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

Tianfu Li,

Dan Shu, Lei Lei

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 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.

Язык: 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

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134607 - 134607

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

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

и другие.

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0

Separation strategies of terpenoids from microbial fermentation broths DOI
Xuedong Chen, Guoqiang Chen, Lijuan Liu

и другие.

Trends in Food Science & Technology, Год журнала: 2025, Номер unknown, С. 105098 - 105098

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Identification and Characterization of a Novel Multifunctional Terpene Synthase from the Pathogenic Fungus Cochliobolus heterostrophus DOI
Haichun Zeng, Bo Meng, Jiatong Zeng

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 22, 2025

Sesquiterpenes, a structurally diverse class of natural products, play pivotal roles in the pharmaceutical, fragrance, and flavor industries. In this study, we first identified functionally characterized multifunctional sesquiterpene synthase, ChTPS6, from plant-pathogenic fungus Cochliobolus heterostrophus. When incubated with FPP, ChTPS6 primarily catalyzed formation cubebol as main product, which is widely used sustained cooling refreshing agent food industry. Remarkably, exhibited substrate promiscuity, efficiently utilizing GPP GGPP alternative substrates. Moreover, through protein modeling site-directed mutagenesis, pinpointed key amino acid residues essential for catalytic activity successfully re-engineered enzyme to alter its product specificity. These findings provide novel insights into mechanism functional versatility while broadening potential applications biosynthesis valuable sesquiterpenes.

Язык: Английский

Процитировано

0

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

Sichone Daniel David,

Guangzhao Du

и другие.

Biomolecules, Год журнала: 2024, Номер 14(8), С. 971 - 971

Опубликована: Авг. 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.

Язык: Английский

Процитировано

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

и другие.

Synthetic and Systems Biotechnology, Год журнала: 2024, Номер 10(1), С. 120 - 126

Опубликована: Сен. 17, 2024

Язык: Английский

Процитировано

2

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

Tianfu Li,

Dan Shu, Lei Lei

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 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.

Язык: Английский

Процитировано

0