87171-50-4Relevant academic research and scientific papers
Circular Dichroic Studies of 2-Amino-2-deoxy-galactopyranosides - Conformations of the 2-(N-Acetyl-p-bromobenzamido) Group
Lo, Lee-Chiang,Berova, Nina,Nakanishi, Koji,Morales, Ezequiel Q.,Vazquez, Jesus T.
, p. 321 - 330 (2007/10/02)
The CD spectra of methyl 2-amino-2-deoxy-D-galactopyranoside mono-N-acylates (acetyl or p-bromobenzoyl) resemble those of the corresponding O-acylates and can be accounted for by the additivity rule.However, the CD of pyranosides containing the N-acetyl-p-bromobenzamido imide group (NAcBz) are far more complex than those of mono-N-acylates and their O-counterparts, and furthermore, the solvent- and temperature-dependent changes differ for the α- and β-anomers.These differences can be accounted for by the different conformations of the 2-NAcBz group.
CHARACTERIZATION OF METHYL GLYCOSIDES AT THE PICO- TO NANO-GRAM LEVEL
Golik, Jerzy,Liu, Hung-Wen,Dinovi, Michael,Furukawa, Jun,Nakanishi, Koji
, p. 135 - 146 (2007/10/02)
We describe a general method that permits characterization of 100-pg to 1-ng quantities of sugars.Thus, oligosaccharides are subjected to methanolysis, followed by per-p-bromobenzoylation or pernaphthoylation, and the methyl glycoside peresters are separated by high-pressure liquid chromatography.The method is also applicable to amino and acetamido sugars.If required, the separated sugar derivatives may be unequivocally identified by the characteristic quasi-M+ peaks of bromobenzoates and extrema of excitation-split circular-dichroism (c.d.) curves.Furthermore, as the c.d. extrema of polybenzoates are predictable from extrema of component dibenzoate units, the c.d. data yield information on the unknown spatial disposition of -OH, -NH2, and -NHAc groups of glycopyranoses.Application of the method is demonstrated with viridopentaose C, a pentasaccharide obtained from the antibiotic sporaviridin.
