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STEREOELECTRONIC CONTROL OF THE TERTIARY KETOL REARRANGEMENT - IMPLICATIONS FOR THE MECHANISM OF THE REACTION CATALYZED BY THE ENZYMES OF BRANCHED-CHAIN AMINO-ACID-METABOLISM, REDUCTOISOMERASE AND ACETOLACTATE DECARBOXYLASE
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UNSPECIFIED. (1991) STEREOELECTRONIC CONTROL OF THE TERTIARY KETOL REARRANGEMENT - IMPLICATIONS FOR THE MECHANISM OF THE REACTION CATALYZED BY THE ENZYMES OF BRANCHED-CHAIN AMINO-ACID-METABOLISM, REDUCTOISOMERASE AND ACETOLACTATE DECARBOXYLASE. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (1). pp. 53-62. ISSN 0300-9580
Full text not available from this repository.Abstract
The alkali-catalysed rearrangement of (R)-[1-C-13]-3-hydroxy-3-methylpentan-2-one has been studied. Rearrangement via a transition state having an anti arrangement of C-O bonds was preferred over that with a syn arrangement by a factor of 1.8:1. The result is of interest in relation to the mechanism of action of the enzymes reductoisomerase and acetolactate decarboxylase, both of which are involved in the metabolism of the branched-chain amino acids. The structure and relative configuration of the product 23 of bromolactonisation of N-methacrylolyl L-proline 22 were determined by X-ray crystallographic analysis.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 |
| Publisher: | ROYAL SOC CHEMISTRY |
| ISSN: | 0300-9580 |
| Date: | January 1991 |
| Number: | 1 |
| Number of Pages: | 10 |
| Page Range: | pp. 53-62 |
| Publication Status: | Published |
| URI: | http://wrap.warwick.ac.uk/id/eprint/22895 |
Data sourced from Thomson Reuters' Web of Knowledge
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