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Virginiamycin M1 (Synonyms: Mikamycin A,NSC 244426,NSC 87432,Ostreogrycin A,Pristinamycin IIA,RP 12536,Streptogramin A)

Catalog No.GC16050

macrolide antibiotic

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Virginiamycin M1 Chemical Structure

Cas No.: 21411-53-0

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5mg
$490.00
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25mg
$1,710.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

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.

Chemical Properties

Cas No. 21411-53-0 SDF
Synonyms Mikamycin A,NSC 244426,NSC 87432,Ostreogrycin A,Pristinamycin IIA,RP 12536,Streptogramin A
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
Canonical SMILES O=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
Formula C28H35N3O7 M.Wt 525.6
Solubility Soluble in ethanol;methanol;DMSO;dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.9026 mL 9.5129 mL 19.0259 mL
5 mM 0.3805 mL 1.9026 mL 3.8052 mL
10 mM 0.1903 mL 0.9513 mL 1.9026 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 18 reference(s) in Google Scholar.)

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