|
type |
Journal Article |
authors |
Iwamoto, R.; Imanaga, Y.; Sawada, S.; Soda, K. |
title |
Stereochemistry of an alpha, beta-elimination reaction by D- glucosaminate dehydratase |
journal |
FEBS Lett |
Activity |
4.3.1.9 |
ui |
83210198 |
year |
(1983) |
volume |
156 |
number |
1 |
pages |
33-6. |
| |
keywords |
Agrobacterium/enzymology |
abstract |
The proton NMR analysis of D-glucosaminate dehydratase reaction in D2O revealed the incorporation of a deuterium atom at C-3 carbon of the product, 2-keto-3-deoxy-D-gluconate. Based on the chemical shift of C-3 proton of the product and the coupling constant characteristic for the C-3 and C-4 axial-axial coupling in the 2C5 pyranose conformation, the deuterium is in the pro-S position. Thus, the dehydration of D- glucosaminate by the enzyme proceeds in a retention mode at C-3 carbon. Kinetic parameters show that the rate-determining step is the abstraction of alpha-proton from the substrate. |
last changed |
2004/04/16 21:18 |
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