Isolation and Biosynthetic Analysis of Haliamide, a New PKS-NRPS Hybrid Metabolite from the Marine Myxobacterium Haliangium ochraceumReportar como inadecuado




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1

Graduate School of Bioagricultural Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan

2

Institute for Innovation, Ajinomoto Co., Inc., Kawasaki, Kanagawa 210-8681, Japan

3

R and D Planning Department, Ajinomoto Co., Inc., Chuo-ku, Tokyo 104-8315, Japan





*

Author to whom correspondence should be addressed.



Academic Editor: Derek J. McPhee

Abstract Myxobacteria of marine origin are rare and hard-to-culture microorganisms, but they genetically harbor high potential to produce novel antibiotics. An extensive investigation on the secondary metabolome of the unique marine myxobacterium Haliangium ochraceum SMP-2 led to the isolation of a new polyketide-nonribosomal peptide hybrid product, haliamide 1. Its structure was elucidated by spectroscopic analyses including NMR and HR-MS. Haliamide 1 showed cytotoxicity against HeLa-S3 cells with IC50 of 12 μM. Feeding experiments were performed to identify the biosynthetic building blocks of 1, revealing one benzoate, one alanine, two propionates, one acetate and one acetate-derived terminal methylene. The biosynthetic gene cluster of haliamide hla, 21.7 kbp was characterized through the genome mining of the producer, allowing us to establish a model for the haliamide biosynthesis. The sulfotransferase ST-thioesterase TE domains encoded in hlaB appears to be responsible for the terminal alkene formation via decarboxylation. View Full-Text

Keywords: marine myxobacterium; Haliangium ochraceum; haliamide; polyketide; biosynthesis marine myxobacterium; Haliangium ochraceum; haliamide; polyketide; biosynthesis





Autor: Yuwei Sun 1, Tomohiko Tomura 1, Junichi Sato 1, Takashi Iizuka 2, Ryosuke Fudou 3 and Makoto Ojika 1,*

Fuente: http://mdpi.com/



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