Discovery, Structure, and Mechanism of a Class II Sesquiterpene Cyclase DOI
Xingming Pan,

Wenyu Du,

Xiaowei Zhang

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(48), P. 22067 - 22074

Published: Nov. 23, 2022

Terpene cyclases (TCs), extraordinary enzymes that create the structural diversity seen in terpene natural products, are traditionally divided into two classes, class I and II. Although mechanistic features of TCs well-known, corresponding details II counterparts have not been fully characterized. Here, we report genome mining discovery characterization sesquiterpene (STCs) from Streptomyces. These drimenyl diphosphate synthases (DMSs) first STCs shown to possess β,γ-didomain architecture. High-resolution X-ray crystal structures DMS Streptomyces showdoensis (SsDMS) complex with both a farnesyl Mg2+ unveiled an induced-fit mechanism, unprecedented binding mode, finally solving one lingering questions TC enzymology. This study supports continued for novel bacterial provides new insights canonical will lead advances engineering synthetic biology.

Language: Английский

Marine natural products DOI
Anthony R. Carroll, Brent R. Copp, Rohan A. Davis

et al.

Natural Product Reports, Journal Year: 2022, Volume and Issue: 39(6), P. 1122 - 1171

Published: Jan. 1, 2022

A comprehensive review of 1407 new MNPs including turbinmicin, a potent antifungal lead isolated from marine bacterium.

Language: Английский

Citations

219

Biochemistry of Terpenes and Recent Advances in Plant Protection DOI Open Access

Vincent Ninkuu,

Lin Zhang,

Jianpei Yan

et al.

International Journal of Molecular Sciences, Journal Year: 2021, Volume and Issue: 22(11), P. 5710 - 5710

Published: May 27, 2021

Biodiversity is adversely affected by the growing levels of synthetic chemicals released into environment due to agricultural activities. This has been driving force for embracing sustainable agriculture. Plant secondary metabolites offer promising alternatives protecting plants against microbes, feeding herbivores, and weeds. Terpenes are largest among PSMs have extensively studied their potential as antimicrobial, insecticidal, weed control agents. They also attract natural enemies pests beneficial insects, such pollinators dispersers. However, most these research findings shelved fail pass beyond laboratory greenhouse stages. review provides an overview terpenes, types, biosynthesis, roles in microbial pathogens, insect pests, weeds rekindle debate on using terpenes development environmentally friendly biopesticides herbicides.

Language: Английский

Citations

218

Ethylene and Jasmonates Signaling Network Mediating Secondary Metabolites under Abiotic Stress DOI Open Access
Marina Pérez-Llorca, Stephan Pollmann, Maren Müller

et al.

International Journal of Molecular Sciences, Journal Year: 2023, Volume and Issue: 24(6), P. 5990 - 5990

Published: March 22, 2023

Plants are sessile organisms that face environmental threats throughout their life cycle, but increasing global warming poses an even more existential threat. Despite these unfavorable circumstances, plants try to adapt by developing a variety of strategies coordinated plant hormones, resulting in stress-specific phenotype. In this context, ethylene and jasmonates (JAs) present fascinating case synergism antagonism. Here, Ethylene Insensitive 3/Ethylene Insensitive-Like Protein1 (EIN3/EIL1) Jasmonate-Zim Domain (JAZs)-MYC2 the JAs signaling pathways, respectively, appear act as nodes connecting multiple networks regulate stress responses, including secondary metabolites. Secondary metabolites multifunctional organic compounds play crucial roles acclimation plants. exhibit high plasticity metabolism, which allows them generate near-infinite chemical diversity through structural modifications, likely have selective adaptive advantage, especially climate change challenges. contrast, domestication crop has resulted or loss phytochemicals, making significantly vulnerable stresses over time. For reason, there is need advance our understanding underlying mechanisms hormones respond abiotic stress. This knowledge may help improve adaptability resilience changing climatic conditions without compromising yield productivity. Our aim review was provide detailed overview responses mediated impact on

Language: Английский

Citations

54

S-Adenosylmethionine: more than just a methyl donor DOI Creative Commons
Yu‐Hsuan Lee, Daan Ren, Byungsun Jeon

et al.

Natural Product Reports, Journal Year: 2023, Volume and Issue: 40(9), P. 1521 - 1549

Published: Jan. 1, 2023

This review summarizes the chemistry of S -adenosylmethionine dependent enzymes that goes beyond methylation.

Language: Английский

Citations

52

Bacterial terpenome DOI
Jeffrey D. Rudolf, Tyler A. Alsup, Baofu Xu

et al.

Natural Product Reports, Journal Year: 2020, Volume and Issue: 38(5), P. 905 - 980

Published: Nov. 10, 2020

We highlight the current state of bacterial terpenome, emphasizing discoveries, structures, biosynthetic pathways, and biological activities these terpenoid natural products.

Language: Английский

Citations

129

Biosynthesis, evolution and ecology of microbial terpenoids DOI
Mariana Ávalos, Paolina Garbeva, Lisa Vader

et al.

Natural Product Reports, Journal Year: 2021, Volume and Issue: 39(2), P. 249 - 272

Published: Oct. 9, 2021

Terpenoids have diverse bioecological roles in all kingdoms of life. Here we discuss the evolution and ecological functions microbial terpenoids their possible applications.

Language: Английский

Citations

98

Biocatalytic One-Carbon Ring Expansion of Aziridines to Azetidines via a Highly Enantioselective [1,2]-Stevens Rearrangement DOI
David C. Miller,

Ravi Lal,

Luca Marchetti

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(11), P. 4739 - 4745

Published: March 8, 2022

We report enantioselective one-carbon ring expansion of aziridines to make azetidines as a new-to-nature activity engineered "carbene transferase" enzymes. A laboratory-evolved variant cytochrome P450BM3, P411-AzetS, not only exerts unparalleled stereocontrol (99:1 er) over [1,2]-Stevens rearrangement but also overrides the inherent reactivity aziridinium ylides, cheletropic extrusion olefins, perform rearrangement. By controlling fate highly reactive ylide intermediates, these evolvable biocatalysts promote transformation which cannot currently be performed using other catalyst classes.

Language: Английский

Citations

56

Highly Enantioselective Catalytic Lactonization at Nonactivated Primary and Secondary γ-C–H Bonds DOI Creative Commons
Arnau Call, Giorgio Capocasa, Andrea Palone

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(32), P. 18094 - 18103

Published: Aug. 4, 2023

Chiral oxygenated aliphatic moieties are recurrent in biological and pharmaceutically relevant molecules constitute one of the most versatile types functionalities for further elaboration. Herein we report a protocol straightforward general access to chiral γ-lactones via enantioselective oxidation strong nonactivated primary secondary C(sp3)–H bonds readily available carboxylic acids. The key enabling aspect is use robust sterically encumbered manganese catalysts that provide outstanding enantioselectivities (up >99.9%) yields 96%) employing hydrogen peroxide as oxidant. resulting immediate interest preparation inter alia natural products recyclable polymeric materials.

Language: Английский

Citations

25

Class II terpene cyclases: structures, mechanisms, and engineering DOI
Xingming Pan, Jeffrey D. Rudolf,

Liao‐Bin Dong

et al.

Natural Product Reports, Journal Year: 2023, Volume and Issue: 41(3), P. 402 - 433

Published: Dec. 18, 2023

This review offers an overview of the canonical and noncanonical class II terpene cyclases, including sesquiterpene, diterpene, triterpene, meroterpenoid cyclases. It delves into their sequences, structures, mechanisms, engineering studies.

Language: Английский

Citations

25

First trans-eunicellane terpene synthase in bacteria DOI Creative Commons
Zining Li, Baofu Xu, Volga Kojasoy

et al.

Chem, Journal Year: 2023, Volume and Issue: 9(3), P. 698 - 708

Published: Jan. 2, 2023

Language: Английский

Citations

24