Details
| Original language | English |
|---|---|
| Pages (from-to) | 7519-7523 |
| Number of pages | 5 |
| Journal | Angewandte Chemie |
| Volume | 53 |
| Issue number | 29 |
| Publication status | Published - 14 Jul 2014 |
Abstract
A series of directed knockout experiments, combined with an in vitro assay of pathway components, has elucidated for the first time the chemical steps involved in the biosynthesis of the tropolone class of fungal maleic anhydrides. The pathway involves the stepwise oxidation of aldehyde and methyl carbon atoms to form a 1,2-dicarboxylate. A hydrolase-catalyzed interconversion of this and the corresponding maleic anhydride, followed by decarboxylation of the diacid leads to the pathway's final product of stipitatic acid.
Keywords
- biosynthesis, fungi, maleic anhydride, tropolones
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
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In: Angewandte Chemie , Vol. 53, No. 29, 14.07.2014, p. 7519-7523.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - The biosynthesis and catabolism of the maleic anhydride moiety of stipitatonic acid
AU - Al Fahad, Ahmed
AU - Abood, Amira
AU - Simpson, Thomas J.
AU - Cox, Russell J.
PY - 2014/7/14
Y1 - 2014/7/14
N2 - A series of directed knockout experiments, combined with an in vitro assay of pathway components, has elucidated for the first time the chemical steps involved in the biosynthesis of the tropolone class of fungal maleic anhydrides. The pathway involves the stepwise oxidation of aldehyde and methyl carbon atoms to form a 1,2-dicarboxylate. A hydrolase-catalyzed interconversion of this and the corresponding maleic anhydride, followed by decarboxylation of the diacid leads to the pathway's final product of stipitatic acid.
AB - A series of directed knockout experiments, combined with an in vitro assay of pathway components, has elucidated for the first time the chemical steps involved in the biosynthesis of the tropolone class of fungal maleic anhydrides. The pathway involves the stepwise oxidation of aldehyde and methyl carbon atoms to form a 1,2-dicarboxylate. A hydrolase-catalyzed interconversion of this and the corresponding maleic anhydride, followed by decarboxylation of the diacid leads to the pathway's final product of stipitatic acid.
KW - biosynthesis
KW - fungi
KW - maleic anhydride
KW - tropolones
UR - http://www.scopus.com/inward/record.url?scp=84904409285&partnerID=8YFLogxK
U2 - 10.1002/anie.201403450
DO - 10.1002/anie.201403450
M3 - Article
C2 - 24863423
AN - SCOPUS:84904409285
VL - 53
SP - 7519
EP - 7523
JO - Angewandte Chemie
JF - Angewandte Chemie
SN - 1433-7851
IS - 29
ER -