期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 13, 期 17, 页码 5189-5194出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2005.05.001
关键词
visual cycle; 11-fluoro-retinol; isomerohydrolase mechanism
资金
- NEI NIH HHS [EY-04096] Funding Source: Medline
The synthesis of 11-fluoro-all-trans-retinol (11-F-tROL), which is shown to be an excellent substrate for processing by visual cycle enzymes, is described. It is isomerized to its 11-cis congener subsequent to its esterification by lecithin retinol acyl transferase (LRAT) approximately as well as is vitamin A itself. The enzymatic turnover of 11-F-tROL is unaccompanied by enzyme inhibition. The previously reported lack of isomerization of this substrate had been suggested as evidence for a carbonium mechanism in the critical enzymatic isomerization pathway in vision. The mechanism of this process remains unknown. (c) 2005 Elsevier Ltd. All rights reserved.
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