Combinatorial Enzymatic Synthesis of Unnatural Long-Chain β-Branch Pyrones by a Highly Promiscuous Enzyme

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2019 Dec 24

PMID 31867500

Citations 1

Authors

Lixia Pan

Lilan Yang

Yanbing Huang

Yongyuan Liang

Qihuan He

Dengfeng Yang

Affiliations

Soon will be listed here.

Abstract

In this study, we described in detail a combinatorial enzymatic synthesis approach to produce a series of unnatural long-chain β-branch pyrones. We attempted to investigate the catalytic potential of a highly promiscuous enzyme type III PKS to catalyze the non-decarboxylative condensation reaction by two molecules of fatty acyl diketide--acetylcysteines (diketide-NACs) units. Two non-natural long-chain (C, C) fatty acyl diketide-NACs were prepared successfully for testing the ability of non-decarboxylative condensation. In vitro, 12 novel naturally unavailable long-chain β-branch pyrones were generated by one-pot formation and characterized by ultraviolet-visible spectroscopy and high-resolution liquid chromatography-mass spectrometry. Interestingly, enzymatic kinetics result displays that this enzyme exhibits the remarkable compatibility to various non-natural long-chain substrates. These results would be useful to deeply understand the catalytic mechanism of this enzyme and further extend the application of enzymatic synthesis of non-natural products.

Citing Articles

Current State-of-the-Art Toward Chemoenzymatic Synthesis of Polyketide Natural Products.

Paulsel T, Williams G Chembiochem. 2023; 24(21):e202300386.

PMID: 37615926 PMC: 10964317. DOI: 10.1002/cbic.202300386.

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