Details
| Original language | English |
|---|---|
| Pages (from-to) | 8482-8486 |
| Number of pages | 5 |
| Journal | Organic & Biomolecular Chemistry |
| Volume | 19 |
| Issue number | 39 |
| Early online date | 14 Sept 2021 |
| Publication status | Published - 21 Oct 2021 |
Abstract
The non-canonical fungal α-humulene synthase was investigated through isotopic labelling experiments for its stereochemical course regarding inversion or retention at C-1, the face selectivity at C-11, and the stereoselectivity of the final deprotonation. A new and convenient desymmetrisation strategy was developed to enable a full stereochemical analysis of the catalysed steps to the achiral α-humulene product from stereoselectively labelled farnesyl diphosphate.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic & Biomolecular Chemistry, Vol. 19, No. 39, 21.10.2021, p. 8482-8486.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Stereochemical characterisation of the non-canonical alpha-humulene synthase from Acremonium strictum
AU - Xu, Houchao
AU - Schotte, Carsten
AU - Cox, Russell J.
AU - Dickschat, Jeroen S.
N1 - Funding Information: This work was funded by the DFG (DI1536/7-2). We thank Andreas Schneider (Bonn) for skillful technical assistance.
PY - 2021/10/21
Y1 - 2021/10/21
N2 - The non-canonical fungal α-humulene synthase was investigated through isotopic labelling experiments for its stereochemical course regarding inversion or retention at C-1, the face selectivity at C-11, and the stereoselectivity of the final deprotonation. A new and convenient desymmetrisation strategy was developed to enable a full stereochemical analysis of the catalysed steps to the achiral α-humulene product from stereoselectively labelled farnesyl diphosphate.
AB - The non-canonical fungal α-humulene synthase was investigated through isotopic labelling experiments for its stereochemical course regarding inversion or retention at C-1, the face selectivity at C-11, and the stereoselectivity of the final deprotonation. A new and convenient desymmetrisation strategy was developed to enable a full stereochemical analysis of the catalysed steps to the achiral α-humulene product from stereoselectively labelled farnesyl diphosphate.
UR - http://www.scopus.com/inward/record.url?scp=85117222258&partnerID=8YFLogxK
U2 - 10.1039/d1ob01769a
DO - 10.1039/d1ob01769a
M3 - Article
VL - 19
SP - 8482
EP - 8486
JO - Organic & Biomolecular Chemistry
JF - Organic & Biomolecular Chemistry
SN - 1477-0520
IS - 39
ER -