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  • Heterologous expression of a cryptic gene cluster from Grimontia marina affords a novel tricyclic peptide grimoviridin.

Heterologous expression of a cryptic gene cluster from Grimontia marina affords a novel tricyclic peptide grimoviridin.

Applied microbiology and biotechnology (2020-04-18)
Kohta Unno, Issara Kaweewan, Hiroyuki Nakagawa, Shinya Kodani
摘要

Microviridins are a class of ribosomally synthesized and post-translationally modified peptides (RiPPs) that have been isolated from a wide variety of cyanobacterial strains. There are similar gene clusters of RiPPs distributed in the genomes of bacteria belonging to the phyla Proteobacteria and Bacteroidetes. A cryptic gene cluster for the production of microviridin-type peptide was found in the genome of the marine γ-Proteobacterium Grimontia marina. Heterologous production of new microviridin-type peptide named grimoviridin was accomplished in Escherichia coli using the biosynthetic gene cluster of G. marina. The structure of grimoviridin was determined by analysis of MS and NMR data. Grimoviridin contained one isopeptide and two ester bonds, which had exactly the same bridging pattern as other microviridin-type peptides. The absolute stereochemistries of constituent amino acids were determined to be all L-forms by modified Marfey's method. Grimoviridin showed potent inhibitory activity against trypsin with an IC50 value of 238 nM. This is the first report of heterologous production of microviridin-type peptide using a biosynthetic gene cluster from a Proteobacterium. Key points • Heterologous production afforded new microviridin-type peptide named grimoviridin. • This is the first report of microviridin-type peptide from proteobacterial origin. • Grimoviridin showed potent inhibitory activity against trypsin.

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Sigma-Aldrich
蛋白酶 来源于地衣芽孢杆菌, Type VIII, lyophilized powder, 7-15 units/mg solid
Sigma-Aldrich
N-琥珀酰-丙氨酸-丙氨酸-丙氨酸-p-硝基苯胺, elastase substrate
Sigma-Aldrich
弹性蛋白酶 来源于猪胰腺, Type I, ≥4.0 units/mg protein
Sigma-Aldrich
Nα-苯甲酰-DL-精氨酸 4-基苯酰胺 盐酸盐, ≥98%
Sigma-Aldrich
N-琥珀酰- L -苯丙氨酸- p -硝基苯胺, protease substrate