Structure Prediction and Synthesis of Pyridine-Based Macrocyclic Peptide Natural Products.

ABSTRACT: The structural and functional characterization of natural products is vastly outpaced by the bioinformatic identification of biosynthetic gene clusters (BGCs) that encode such molecules. Uniting our knowledge of bioinformatics and enzymology to predict and synthetically access natural products is an effective platform for investigating cryptic/silent BGCs. We report the identification, biosynthesis, and total synthesis of a minimalistic class of ribosomally synthesized and post-translationally modified peptides (RiPPs) with the responsible BGCs encoding a subset of enzymes known from thiopeptide biosynthesis. On the basis of the BGC content, these RiPPs were predicted to undergo enzymatic dehydration of serine followed by [4+2]-cycloaddition to produce a trisubstituted, pyridine-based macr

SUBMITTER: Hudson GA 

PROVIDER: S-EPMC7854978 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature