Faraldos, Juan A. and Allemann, Rudolf Konrad 2011. Inhibition of (+)-Aristolochene Synthase with Iminium Salts Resembling Eudesmane Cation. Organic Letters 13 (5) , pp. 1202-1205. 10.1021/ol2000843 |
Abstract
Trigonal iminium halides of (4aS,7S)-1,4a-dimethyl- and (4aS,7S)-4a-methyl-7-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydroquinolinium ions, aimed to mimic transition states associated with the aristolochene synthase-catalyzed cyclization of (−)-germacrene A to eudesmane cation, were evaluated under standard kinetic steady-state conditions. In the presence of inorganic diphosphate, these analogues were shown to competitively inhibit the enzyme, suggesting a stabilizing role for the diphosphate leaving group in this apparently endothermic transformation.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Cardiff Catalysis Institute (CCI) Chemistry |
Subjects: | Q Science > QD Chemistry |
Publisher: | ACS |
ISSN: | 1523-7060 |
Funders: | BBSRC |
Last Modified: | 04 Jun 2017 02:57 |
URI: | http://orca.cf.ac.uk/id/eprint/14504 |
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