Pentaminomycins F and G, Nonribosomal Peptides Containing 2-Pyridylalanine
| Autor: | Jesús Martín, Fernando Román-Hurtado, Francisco Javier Ortiz-López, Ignacio González, Marina Sánchez-Hidalgo, Olga Genilloud, Caridad Díaz, Mercedes de la Cruz, Fernando Reyes, Daniel Carretero-Molina |
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| Rok vydání: | 2021 |
| Předmět: |
Pyridines
Stereochemistry Pharmaceutical Science Mass spectrometry Peptides Cyclic 01 natural sciences Analytical Chemistry Residue (chemistry) Nonribosomal peptide Drug Discovery Gene cluster Pharmacology Alanine chemistry.chemical_classification Molecular Structure Strain (chemistry) 010405 organic chemistry Organic Chemistry Streptomyces 0104 chemical sciences Amino acid 010404 medicinal & biomolecular chemistry Complementary and alternative medicine chemistry Molecular Medicine Epimer |
| Zdroj: | Journal of Natural Products. 84:1127-1134 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/acs.jnatprod.0c01199 |
| Popis: | Pentaminomycins F-H (1-3), a group of three new hydroxyarginine-containing cyclic pentapeptides, were isolated from cultures of a Streptomyces cacaoi subsp. cacaoi strain along with the known pentaminomycins A-E. The structures of the new peptides were determined by a combination of mass spectrometry, NMR, and Marfey's analyses. Pentaminomycins F (1) and G (2) were shown to contain the rare amino acid 3-(2-pyridyl)-alanine. This finding represents the first reported examples of nonribosomal peptides containing this residue. The ldlld chiral sequence found for the three compounds was in agreement with that reported for previously isolated pentaminomycins and consistent with the epimerization domains present in the putative nonribosomal peptide synthetase (NRPS) biosynthetic gene cluster. |
| Databáze: | OpenAIRE |
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