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The perils of rational design--unexpected irreversible elimination of fluoride from 3-fluoro-2-methylacyl-CoA esters catalysed by α-methylacyl-CoA racemase (AMACR; P504S).
Content Provider | Semantic Scholar |
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Author | Yevglevskis, Maksims Lee, Guat Ling Threadgill, Michael D. Woodman, Timothy J. Lloyd, Matthew D. |
Copyright Year | 2014 |
Abstract | α-Methylacyl-CoA racemase (AMACR; P504S) catalyses 'racemization' of 2-methylacyl-CoAs, the activation of R-ibuprofen and is a promising cancer drug target. Human recombinant AMACR 1A catalyses elimination of 3-fluoro-2-methyldecanoyl-CoAs to give E-2-methyldec-2-enoyl-CoA and fluoride anion, a previously unknown reaction. 'Racemization' of 2-methyldec-3-enoyl-CoAs was also catalysed, without double bond migration. |
File Format | PDF HTM / HTML |
DOI | 10.1039/c4cc06127f |
Alternate Webpage(s) | https://purehost.bath.ac.uk/ws/portalfiles/portal/112735163/Accepted_version.pdf |
Alternate Webpage(s) | https://pubs.rsc.org/en/content/getauthorversionpdf/C4CC06127F |
Alternate Webpage(s) | http://www.rsc.org/suppdata/cc/c4/c4cc06127f/c4cc06127f1.pdf |
Alternate Webpage(s) | https://purehost.bath.ac.uk/ws/portalfiles/portal/112735164/Supplemental_information.pdf |
PubMed reference number | 25277991 |
Alternate Webpage(s) | https://doi.org/10.1039/c4cc06127f |
Journal | Medline |
Volume Number | 50 |
Issue Number | 91 |
Journal | Chemical communications |
Language | English |
Access Restriction | Open |
Content Type | Text |
Resource Type | Article |