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Virginiamycin M1

SIGMA/V2753 - ≥95% (HPLC)

Synonym: Ostreogrycin A; Pristinamycin IIA; Staphylomycin M1; Streptogramin A; Virginiamycin M1; Mikamycin A; Staphylomycin

CAS Number: 21411-53-0
Empirical Formula (Hill Notation): C28H35N3O7
Molecular Weight: 525.59
EC Number: 244-376-6
MDL Number: MFCD00869411
Linear Formula: C28H35N3O7
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-V2753-5MG 5 mg
 $719.00
1/EA		 Add To Favorites
45-V2753-10MG 10 mg
 $1290.00
1/EA		 Add To Favorites

 

antibiotic activity spectrum Gram-positive bacteria
assay ≥95% (HPLC)
biological source Streptomyces virginiae
color white to yellow
form powder
InChI 1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5-,10-9-,18-13-/t19-,20-,26-/m1/s1
InChI key DAIKHDNSXMZDCU-QHKJSJJMSA-N
mode of action protein synthesis | interferes
Quality Level 200 
SMILES string CC(C)[C@H]1OC(=O)C2=CCCN2C(=O)c3coc(CC(=O)C[C@H](O)C=C(C)C=CCNC(=O)C=C[C@H]1C)n3
solubility methanol: soluble 10 mg/mL
storage condition (Keep container tightly closed in a dry and well-ventilated place.)
storage temp. 2-8°C
Application: The antibiotic virginiamycin is produced by Streptomyces virginiae and is a member of the virginiamycin family. Each member is produced as a mixture of two structurally different compounds that exhibit synergistic antibacterial activity. There are two groups: virginiamycin M1 (VM1) and virginiamycin S (VS). VM1 is a polyunsaturated macrocyclic petolide. VM1 and VS are both used to inhibit protein synthesis since they are bacteriostatic. When used in combination they are more effective. Virginiamycin is used as a performance promoter in animal husbandry. They are chemically modified to make therapeutic drugs such as quinupristin and dalfopristin.
Biochem/physiol Actions: Virginiamycin M1 inhibits bacterial protein synthesis at the level of aminoacyl-tRNA binding and peptide bond formation. It inactivates the 50S ribosome. S. virginiae inactivates VM1 by reducing its 16-carbonyl group, forming 16R-dihydroVM1. VM1 reductase participates solely in VM1 inactivation in vivo.
General description: Chemical structure: macrolide
Other Notes: Keep container tightly closed in a dry and well-ventilated place.
Packaging: 5, 10 mg in serum bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. 2-8°C
UNSPSC 51283805

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