Cholesterol biosynthesis: a mechanistic overview

NM Cerqueira, EF Oliveira, DS Gesto… - Biochemistry, 2016 - ACS Publications
Cholesterol is an essential component of cell membranes and the precursor for the
synthesis of steroid hormones and bile acids. The synthesis of this molecule occurs partially …

Plant triterpenoids with bond-missing skeletons: biogenesis, distribution and bioactivity

A Almeida, L Dong, G Appendino, S Bak - Natural Product Reports, 2020 - pubs.rsc.org
Covering: up to December 2018 The polycyclic ABCD (E) framework of triterpenoids can
miss a single endocyclic C–C bond as a result of a modification of the cyclization cascade …

Structural and catalytic insight into the unique pentacyclic triterpene synthase TwOSC

Y Luo, X Ma, Y Qiu, Y Lu, S Shen, Y Li… - Angewandte Chemie …, 2023 - Wiley Online Library
The oxidosqualene cyclase (OSC) catalyzed cyclization of the linear substrate (3S)‐2, 3‐
oxidosqualene to form diverse pentacyclic triterpenoid (PT) skeletons is one of the most …

Oxidosqualene cyclase and CYP716 enzymes contribute to triterpene structural diversity in the medicinal tree banaba

Sandeep, RC Misra, CS Chanotiya… - New …, 2019 - Wiley Online Library
Pentacyclic triterpenes (PCT s) represent a major class of bioactive metabolites in banaba
(Lagerstroemia speciosa) leaves; however, biosynthetic enzymes and their involvement in …

Catalytic control in terpenoid cyclases: multiscale modeling of thermodynamic, kinetic, and dynamic effects

DT Major, Y Freud, M Weitman - Current Opinion in Chemical Biology, 2014 - Elsevier
Highlights•Understanding promiscuity in terpene synthases using multi-scale simulations.•
Promiscuity is a result of the inherent reactivity of carbocations.•Chemical control by active …

Biosynthetic mechanism of lanosterol: cyclization

N Chen, S Wang, L Smentek… - Angewandte Chemie …, 2015 - Wiley Online Library
The remarkable cyclization mechanism of the formation of the 6‐6‐6‐5 tetracyclic lanosterol
(a key triterpenoid intermediate in the biosynthesis of cholesterol) from the acyclic 2, 3 …

Enzyme promiscuity versus fidelity in two sesquiterpene cyclases (TEAS versus ATAS)

F Zhang, T An, X Tang, J Zi, HB Luo, R Wu - ACS Catalysis, 2019 - ACS Publications
Catalytic promiscuity, as a modern and imperfect understanding concept in enzyme catalysis
community, is prevailing in plant-derived sesquiterpene cyclases (FPPC) and highly related …

Computational-guided discovery and characterization of a sesquiterpene synthase from Streptomyces clavuligerus

JY Chow, BX Tian, G Ramamoorthy… - Proceedings of the …, 2015 - National Acad Sciences
Terpenoids are a large structurally diverse group of natural products with an array of
functions in their hosts. The large amount of genomic information from recent sequencing …

BAHD acetyltransferase contributes to wound‐induced biosynthesis of oleo‐gum resin triterpenes in Boswellia

A Kumar, P Srivastava, G Srivastava… - The Plant …, 2021 - Wiley Online Library
SUMMARY Triterpenes (30‐carbon isoprene compounds) represent a large and highly
diverse class of natural products that play various physiological functions in plants. The …

Biosynthetic mechanism of lanosterol: a completed story

H Diao, N Chen, K Wang, F Zhang, YH Wang… - ACS Catalysis, 2020 - ACS Publications
The remarkable biochemical conversion of acyclic 2, 3-oxidosqualene to tetracyclic
lanosterol (the common precursor to cholesterol and its relatives) with seven stereocenters …