Technical Data

V2123-59
CAS Number
11006-76-1
Grade
Highly Purified
Molecular Formula
C28H35N3O7 (Virginiamycin M1) & C43H49N7O10 (Virginiamycin S1)
Molecular Weight
525.6182391
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
Virginiamycin Complex
Cebin V, Eskalin V, Eskamicin, Stafac, Stephylomycin, Mikamycin, Ostreogrycin, Patricin, Pristinamycin, Streptogramin, Vernamycin; N-((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 compound with (12Z,6R,7R,8E,13Z,15E,17S)-17-hydroxy-6-isopropyl-7,15-dimethyl-32,33-dihydro-31H-5-oxa-11-aza-1(4,2)-oxazola-3(1,5)-pyrrolacycloicosaphane-8,13,15-triene-2,4,10,19-tetraone (1:1)

Virginiamycin complex is defined as a mixture of 75% virginamycin M1 (ostreogrycin A) and 25% virginiamycin S1 and the less abundant S analogs. As the two major components have quite different solubilities these proportions are not readily achieved or used. The individual components are isolated and re-combined to provide the defined components of virginiamycin complex. The structure composition of the complex is important as Virginiamycin S1 acts a synergist, binding to the conformational change of the peptidyl transferase center of the 50S ribosome induced by ostreogrycin A.

Synonyms
Cebin V, Eskalin V, Eskamicin, Stafac, Stephylomycin, Mikamycin, Ostreogrycin, Patricin, Pristinamycin, Streptogramin, Vernamycin; N-((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 compound with (12Z,6R,7R,8E,13Z,15E,17S)-17-hydroxy-6-isopropyl-7,15-dimethyl-32,33-dihydro-31H-5-oxa-11-aza-1(4,2)-oxazola-3(1,5)-pyrrolacycloicosaphane-8,13,15-triene-2,4,10,19-tetraone (1:1)
CAS No
11006-76-1
Molecular Formula
C28H35N3O7 (Virginiamycin M1) & C43H49N7O10 (Virginiamycin S1)
Molecular Weight
525.6 (Virginiamycin M1) and 823.9 (Virginiamycin S1)
Purity
≥95% by HPLC (75% Virginamycin M1, 20% Virginiamycin S1, ~1% other minor analogs)
Appearance
White solid
Solubility
Soluble in DMF or DMSO. Viriginiamycin M1 has only limited solubility in ethanol and methanol. Poor water solubility.
Storage and Stability
Lyophilized powder may be stored at -20°C and is stable for 12 months at -20°C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. The structures of the minor components of virginiamycin S. Vanderhaeghe, H., et al., Tet. Lett. 2687 (1971). 2. Virginiamycin: nomenclature. Crooy, P. and De Neys, R.J., Antibiot. 25: 371 (1972). 3. Sites of interaction of streptogramin A and B antibiotics in the peptidyl transferase loop of 23 S rRNA and the synergism of their inhibitory mechanisms. Porse, B.T., and Garrett, R.A., J. Mol. Biol. 286: 375 (1999).
USBio References
No references available
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