Downsizing Class II Lasso Peptides: Genome Mining-Guided Isolation of Huascopeptin Containing the First Gly1-Asp7 Macrocycle
Carlos Cortés-Albayay, Scott A. Jarmusch, Franziska Trusch, Rainer Ebel, Bárbara A. Andrews, Marcel Jaspars, Juan A. Asenjo
Abstract
A new lasso peptide, huascopeptin, was isolated following genome-mined discovery of a new biosynthetic gene cluster in extremotolerant Streptomyces huasconensis HST28T from Salar de Huasco, Atacama Desert, Chile. Compound 1 is a 13-residue class II lasso peptide containing a novel Gly1-Asp7 macrolactam ring, a three-residue loop, and a three-residue tail, making it the smallest lasso peptide isolated to date. The lasso structure was confirmed using NOE restraint-based molecular dynamics simulations.
Topics & Concepts
Lasso (programming language)Residue (chemistry)PeptideGenomeComputational biologyGeneStereochemistryBiologyCombinatorial chemistryChemistryBiochemistryComputer scienceWorld Wide WebMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsGenomics and Phylogenetic Studies