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Stereochemistry of β-hydroxydodecanoyl thioester dehydration catalyzed by fatty acid synthetase from brevubacterium ammoniagenes

✍ Scribed by Kazuki Saito; Akihiko Kawaguchi; Yousuke Seyama; Tamio Yamakawa; Shigenobu Okuda


Book ID
104220690
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
220 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis


The pro-4S hydrogen of trans-a,e-dodecenoyl thioester was abstracted and a proton was added to the7-Si face during theototropic isomerization catalyzed by s-hydroxydodecenoyl thioester dehydrase. hydrogen form the new double bond and release (from the opposite side of C-3) electrons for formation of the new C-H bond at C-2. And it is likely that acid-base catalysts on the enzyme assist in the manipulation of protons. These mechanism and stereochemistry are similar to those of isopentenyl pyrophosphate isomerase 14 .