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Bioconversion of 6-epi-Notoamide T produces metabolites of unprecedented structures in a marine-derived Aspergillus sp

Authors :
Jennifer M. Finefield
James D. Sunderhaus
David H. Sherman
Hikaru Kato
Robert M. Williams
Takashi Nakahara
Sachiko Tsukamoto
Ippei Kagiyama
Michitaka Yamaguchi
Source :
Tetrahedron Letters. 56(1):247-251
Publication Year :
2015
Publisher :
Elsevier, 2015.

Abstract

We previously described the bioconversion of Notoamide T into (+)-Stephacidin A and (−)-Notoamide B, which suggested that Versicolamide B (8) is biosynthesized from 6-epi-Notoamide T (10) via 6-epi-Stephacidin A. Here we report that [13C]2-10 was incorporated into isotopically enriched 8 and seven new metabolites, which were not produced under normal culture conditions. The results suggest that the addition of excess precursor activated the expression of dormant tailoring genes giving rise to these structurally unprecedented metabolites.

Details

Language :
Japanese
ISSN :
00404039
Volume :
56
Issue :
1
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi.dedup.....46045ac5eac607aad59ff0d365cce764