6983-35-3Relevant articles and documents
Photoinitiated glycosylation at 350 nm
Cumpstey, Ian,Crich, David
experimental part, p. 469 - 485 (2012/06/15)
A method for photochemical activation of glycosyl donors is presented. Selenoglycosides were activated by single-electron transfer using a photooxidant, N-methylquinolinium hexafluorophosphate, as photosensitizer and a toluene cosolvent as cosensitizer under irradiation at 350 nm. In this way we were able to synthesize glycosides including (1→6)-linked disaccharides. Benzyl ethers and benzoate esters were compatible with these conditions, allowing potentially synthetically useful transformations. The major by-products were due to hydrolysis; the reactions required the presence of oxygen and were run in air.
β-Galactosidase catalysed transglycosylation in aqueous organic media using glycosylasparagine mimics as novel acceptors
Priya, Kuttikode,Loganathan, Duraikkannu
, p. 1119 - 1128 (2007/10/03)
β-1-N-acetamido-D-glucopyranose (2), a model of N-glycoprotein linkage region, and its benzamido analogue were explored as novel acceptors in transglycosylation catalysed by β-galactosidase from Bacillus circulans. Acceptor ability of 2 was shown to be as good as or better than several O- glycosides employed earlier. Systematic variation of reaction conditions led to improvement of yield from 5 % to 41 %. Interestingly, use of aqueous organic media has led to increased yield of transglycosylation and the 1,3- linked disaccharide was formed in considerable amounts under all the conditions examined.
