Biosynthetic Pathway for the Epipolythiodioxopiperazine Acetylaranotin in Aspergillus terreus Revealed by Genome-Based Deletion Analysis

doi:10.1021/ja3123653

CNU IR > Pharmacy and Science > Dept. of Pharmacy > Periodical Articles > Item 310902800/27785

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Title:	Biosynthetic Pathway for the Epipolythiodioxopiperazine Acetylaranotin in Aspergillus terreus Revealed by Genome-Based Deletion Analysis
Authors:	Guo, Chun-Jun Yeh, Hsu-Hua Chiang, Yi-Ming Sanchez, James F. Chang, Shu-Ling Bruno, Kenneth S. Wang, Clay C. C.
Contributors:	藥學系生物科技系
Keywords:	Nonribosomal Peptide Synthetase Gliotoxin Biosynthesis Gene Clusters Bcc 4651 Fumigatus Metabolites Expression Apoptosis Aranotin
Date:	2013-05
Issue Date:	2014-05-26 10:43:35 (UTC+8)
Publisher:	Amer Chemical Soc
Abstract:	Epipolythiodioxopiperazines (ETPs) are a class of fungal secondary metabolites derived from diketopiperazines. Acetylaranotin belongs to one structural subgroup of ETPs characterized by the presence of a seven-membered 4,5-dihydrooxepine ring. Defining the genes involved in acetylaranotin biosynthesis should provide a means to increase the production of these compounds and facilitate the engineering of second-generation molecules. The filamentous fungus Aspergillus terreus produces acetylaranotin and related natural products. Using targeted gene deletions, we have identified a cluster of nine genes (including one nonribosomal peptide synthetase gene, ataP) that is required for acetylaranotin biosynthesis. Chemical analysis of the wild-type and mutant strains enabled us to isolate 17 natural products from the acetylaranotin biosynthesis pathway. Nine of the compounds identified in this study are natural products that have not been reported previously. Our data have allowed us to propose a biosynthetic pathway for acetylaranotin and related natural products.
Relation:	Journal of the American Chemical Society, v.135 n.19 pp.7205-7213
Appears in Collections:	[Dept. of Pharmacy] Periodical Articles [Dept. of Biotechnology (including master's program)] Periodical Articles

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