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- Title
Cacaoidin, First Member of the New Lanthidin RiPP Family.
- Authors
Ortiz-López, Francisco Javier; Carretero-Molina, Daniel; Hidalgo, Marina Sánchez-; Martín, Jesús; González, Ignacio; Román-Hurtado, Fernando; de la Cruz, Mercedes; García-Fernández, Sergio; Reyes, Fernando; Deisinger, Julia Patricia; Müller, Anna; Schneider, Tanja; Genilloud, Olga
- Abstract
Lantibiotics are ribosomally synthesized and posttranslationally modified peptides (RiPPs) characterized by the presence of lanthionine or methyllanthionine rings and their antimicrobial activity. Cacaoidin, a novel glycosylated lantibiotic, was isolated from a Streptomyces cacaoi strain and fully characterized by NMR, mass spectrometry, chemical derivatization approaches and genome analysis. The new molecule combines outstanding structural features, such as a high number of d-amino acids, an uncommon glycosylated tyrosine residue and an unprecedented N,N-dimethyl lanthionine. This latter feature places cacaoidin within a new RiPP family located between lanthipeptides and linaridins, here termed lanthidins. Cacaoidin displayed potent antibacterial activity against Gram-positive pathogens including Clostridium difficile. The biosynthetic gene cluster showed low homology with those of other known lanthipeptides or linaridins, suggesting a new RiPP biosynthetic pathway.
- Subjects
CLOSTRIDIOIDES difficile; MASS spectrometry; PEPTIDE antibiotics; GENE clusters; TYROSINE
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 31, p12754
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202005187