Unknown

Dataset Information

0

Bioconversion of 6-epi-Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derived Aspergillus sp.

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 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.

SUBMITTER: Kato H 

PROVIDER: S-EPMC4353397 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Bioconversion of 6-<i>epi</i>-Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derived <i>Aspergillus</i> sp.

Kato Hikaru H   Nakahara Takashi T   Yamaguchi Michitaka M   Kagiyama Ippei I   Finefield Jennifer M JM   Sunderhaus James D JD   Sherman David H DH   Williams Robert M RM   Tsukamoto Sachiko S  

Tetrahedron letters 20150101 1

We previously described the bioconversion of Notoamide T into (+)-Stephacidin A and (-)-Notoamide B, which suggested that Versicolamide B (<b>8</b>) is biosynthesized from 6-<i>epi</i>-Notoamide T (<b>10</b>) via 6-<i>epi</i>-Stephacidin A. Here we report that [<sup>13</sup>C]<sub>2</sub>-<b>10</b> was incorporated into isotopically enriched <b>8</b> and seven new metabolites, which were not produced under normal culture conditions. The results suggest that the addition of excess precursor activ  ...[more]

Similar Datasets

Unknown Marine Bacterium Vibrio sp. CB1-14 Produces Guanidine Alkaloid 6-epi-Monanchorin, Previously Isolated from Marine Polychaete and Sponges.
| S-EPMC6521263 | biostudies-literature
Unknown Sortase A-Inhibitory Metabolites from a Marine-Derived Fungus Aspergillus sp.
| S-EPMC7401278 | biostudies-literature
Unknown Antibacterial Secondary Metabolites from Marine-Derived Fungus <i>Aspergillus</i> sp. IMCASMF180035.
| S-EPMC8066187 | biostudies-literature
Unknown Isolation of notoamide S and enantiomeric 6-epi-stephacidin A from the fungus Aspergillus amoenus: biogenetic implications.
| S-EPMC4456087 | biostudies-literature
Unknown Isolation of notoamide E, a key precursor in the biosynthesis of prenylated indole alkaloids in a marine-derived fungus, Aspergillus sp.
| S-EPMC2671082 | biostudies-literature
Unknown Genome-based characterization of two prenylation steps in the assembly of the stephacidin and notoamide anticancer agents in a marine-derived Aspergillus sp.
| S-EPMC2941195 | biostudies-literature
Unknown Metabolites from the Marine-Facultative Aspergillus sp. MEXU 27854 and Gymnoascus hyalinosporus MEXU 29901 from Caleta Bay, Mexico.
| S-EPMC7207482 | biostudies-literature
Unknown Mitochondrial Targeting in an Anti-Austerity Approach Involving Bioactive Metabolites Isolated from the Marine-Derived Fungus Aspergillus sp.
| S-EPMC7694948 | biostudies-literature
Unknown Methylthio-aspochalasins from a marine-derived fungus Aspergillus sp.
| S-EPMC4210888 | biostudies-other
Unknown Suppression of RANKL-Induced Osteoclastogenesis by the Metabolites from the Marine Fungus Aspergillus flocculosus Isolated from a Sponge Stylissa sp.
| S-EPMC5793062 | biostudies-literature