Repository logo
 
No Thumbnail Available
Publication

Structure of Hierridin C, Synthesis of Hierridins B and C, and Evidence for Prevalent Alkylresorcinol Biosynthesis in Picocyanobacteria

Use this identifier to reference this record.
Name:Description:Size:Format: 
ART_Rosário Martins.pdf1.35 MBAdobe PDF Download

Advisor(s)

Abstract(s)

Small, single-celled planktonic cyanobacteria are ubiquitous in the world's oceans yet tend not to be perceived as secondary metabolite-rich organisms. Here we report the isolation and structure elucidation of hierridin C, a minor metabolite obtained from the cultured picocyanobacterium Cyanobium sp. LEGE 06113. We describe a simple, straightforward synthetic route to the scarcely produced hierridins that relies on a key regioselective halogenation step. In addition, we show that these compounds originate from a type III PKS pathway and that similar biosynthetic gene clusters are found in a variety of bacterial genomes, most notably those of the globally distributed picocyanobacteria genera Prochlorococcus, Cyanobium and Synechococcus.

Description

Keywords

Picocyanobacterium bacterial genomes

Citation

Research Projects

Organizational Units

Journal Issue

Publisher

American Chemical Society

CC License

Altmetrics