Bioconversion of 6-epi-Notoamide T produces metabolites of unprecedented structures in a marine-derived Aspergillus sp. Issue 1 (1st January 2015)

• Record Type: Journal Article
• Authors: Kato, Hikaru; Nakahara, Takashi; Yamaguchi, Michitaka; Kagiyama, Ippei; Finefield, Jennifer M.; Sunderhaus, James D.; Sherman, David H.; Williams, Robert M.; Tsukamoto, Sachiko
• Is Part Of: Tetrahedron letters. Volume 56:Issue 1(2015)
• Page Start: 247
• Page End: 251
• Publication Date: 2015-01-01
• Subjects: Notoamide -- Aspergillus sp. -- Bioconversion -- Alkaloid; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2014.11.083
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: 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 [ 13 C]2 -10 was incorporated into isotopically enriched8 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.