Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 233-238 |
| Seitenumfang | 6 |
| Fachzeitschrift | Chemical science |
| Jahrgang | 10 |
| Ausgabenummer | 1 |
| Publikationsstatus | Veröffentlicht - 1 Jan. 2019 |
| Extern publiziert | Ja |
Abstract
Two new dihydroxy-xanthone metabolites, agnestins A and B, were isolated from Paecilomyces variotii along with a number of related benzophenones and xanthones including monodictyphenone. The structures were elucidated by NMR analyses and X-ray crystallography. The agnestin (agn) biosynthetic gene cluster was identified and targeted gene disruptions of the PKS, Baeyer-Villiger monooxygenase, and other oxido-reductase genes revealed new details of fungal xanthone biosynthesis. In particular, identification of a reductase responsible for in vivo anthraquinone to anthrol conversion confirms a previously postulated essential step in aromatic deoxygenation of anthraquinones, e.g. emodin to chrysophanol.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Allgemeine Chemie
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in: Chemical science, Jahrgang 10, Nr. 1, 01.01.2019, S. 233-238.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Characterisation of the biosynthetic pathway to agnestins A and B reveals the reductive route to chrysophanol in fungi
AU - Szwalbe, Agnieszka J.
AU - Williams, Katherine
AU - Song, Zhongshu
AU - De Mattos-Shipley, Kate
AU - Vincent, Jason L.
AU - Bailey, Andrew M.
AU - Willis, Christine L.
AU - Cox, Russell J.
AU - Simpson, Thomas J.
N1 - Funding information: We thank BBSRC (BB/J006289/1 and Bristol Centre for Synthetic Biology BB/L01386X/1) and Syngenta for funding. LCMS were provided by EPSRC (EP/F066104/1) and DFG (INST 187/621). 500 MHz NMR (EP/L011999/1) was provided by EPSRC. P. variotii was a gi? from Syngenta and was sequenced at The Genome Analysis Centre (Norwich, UK) under contract to Syngenta through Genome Enterprises Ltd.
PY - 2019/1/1
Y1 - 2019/1/1
N2 - Two new dihydroxy-xanthone metabolites, agnestins A and B, were isolated from Paecilomyces variotii along with a number of related benzophenones and xanthones including monodictyphenone. The structures were elucidated by NMR analyses and X-ray crystallography. The agnestin (agn) biosynthetic gene cluster was identified and targeted gene disruptions of the PKS, Baeyer-Villiger monooxygenase, and other oxido-reductase genes revealed new details of fungal xanthone biosynthesis. In particular, identification of a reductase responsible for in vivo anthraquinone to anthrol conversion confirms a previously postulated essential step in aromatic deoxygenation of anthraquinones, e.g. emodin to chrysophanol.
AB - Two new dihydroxy-xanthone metabolites, agnestins A and B, were isolated from Paecilomyces variotii along with a number of related benzophenones and xanthones including monodictyphenone. The structures were elucidated by NMR analyses and X-ray crystallography. The agnestin (agn) biosynthetic gene cluster was identified and targeted gene disruptions of the PKS, Baeyer-Villiger monooxygenase, and other oxido-reductase genes revealed new details of fungal xanthone biosynthesis. In particular, identification of a reductase responsible for in vivo anthraquinone to anthrol conversion confirms a previously postulated essential step in aromatic deoxygenation of anthraquinones, e.g. emodin to chrysophanol.
UR - http://www.scopus.com/inward/record.url?scp=85059139651&partnerID=8YFLogxK
U2 - 10.1039/C8SC03778G
DO - 10.1039/C8SC03778G
M3 - Article
AN - SCOPUS:85059139651
VL - 10
SP - 233
EP - 238
JO - Chemical science
JF - Chemical science
SN - 2041-6520
IS - 1
ER -