Biosynthesis of pyrroloindoline-containing natural products

C Sun, W Tian, Z Lin, X Qu - Natural Product Reports, 2022 - pubs.rsc.org
Covering: up to 2022 Pyrroloindoline is a privileged tricyclic indoline motif widely present in
many biologically active and medicinally valuable natural products. Thus, understanding the …

Enzymatic dimerization in the biosynthetic pathway of microbial natural products

J Liu, A Liu, Y Hu - Natural Product Reports, 2021 - pubs.rsc.org
Covering: up to August 2020 The dramatic increase in the identification of dimeric natural
products generated by microorganisms and plants has played a significant role in drug …

Exploring the diverse landscape of biaryl-containing peptides generated by cytochrome P450 macrocyclases

H Nam, JS An, J Lee, Y Yun, H Lee… - Journal of the …, 2023 - ACS Publications
Cytochrome P450 enzymes (P450s) catalyze diverse oxidative cross-coupling reactions
between aromatic substrates in the natural product biosynthesis. Specifically, P450s install …

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 …

Molecular dynamics simulations guide chimeragenesis and engineered control of chemoselectivity in diketopiperazine dimerases

VV Shende, NR Harris, JN Sanders… - Angewandte Chemie …, 2023 - Wiley Online Library
In the biosynthesis of the tryptophan‐linked dimeric diketopiperazines (DKPs), cytochromes
P450 selectively couple DKP monomers to generate a variety of intricate and isomeric …

Engineering the substrate specificity of a P450 dimerase enables the collective biosynthesis of heterodimeric tryptophan‐containing diketopiperazines

C Sun, BD Ma, G Li, W Tian, L Yang… - Angewandte Chemie …, 2023 - Wiley Online Library
Heterodimeric tryptophan‐containing diketopiperazines (HTDKPs) are an important class of
bioactive secondary metabolites. Biosynthesis offers a practical opportunity to access their …

[HTML][HTML] Modifications of diketopiperazines assembled by cyclodipeptide synthases with cytochrome P450 enzymes

L Harken, SM Li - Applied Microbiology and Biotechnology, 2021 - Springer
Diketopiperazines are the smallest cyclic peptides comprising two amino acids connected
via two peptide bonds. They can be biosynthesized in nature by two different enzyme …

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 …

Epipolythiodioxopiperazine‐Based Natural Products: Building Blocks, Biosynthesis and Biological Activities

EM Huber - ChemBioChem, 2022 - Wiley Online Library
Epipolythiodioxopiperazines (ETPs) are fungal secondary metabolites that share a 2, 5‐
diketopiperazine scaffold built from two amino acids and bridged by a sulfide moiety …

Global genome mining reveals a cytochrome P450-catalyzed cyclization of crownlike cyclodipeptides with neuroprotective activity

JJL Malit, W Liu, A Cheng, S Saha, LL Liu… - Organic Letters, 2021 - ACS Publications
We conducted global genome mining of 162,672 bacterial genomes and identified 829
cyclodipeptide (CDP) biosynthesis gene clusters (BGC) containing a cytochrome P450 …