111524-65-3Relevant articles and documents
Structure of the Michaelis complex of β-mannosidase, Man2A, provides insight into the conformational itinerary of mannoside hydrolysis
Offen, Wendy A.,Zechel, David L.,Withers, Stephen G.,Gilbert, Harry J.,Davies, Gideon J.
supporting information; experimental part, p. 2484 - 2486 (2009/09/30)
The Michaelis complex of the β-mannosidase Man2A shows distortion to a 1S5 conformation adding to the growing body of evidence supporting catalysis through a boat conformation. The Royal Society of Chemistry 2009.
Studies on the reaction of D-glucal and its derivatives with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]Octane salts
Ortner,Albert,Weber,Dax
, p. 297 - 316 (2007/10/03)
The reaction of D-glucal and its derivatives with the electrophilic N-F-fluorination reagents F-TEDA tetrafluoroborate and triflate was studied by means of 19F NMR spectroscopy. In all cases mixtures of 2-deoxy-2-fluoro-D-gluco- and -D-mannopyranose derivatives were formed, the ratio of which was dependent on the nature of the O-protecting groups. Concerning the products arising from the direct addition of reagents across the double bond, the D-gluco-configured compounds (13-20) generally showed higher hydrolysis rates than their D-manno-counterparts (21-28). Product separation was only achieved when single anomers (e.g., 2,4-dinitrophenyl glycosides 29e/37e and disaccharidic fluorides 35d/43d) or per-O-acetates (e.g. 29f/37f) were formed.
2-deoxy-2-fluoroglucosides: A novel class of mechanism-based glucosidase inhibitors
Withers,Street,Bird,Dolphin
, p. 7530 - 7531 (2007/10/02)
-
