C–N and C–S bond formation by cytochrome P450 enzymes

R Ushimaru, I Abe - Trends in Chemistry, 2023 - cell.com
Cytochrome P450 proteins comprise a large family of enzymes that utilize a heme cofactor to
perform a diverse array of chemical transformations during secondary metabolite …

Substrate conformational switch enables the stereoselective dimerization in P450 NascB: insights from molecular dynamics simulations and quantum mechanical …

TP Zhou, J Feng, Y Wang, S Li, B Wang - JACS Au, 2024 - ACS Publications
P450 NascB catalyzes the coupling of cyclo-(l-tryptophan-l-proline)(1) to generate (−)-
naseseazine C (2) through intramolecular C–N bond formation and intermolecular C–C …

Unraveling the catalytic mechanism of taxadiene-5α-hydroxylase from crystallography and computational analyses

X Song, Q Wang, X Zhu, W Fang, X Liu, C Shi… - ACS …, 2024 - ACS Publications
Paclitaxel is a famous chemotherapeutic agent, but its microbial production poses a long-
standing challenge due to its poor product selectivity. Taxadiene-5α-hydroxylase …

A ferric-superoxide intermediate initiates P450-catalyzed cyclic dipeptide dimerization

HE Gering, X Li, H Tang, PD Swartz… - Journal of the …, 2023 - ACS Publications
The cytochrome P450 (CYP) AspB is involved in the biosynthesis of the diketopiperazine
(DKP) aspergilazine A. Tryptophan-linked dimeric DKP alkaloids are a large family of natural …

Unveiling an indole alkaloid diketopiperazine biosynthetic pathway that features a unique stereoisomerase and multifunctional methyltransferase

G Deletti, SD Green, C Weber, KN Patterson… - Nature …, 2023 - nature.com
Abstract The 2, 5-diketopiperazines are a prominent class of bioactive molecules. The
nocardioazines are actinomycete natural products that feature a pyrroloindoline …

Structural insights into a side chain cross-linking biarylitide P450 from RiPP biosynthesis

MH Hansen, A Keto, M Treisman, VM Sasi, L Coe… - ACS …, 2024 - ACS Publications
Peptide side chain cross-linking is an important feature of many natural products, with an
increasing number of examples catalyzed by cytochrome P450s being reported from …

Biocatalytic role of cytochrome P450s to produce antibiotics: A review

A Adhikari, S Shakya, S Shrestha… - Biotechnology and …, 2023 - Wiley Online Library
Cytochrome P450s belong to a family of heme‐binding monooxygenases, which catalyze
regio‐and stereospecific functionalisation of C–H, C–C, and C–N bonds, including …

Molecular Basis for the P450-Catalyzed sp3 C–N Glycosidic Bond Formation in Staurosporine Biosynthesis

F **ao, TP Zhou, S Dong, T Li, CH Yun, Y Feng… - ACS …, 2024 - ACS Publications
Selective C (sp 3)–H bond activation and functionalization into a C–N bond has been one of
the major challenges facing the pharmaceutical and fine chemical industries. Being the …

Exploring the Diverse Landscape of Fungal Cytochrome P450‐Catalyzed Regio‐and Stereoselective Dimerization of Diketopiperazines

C Ma, W Wang, K Zhang, F Zhang, Y Chang… - Advanced …, 2024 - Wiley Online Library
Dimeric indole‐containing diketopiperazines (di‐DKPs) are a diverse group of natural
products produced through cytochrome P450‐catalyzed C–C or C–N coupling reactions …

A comparative molecular dynamics approach guides the tailoring of glycosyltransferases to meet synthetic applications

P Zhang, S Meng, Z Li, D Hirtz, L Elling, L Zhu, Y Ji… - Green …, 2024 - pubs.rsc.org
The properties of natural products can be significantly influenced by glycosylation,
emphasizing the key role of glycosyltransferases (GTs) in this process. The pursuit of …