Premium
Enzymatic Synthesis Assisted Discovery of Proline‐Rich Macrocyclic Peptides in Marine Sponges
Author(s) -
Mohanty Ipsita,
Nguyen Nguyet A.,
Moore Samuel G.,
Biggs Jason S.,
Gaul David A.,
Garg Neha,
Agarwal Vinayak
Publication year - 2021
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.202100275
Subject(s) - sponge , natural product , context (archaeology) , chemistry , combinatorial chemistry , peptide , sequence (biology) , enzyme , stereochemistry , biochemistry , biology , botany , paleontology
Proline‐rich macrocyclic peptides (PRMPs) are natural products present in geographically and phylogenetically dispersed marine sponges. The large diversity and low abundance of PRMPs in sponge metabolomes precludes isolation and structure elucidation of each individual PRMP congener. Here, using standards developed via biomimetic enzymatic synthesis of PRMPs, a mass spectrometry‐based workflow to sequence PRMPs was developed and validated to reveal that the diversity of PRMPs in marine sponges is much greater than that has been realized by natural product isolation‐based strategies. Findings are placed in the context of diversity‐oriented transamidative macrocyclization of peptide substrates in sponge holobionts.