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Virginiamycin S1

 
Catalog No.
C5778
大环内酯类抗生素
组合的产品项目
规格价格库存 数量
5mg
¥ 5,200.00
Ship with 10-15 days
25mg
¥ 18,037.00
Ship with 10-15 days

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背景

Virginiamycin S1 is a macrolide antibiotic that reversibly inhibits protein synthesis [1][2][3].

Virginiamycin complex contains two antibiotics, virginiamycin M1 and virginiamycin S1. Streptogramins are divided into class A and class B based on their structures. Virginiamycin S1 is a member of the streptogramin B group of antibiotics, which bind the peptide exit tunnel to inhibit the elongation stage of translation. They show good bactericidal activity against methicillin-resistant S. aureus (MRSA), although resistance in MRSA is conferred by the cfr gene. Virginiamycin M1 has activity against gram-positive and in select cases gram-negative bacteria. Combination of group A and B streptogramins exhibit bactericidal activity [1]. Virginiamycin S1 acted synergistically with virginiamycin M1 to irreversibly inhibit protein synthesis in bacteria. In cell-free systems, Virginiamycin M1 and virginiamycin S1 bound to the large ribosomal subunit, and the affinity of ribosomes for VS is increased by VM [2][3].

References:
[1].  Fair RJ, Tor Y. Antibiotics and bacterial resistance in the 21st century. Perspect Medicin Chem. 2014 Aug 28;6:25-64.
[2].  Kehrenberg C, Cuny C, Strommenger B, et al. Methicillin-resistant and -susceptible Staphylococcus aureus strains of clonal lineages ST398 and ST9 from swine carry the multidrug resistance gene cfr. Antimicrob Agents Chemother. 2009 Feb;53(2):779-81.
[3].  Parfait R, Cocito C. Lasting damage to bacterial ribosomes by reversibly bound virginiamycin M. Proc Natl Acad Sci U S A. 1980 Sep;77(9):5492-6.

化学属性

Physical AppearanceA solid
StorageStore at -20°C
M.Wt823.9
Cas No.23152-29-6
FormulaC43H49N7O10
SynonymsStaphylomycin S
SolubilitySoluble in ethanol;methanol;DMSO;dimethyl formamide
Chemical NameN-((6R,9S,10R,13S,15aS,22S,24aS)-22-benzyl-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1]oxa[4,7,10,13,16]pentaazacyclononadecin-9-yl)-3-hydroxypicolinamide
SDFDownload SDF
Canonical SMILESO=C1C[C@](C(N[C@@H](C2=CC=CC=C2)C(O[C@H](C)[C@H](NC(C3=C(O)C=CC=N3)=O)C4=O)=O)=O)([H])N(C([C@@](CC5=CC=CC=C5)([H])N(C)C([C@]6([H])CCCN6C([C@H](N4)CC)=O)=O)=O)CC1
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化学结构

Virginiamycin S1