Molecular Insight into the Catalytic Mechanism of the Sesquiterpene Cyclase BcABA3 DOI

Tianfu Li,

Dan Shu, Lei Lei

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

BcABA3 is an unusual sesquiterpene synthase that lacks the conserved DDxxD and DTE/NSE motifs. Despite this, it can catalyze conversion of farnesyl diphosphate to 2Z,4E-α-ionylideneethane. We used structure prediction, multiscale simulations, site-directed mutagenesis experiments investigate its catalytic mechanism. has structural similarity typical class I terpenoid cyclases in active site. Based on simulation results, we identified two discontinuous glutamate residues, E124 E88, which compensate for absence aspartate-rich motif. Quantum chemical calculations show adopts a direct rotation mechanism allyl cation isomerization rather than via nerolidyl diphosphate. Then, achieve successive proton transfer reaction, difficult by intramolecular rearrangement protruding outward carbonyl oxygen A206. This reaction then directed forward relatively stable intermediates containing cation-conjugated double-bond structure. also proposed as receptor final deprotonation couple this step with 2Z,4E-α-ionylideneethane release. These findings provide valuable insight into mechanisms aid engineering, will facilitate studies abscisic acid biosynthesis.

Language: Английский

A new sesquiterpene with a specialized [4,4] bicyclononane skeleton from the marine-derived fungus Metarhizium sp. P2100 DOI

Zhong-Lian Ma,

Zhi‐Pu Yu,

Ling Lv

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134607 - 134607

Published: March 1, 2025

Language: Английский

Citations

0
A New Highly Oxidized 5/5/6 Tricyclic Sesquiterpene Skeleton from the Marine-Derived Fungus Metarhizium Sp. P2100 DOI

Zhong-Lian Ma,

Zhi‐Pu Yu,

Yahui Zhang

et al.

Published: Jan. 1, 2025

Language: Английский

Citations

0
Biological Properties of Sandalwood Oil and Microbial Synthesis of Its Major Sesquiterpenoids DOI Creative Commons
Xiaoguang Yan,

Sichone Daniel David,

Guangzhao Du

et al.

Biomolecules, Journal Year: 2024, Volume and Issue: 14(8), P. 971 - 971

Published: Aug. 8, 2024

Sandalwood essential oil is extracted from the heartwood part of mature sandalwood and known for its pleasant fragrance exceptional medicinal activities, including antimicrobial, antitumor, anti-inflammatory properties. The (Z)-α-santalol (Z)-β-santalol are most vital ingredients contributing to oil's bioactivities unique woody odor characteristics. Metabolic engineering strategies have shown promise in transforming microorganisms such as yeast bacteria into effective cell factories enhancing production sesquiterpenes (santalene santalol) found oil. This review aims summarize sources oil, components/ingredients, applications. It also highlights biosynthesis santalene santalol various metabolic employed reconstruct enhance pathways heterologous hosts.

Language: Английский

Citations

2
Development of a green Komagataella phaffii cell factory for sustainable production of plant-derived sesquiterpene (–)-α-bisabolol DOI Creative Commons
Jintao Cheng,

Zhongji Pu,

Jiali Chen

et al.

Synthetic and Systems Biotechnology, Journal Year: 2024, Volume and Issue: 10(1), P. 120 - 126

Published: Sept. 17, 2024

Language: Английский

Citations

1
Molecular Insight into the Catalytic Mechanism of the Sesquiterpene Cyclase BcABA3 DOI

Tianfu Li,

Dan Shu, Lei Lei

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

BcABA3 is an unusual sesquiterpene synthase that lacks the conserved DDxxD and DTE/NSE motifs. Despite this, it can catalyze conversion of farnesyl diphosphate to 2Z,4E-α-ionylideneethane. We used structure prediction, multiscale simulations, site-directed mutagenesis experiments investigate its catalytic mechanism. has structural similarity typical class I terpenoid cyclases in active site. Based on simulation results, we identified two discontinuous glutamate residues, E124 E88, which compensate for absence aspartate-rich motif. Quantum chemical calculations show adopts a direct rotation mechanism allyl cation isomerization rather than via nerolidyl diphosphate. Then, achieve successive proton transfer reaction, difficult by intramolecular rearrangement protruding outward carbonyl oxygen A206. This reaction then directed forward relatively stable intermediates containing cation-conjugated double-bond structure. also proposed as receptor final deprotonation couple this step with 2Z,4E-α-ionylideneethane release. These findings provide valuable insight into mechanisms aid engineering, will facilitate studies abscisic acid biosynthesis.

Language: Английский

Citations

0