AI Article Synopsis
- Nexphenazine A, a phenazine-polyketide hybrid compound, was isolated from *KIB-H483*, and its biosynthesis involves a specific gene cluster.
- Gene inactivation experiments indicated that the NpzI gene, which encodes a ketoreductase, is crucial for the production of nexphenazine and impacts the accumulation of intermediate metabolites.
- The study established the structures of these intermediates using various analytical methods and suggested that nexphenazine biosynthesis likely involves a combination of condensation, reduction, and methylation reactions.
Article Abstract
A phenazine-polyketide hybrid compound, nexphenazine A (), was isolated from sp. KIB-H483. The bioinformatic analysis of the draft genome of the producing strain and gene inactivation experiments revealed that the biosynthesis of involves a phenazine-polyketide hybrid gene cluster. The abolished production of as well as the accumulation of shunt metabolites - in mutant strain revealed the key role of the gene, which encodes an NAD(P)H-dependent ketoreductase, in nexphenazine biosynthesis. The structures and absolute configurations of the isolated intermediates were established on the basis of spectroscopic data analysis, single-crystal X-ray diffraction, chiral chromatography, and chemical conversion experiments. NpzI exhibited stereochemical selectivity in reducing the carbonyl group of . Nexphenazine biosynthesis is proposed to involve a condensation of the carboxyl group of phenazine with one molecule of methylmalonyl-CoA by a type I PKS, followed by a ketone reduction by NpzI and an unknown methylation reaction.
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| http://dx.doi.org/10.1021/acs.jnatprod.2c00067 | DOI Listing |
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