Title: Discovery and Biosynthesis of Ureidopeptide Natural Products Macrocyclized via Indole N ‐acylation in Marine Microbulbifer spp. Bacteria
Abstract Commensal bacteria associated with marine invertebrates are underappreciated sources of chemically novel natural products. Using mass spectrometry, we had previously detected the presence of peptidic natural products in obligate marine bacteria of the genusMicrobulbifercultured from marine sponges. In this report, the isolation and structural characterization of a panel of ureidohexapeptide natural products, termed the bulbiferamides, fromMicrobulbiferstrains is reported wherein the tryptophan side chain indole participates in a macrocyclizing peptide bond formation. Genome sequencing identifies biosynthetic gene clusters encoding production of the bulbiferamides and implicates the involvement of a thioesterase in the indolic macrocycle formation. The structural diversity and widespread presence of bulbiferamides in commensal microbiomes of marine invertebrates point toward a possible ecological role for these natural products.  more » « less
Award ID(s):
2047235 2238650
PAR ID:
10484718
Author(s) / Creator(s):
; ; ; ; ; ; ; ;
Publisher / Repository:
Chemistry Europe: European Chemical Societies Publishing
Date Published:
Journal Name:
ChemBioChem
Volume:
24
Issue:
12
ISSN:
1439-4227
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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