KINETIC AND STEREOELECTRONIC EFFECTS OF A FLUORINE SUBSTITUENT ON THE REACTION CATALYZED BY AN NADPH-DEPENDENT CYCLOHEX-1-ENYLCARBONYL COA REDUCTASE

被引:7
作者
BRIDGE, CF [1 ]
OHAGAN, D [1 ]
REYNOLDS, KA [1 ]
WALLACE, KK [1 ]
机构
[1] UNIV MARYLAND,SCH PHARM,DEPT PHARMACEUT SCI,BALTIMORE,MD 21201
关键词
D O I
10.1039/c39950002329
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The introduction of a fluorine atom at C-3 of cyclohex-1-enecarbonyl CoA has a dramatic effect on the processing of the fluorinated over the natural analogue by NADPH dependant cyclohex-1-enecarbonyl CoA reductase from Streptomyces collinus, the fluorinated analogue is processed with a five fold increase in V-max and kinetic isotope studies suggest that hydride delivery is only partially rate limiting in the latter case; the enzyme also shows a small kinetic preference-for axial over equatorial fluorine at C-3 of 3-fluorocyclohex-1-encarbonyl CoA 4.
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页码:2329 / 2330
页数:2
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