promiscuity of an engineered glycosyltransferase
Gantt, Richard W.,Goff, Randal D.,Williams, Gavin J.,Thorson, Jon S.
supporting information; experimental part, p. 8889 - 8892 (2009/05/26)
(Figure Presented) A sweet library: Two variants (wild-type (WT) and a triple mutant) of glycosyltransferase (GT) OleD have been shown to catalyze glycosylation of over 70 substrates, formation of O-, S- and N-glycosidic bonds, and iterative glycosylation (see scheme). Identified substrates include nucleophiles not previously known to act in GT reactions and span numerous natural product and therapeutic drug classes.
Hydrolysis rates of 1-glucosyl-2-benzoylhydrazines in aqueous solution
Gudmundsdottir, Anna V.,Nitz, Mark
, p. 749 - 752 (2008/02/06)
A series of substituted 1-glucosyl-2-benzoylhydrazines were synthesized and their pseudo-first-order rate constants for hydrolysis were determined at pH 4, 5, 6 at 50 °C. All the compounds hydrolyzed quickly (t1/2 3 h) at pH 4.0, but were increasingly stable as the pH approached neutrality.
Glycosylhydrazides, a New Class of Sugar Surfactant. Preparation and Amphiphilic Properties of 1-Glycosyl-2-Acylhydrazines
Auge, Jacques,Lubin-Germain, Nadege
, p. 378 - 392 (2007/10/03)
The synthesis and the amphiphilic properties of 1-glycosyl-2-acylhydrazines are described. This new class of surfactants, referred to as glycosylhydrazides, is easily available from a reducing sugar and hydrazides without protection. Seven hydrazides having an alkyi chain of up to fourteen carbon atoms, arc coupled with glucose giving 1-glucosyl-2-acylhydrazines in good yields; 1-maltosyl-2-octanoylhydrazine, as a typical disaccharide-based surfactant, is prepared as well. Critical micellar concentrations of these surfactants range from 0.04 to 252 mM.
