Hybrid biosynthesis of roseobacticides from algal and bacterial precursor molecules.

TitleHybrid biosynthesis of roseobacticides from algal and bacterial precursor molecules.
Publication TypeJournal Article
Year of Publication2014
AuthorsSeyedsayamdost, MR, Wang, R, Kolter, R, Clardy, J
JournalJ Am Chem Soc
Volume136
Issue43
Pagination15150-3
Date Published2014 Oct 29
ISSN1520-5126
KeywordsHaptophyta, Rhodobacteraceae, Symbiosis, Toxins, Biological
Abstract

Roseobacticides regulate the symbiotic relationship between a marine bacterium (Phaeobacter inhibens) and a marine microalga (Emiliania huxleyi). This relationship can be mutualistic, when the algal host provides food for the bacteria and the bacteria produce growth hormones and antibiotics for the algae, or parasitic, when the algae senesce and release p-coumaric acid. The released p-coumaric acid causes the bacteria to synthesize roseobacticides, which are nM-μM toxins for the algae. We examined the biosynthesis of roseobacticides and report that all roseobacticide precursors play critical roles during the mutualist phase of the symbiosis. Roseobacticides are biosynthesized from the algal growth promoter, the major food molecule provided by the algal cells, and the algal senescence signal that initiates the mutualist-to-parasite switch. Thus, molecules that are beneficial during mutualism are diverted to the synthesis of toxins during parasitism. A plausible mechanism for assembling roseobacticides from these molecules is proposed.

DOI10.1021/ja508782y
Alternate JournalJ. Am. Chem. Soc.
PubMed ID25295497
PubMed Central IDPMC4227733
Grant ListR01 GM082137 / GM / NIGMS NIH HHS / United States
K99 GM098299 / GM / NIGMS NIH HHS / United States
R01 GM086258 / GM / NIGMS NIH HHS / United States
GM82137 / GM / NIGMS NIH HHS / United States
GM086258 / GM / NIGMS NIH HHS / United States
GM098299 / GM / NIGMS NIH HHS / United States
R00 GM098299 / GM / NIGMS NIH HHS / United States