Longicatenamides A–D, Two Diastereomeric Pairs of Cyclic Hexapeptides Produced by Combined-culture of Streptomyces sp. KUSC_F05 and Tsukamurella pulmonis TP-B0596
Autor: | Hiroyasu Onaka, Weicheng Wang, Shan Lu, Takefumi Kuranaga, Yulu Jiang, Hideaki Kakeya, Takumi Matsumoto |
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Rok vydání: | 2021 |
Předmět: |
0301 basic medicine
Pharmacology chemistry.chemical_classification Tsukamurella pulmonis biology 010405 organic chemistry Stereochemistry Chemistry 030106 microbiology Ms analysis Diastereomer Bacillus subtilis biology.organism_classification medicine.disease_cause 01 natural sciences Streptomyces 0104 chemical sciences Highly sensitive Amino acid 03 medical and health sciences Drug Discovery medicine Two-dimensional nuclear magnetic resonance spectroscopy |
Zdroj: | The Journal of Antibiotics. 74:307-316 |
ISSN: | 1881-1469 0021-8820 |
DOI: | 10.1038/s41429-020-00400-3 |
Popis: | Longicatenamides A-D, two diastereomeric pairs of new cyclic hexapeptides, were isolated from the combined-culture of Streptomyces sp. KUSC_F05 and Tsukamurella pulmonis TP-B0596. Their planar structures were determined by spectroscopic analysis including extensive 2D NMR and MS analysis. The absolute configurations of their component amino acids were determined by the use of highly sensitive reagents we recently developed; the highly sensitive-advanced Marfey's method (HS-advanced Marfey's method), which led us to reduce the sample loss and prevent incorrect structural determination. Particularly, the Cβ-stereochemistry of hyGlu in longicatenamides A and C was assigned without any use of Cβ-Marfey's methods. Longicatenamide A exhibited weak but preferential antimicrobial activity against Bacillus subtilis. |
Databáze: | OpenAIRE |
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