Details
| Original language | English |
|---|---|
| Pages (from-to) | 3162-3166 |
| Number of pages | 5 |
| Journal | Organic letters |
| Volume | 23 |
| Issue number | 8 |
| Early online date | 7 Apr 2021 |
| Publication status | Published - 16 Apr 2021 |
Abstract
The sesquiterpene cyclases pentalenene synthase (PenA) and two Δ6-protoilludene synthases Omp6 and Omp7 convert a FPP ether into several new tetrahydrofurano terpenoids, one of which is also formed as the main product by the sesquiterpene cyclase BcBOT2. Thus, PenA, Omp6/7, and BcBOT2 follow closely related catalytic pathways and induce similar folding of their diphosphate substrates despite low levels of amino acid sequence similarity. Some of the new terpenoids show pronounced olfactoric properties.
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 letters, Vol. 23, No. 8, 16.04.2021, p. 3162-3166.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Mechanistic Similarities of Sesquiterpene Cyclases PenA, Omp6/7, and BcBOT2 Are Unraveled by an Unnatural "fPP-Ether" Derivative
AU - Harms, Vanessa
AU - Ravkina, Viktoria
AU - Kirschning, Andreas
PY - 2021/4/16
Y1 - 2021/4/16
N2 - The sesquiterpene cyclases pentalenene synthase (PenA) and two Δ6-protoilludene synthases Omp6 and Omp7 convert a FPP ether into several new tetrahydrofurano terpenoids, one of which is also formed as the main product by the sesquiterpene cyclase BcBOT2. Thus, PenA, Omp6/7, and BcBOT2 follow closely related catalytic pathways and induce similar folding of their diphosphate substrates despite low levels of amino acid sequence similarity. Some of the new terpenoids show pronounced olfactoric properties.
AB - The sesquiterpene cyclases pentalenene synthase (PenA) and two Δ6-protoilludene synthases Omp6 and Omp7 convert a FPP ether into several new tetrahydrofurano terpenoids, one of which is also formed as the main product by the sesquiterpene cyclase BcBOT2. Thus, PenA, Omp6/7, and BcBOT2 follow closely related catalytic pathways and induce similar folding of their diphosphate substrates despite low levels of amino acid sequence similarity. Some of the new terpenoids show pronounced olfactoric properties.
UR - http://www.scopus.com/inward/record.url?scp=85104899790&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.1c00882
DO - 10.1021/acs.orglett.1c00882
M3 - Article
C2 - 33826848
AN - SCOPUS:85104899790
VL - 23
SP - 3162
EP - 3166
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 8
ER -