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Virginiamycin M1

 
Catalog No.
C5771
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

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背景

Virginiamycin M1 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 M1, also known as Streptogramin A, is a member of the streptogramin A group of antibiotics, which bind the 50S ribosomal subunit at the peptidyl transferase center to inhibit initiation and translocation. 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 M1 acted synergistically with virginiamycin S1 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 white solid
StorageStore at -20°C
M.Wt525.6
Cas No.21411-53-0
FormulaC28H35N3O7
SynonymsMikamycin A,NSC 244426,NSC 87432,Ostreogrycin A,Pristinamycin IIA,RP 12536,Streptogramin A
SolubilitySoluble in ethanol;methanol;DMSO;dimethyl formamide
Chemical Name(3R,4R,5E,10E,12E,14S)-8,9,14,15,24,25-hexahydro-14-hydroxy-4,12-3H-21,18-nitrilo-1H,22H-pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
SDFDownload SDF
Canonical SMILESO=C(/C=C/[C@@H](C)[C@@H](C(C)C)OC(C1=CCCN1C(C2=COC(C3)=N2)=O)=O)NC/C=C\C(C)=C\[C@@H](O)CC3=O
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化学结构

Virginiamycin M1