1239457-35-2Relevant academic research and scientific papers
Evaluating N-benzylgalactonoamidines as putative transition state analogs for β-galactoside hydrolysis
Fan, Qiu-Hua,Striegler, Susanne,Langston, Rebekah G.,Barnett, James D.
, p. 2792 - 2800 (2014/05/06)
Experimental evidence is provided for p-methylbenzyl-d-galactonoamidine to function as a true transition state analog for the enzymatic hydrolysis of aryl-β-d-galactopyranosides by β-galactosidase (A. oryzae). The compound exhibits inhibition constants in the low nanomolar concentration range (12-56 nM) for a selection of substrates. Along these lines, a streamlined synthetic method based on phase-transfer catalysis was optimized to afford the required variety of new aryl-β-d-galactopyranosides. Last, the stability of the galactonoamidines under the assay conditions was confirmed. This journal is the Partner Organisations 2014.
Application of halide molten salts as novel reaction media for O-glycosidic bond formation
Kumar, Vineet,Talisman, Ian Jamie,Malhotra, Sanjay V.
supporting information; experimental part, p. 3377 - 3381 (2010/08/19)
In this study we have explored the application of halide molten salts as reaction media for O-glycosidic bond formation under basic conditions and mild heating. Eighteen different room-temperature ionic liquids and molten salts, representing four different classes of cations (i.e. imidazolium, pyridinium, pyrrolidinium and ammonium), were screened in the glycosidation reaction of p-nitrophenol with aceto-bromo-α-D-galactose. 1-Butyl-4-methylimidazolium chloride (BMIM·Cl) gave the best results and was applied in the reactions of other phenolic substrates to give the products with up to 80% yields. All the reactions were highly selective to give the β-anomers, and the molten salt BMIM·Cl could easily be reused with no apparent loss in activity.
