Oxidative cyclization in natural product biosynthesis

MC Tang, Y Zou, K Watanabe, CT Walsh… - Chemical …, 2017 - ACS Publications
Oxidative cyclizations are important transformations that occur widely during natural product
biosynthesis. The transformations from acyclic precursors to cyclized products can afford …

[HTML][HTML] Unrivalled diversity: the many roles and reactions of bacterial cytochromes P450 in secondary metabolism

A Greule, JE Stok, JJ De Voss, MJ Cryle - Natural product reports, 2018 - pubs.rsc.org
Covering: 2000 up to 2018 The cytochromes P450 (P450s) are a superfamily of heme-
containing monooxygenases that perform diverse catalytic roles in many species, including …

Engineered Cytochrome P450-Catalyzed Oxidative Biaryl Coupling Reaction Provides a Scalable Entry into Arylomycin Antibiotics

C Molinaro, Y Kawasaki, G Wanyoike… - Journal of the …, 2022 - ACS Publications
We report herein the first example of a cytochrome P450-catalyzed oxidative carbon–carbon
coupling process for a scalable entry into arylomycin antibiotic cores. Starting from wild-type …

The expanding spectrum of diketopiperazine natural product biosynthetic pathways containing cyclodipeptide synthases

P Borgman, RD Lopez, AL Lane - Organic & biomolecular chemistry, 2019 - pubs.rsc.org
Microorganisms are remarkable chemists, with enzymes as their tools for executing multi-
step syntheses to yield myriad natural products. Microbial synthetic aptitudes are illustrated …

Structure and function of NzeB, a versatile C–C and C–N bond-forming diketopiperazine dimerase

VV Shende, Y Khatri, SA Newmister… - Journal of the …, 2020 - ACS Publications
The dimeric diketopiperazine (DKPs) alkaloids are a diverse family of natural products (NPs)
whose unique structural architectures and biological activities have inspired the …

[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 …

Recent advances in oxidative phenol coupling for the total synthesis of natural products

MC Carson, MC Kozlowski - Natural Product Reports, 2023 - pubs.rsc.org
Covering: 2008 to 2023 This review will describe oxidative phenol coupling as applied in the
total synthesis of natural products. This review covers catalytic and electrochemical methods …

Elucidation of the Streptoazine Biosynthetic Pathway in Streptomyces aurantiacus Reveals the Presence of a Promiscuous Prenyltransferase/Cyclase

J Liu, Y Yang, L Harken, SM Li - Journal of Natural Products, 2021 - ACS Publications
Heterologous expression of a three-gene cluster from Streptomyces aurantiacus coding for a
cyclodipeptide synthase, a prenyltransferase, and a methyltransferase led to the elucidation …

Biosynthesis of strained piperazine alkaloids: uncovering the concise pathway of herquline A

X Yu, F Liu, Y Zou, MC Tang, L Hang… - Journal of the …, 2016 - ACS Publications
Nature synthesizes many strained natural products that have diverse biological activities.
Uncovering these biosynthetic pathways may lead to biomimetic strategies for organic …

Widely Distributed Bifunctional Bacterial Cytochrome P450 Enzymes Catalyze both Intramolecular C−C Bond Formation in cyclol‐Tyr‐l‐Tyr and Its Coupling with …

J Liu, L Harken, Y Yang, X Xie… - Angewandte Chemie …, 2022 - Wiley Online Library
Tailoring enzymes are important modification biocatalysts in natural product biosynthesis.
We report herein six orthologous two‐gene clusters for mycocyclosin and guatyromycine …