RRC ID 55118
著者 Kaweewan I, Hemmi H, Komaki H, Harada S, Kodani S.
タイトル Isolation and structure determination of a new lasso peptide specialicin based on genome mining.
ジャーナル Bioorg Med Chem
Abstract Based on genome mining, a new lasso peptide specialicin was isolated from the extract of Streptomyces specialis. The structure of specialicin was established by ESI-MS and NMR analyses to be a lasso peptide with the length of 21 amino acids, containing an isopeptide bond and two disulfide bonds in the molecule. The stereochemistries of the constituent amino acids except for Trp were determined to be L and the stereochemistry of Trp at C-terminus was determined to be D. Three dimensional structure of specialicin was determined based on NOE experimental data, which indicated that specialicin possessed the similar conformational structure with siamycin I. Specialicin showed the antibacterial activity against Micrococcus luteus and the moderate anti-HIV activity against HIV-1 NL4-3. The biosynthetic gene cluster of specialicin was proposed from the genome sequence data of S. specialis.
巻・号 26(23-24)
ページ 6050-6055
公開日 2018-12-15
DOI 10.1016/j.bmc.2018.11.007
PII S0968-0896(18)31650-X
PMID 30448257
MeSH Anti-Bacterial Agents / chemistry Anti-Bacterial Agents / isolation & purification Anti-Bacterial Agents / pharmacology* Anti-HIV Agents / chemistry Anti-HIV Agents / isolation & purification Anti-HIV Agents / pharmacology* Dose-Response Relationship, Drug HIV / drug effects* Intercellular Signaling Peptides and Proteins Microbial Sensitivity Tests Micrococcus luteus / drug effects* Molecular Conformation Multigene Family Peptides / chemistry Peptides / genetics Peptides / isolation & purification Peptides / pharmacology* Streptomyces / chemistry Structure-Activity Relationship
IF 2.802
引用数 10
リソース情報
一般微生物 JCM 16611