Binding and catalysis by yeast aldose reductase: a substrate-analog approach with new aldose derivatives.
5-Deoxy-D-xylofuranose derivatives and a range of new 5,6-dideoxy analogs of D-glucofuranose bearing azido or fluoro substituents were synthesised and employed as substrates of the NADH-dependent aldehyde reduction catalysed by yeast aldose reductase. In terms of catalytic efficiencies, these products proved to be superior to the parent compounds.
Hadwiger
P
P
Institut für Organische Chemie, Technische Universität Graz, Austria.
Mayr
P
P
Tauss
A
A
Stütz
A E
AE
Nidetzky
B
B
D000449:Aldehyde Reductase / Q000378:metabolism*; D001386:Azides / Q000138:chemical synthesis* / Q000378:metabolism; D001665:Binding Sites; D002384:Catalysis; D007700:Kinetics; D012441:Saccharomyces cerevisiae / Q000201:enzymology*; D013379:Substrate Specificity; D014994:Xylose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism
C120937:5-azido-5-deoxyxylofuranose; C120938:5-deoxy-5-fluoroxylofuranose; C120939:5-deoxyxylose; D001386:Azides; D014994:Xylose; D000449:Aldehyde Reductase