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.
Institut für Organische Chemie, Technische Universität Graz, Austria.
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P
Hadwiger
P
P
Mayr
A
A
Tauss
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AE
Stütz
B
B
Nidetzky
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