Details
| Original language | English |
|---|---|
| Pages (from-to) | 2925-2928 |
| Number of pages | 4 |
| Journal | Chemical communications |
| Volume | 56 |
| Issue number | 19 |
| Publication status | Published - 10 Feb 2020 |
Abstract
Cytochalasans are highly complex fungal metabolites which exhibit diverse biological activities. Little is known of the chemical steps involved in the construction of the tricyclic core, which consists of an octahydro-isoindole skeleton fused to a macrocyclic ring. Here, using a directed gene knockout and complementation strategy, we show that PyiF is implicated as the proposed intramolecular [4+2] Diels-Alderase required for construction of the tricyclic core of pyrichalasin H 1.
Keywords
- Catalysis, Cycloaddition Reaction, Fungi/genetics, Gene Knockout Techniques, Genetic Complementation Test
ASJC Scopus subject areas
- Materials Science(all)
- Electronic, Optical and Magnetic Materials
- Materials Science(all)
- Ceramics and Composites
- Materials Science(all)
- Metals and Alloys
- Materials Science(all)
- Materials Chemistry
- Materials Science(all)
- Surfaces, Coatings and Films
- Chemistry(all)
- Chemical Engineering(all)
- Catalysis
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In: Chemical communications, Vol. 56, No. 19, 10.02.2020, p. 2925-2928.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Evidence for enzyme catalysed intramolecular [4+2] Diels-Alder cyclization during the biosynthesis of pyrichalasin H
AU - Hantke, Verena
AU - Skellam, Elizabeth J.
AU - Cox, Russell J.
N1 - Funding information: This work was supported by DFG [(CO 1328/2-1, INST 187/621-1, INST 187/686-1)]. The authors also thank: Professor Marc-Henri Lebrun (UMR BIOGER INRA AgroParisTech) and Dr Didier Tharreau (CIRAD UMR BGPI) for the gift of M. grisea NI980 and useful discussions; and Chongqing Wang for assistance with identification of dihydropyriculol 22.
PY - 2020/2/10
Y1 - 2020/2/10
N2 - Cytochalasans are highly complex fungal metabolites which exhibit diverse biological activities. Little is known of the chemical steps involved in the construction of the tricyclic core, which consists of an octahydro-isoindole skeleton fused to a macrocyclic ring. Here, using a directed gene knockout and complementation strategy, we show that PyiF is implicated as the proposed intramolecular [4+2] Diels-Alderase required for construction of the tricyclic core of pyrichalasin H 1.
AB - Cytochalasans are highly complex fungal metabolites which exhibit diverse biological activities. Little is known of the chemical steps involved in the construction of the tricyclic core, which consists of an octahydro-isoindole skeleton fused to a macrocyclic ring. Here, using a directed gene knockout and complementation strategy, we show that PyiF is implicated as the proposed intramolecular [4+2] Diels-Alderase required for construction of the tricyclic core of pyrichalasin H 1.
KW - Catalysis
KW - Cycloaddition Reaction
KW - Fungi/genetics
KW - Gene Knockout Techniques
KW - Genetic Complementation Test
UR - http://www.scopus.com/inward/record.url?scp=85081079707&partnerID=8YFLogxK
U2 - 10.1039/c9cc09590j
DO - 10.1039/c9cc09590j
M3 - Article
C2 - 32039410
AN - SCOPUS:85081079707
VL - 56
SP - 2925
EP - 2928
JO - Chemical communications
JF - Chemical communications
SN - 1359-7345
IS - 19
ER -