V4140

Virginiamycin S₁

≥99% (HPLC)

• Synonim(y): dihydro virginiamycin S1, Antibiotic 899, Staphylomycin S
• Wzór empiryczny (zapis Hilla): C₄₃H₄₉N₇O₁₀
• Numer CAS: 23152-29-6
• Masa cząsteczkowa: 823.89
• Numer WE: 245-462-6
• Kod UNSPSC: 51283805
• Identyfikator substancji w PubChem: 329829048
• NACRES: NA.85

Właściwości

• pochodzenie biologiczne: Streptomyces virginiae
• Poziom jakości: 100
• Próba: ≥99% (HPLC)
• Postać: solid
• warunki przechowywania: (Keep container tightly closed in a dry and well-ventilated place.)
• kolor: white
• spektrum działania antybiotyku: Gram-positive bacteria
• Tryb działania: protein synthesis | interferes
• temp. przechowywania: −20°C
• ciąg SMILES: CC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]3CC(=O)CCN3C(=O)[C@H](Cc4ccccc4)N(C)C(=O)[C@@H]5CCCN5C1=O)c6ccccc6
• InChI: 1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25-,29-,30+,31+,32+,34+,35+/m1/s1
• Klucz InChI: FEPMHVLSLDOMQC-IYPFLVAKSA-N

Opis

Opis ogólny

Chemical structure: macrolide

Zastosowanie

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). VS is a cyclic hexadepsipeptide. VS and VM1 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. It is chemically modified to make therapeutic drugs such as quinupristin and dalfopristin.

Działania biochem./fizjol.

Virginiamycin S inhibits bacterial protein synthesis at the level of aminoacyl-tRNA binding and peptide bond formation. It inactivates the 50S ribosome. VS is a cyclic hexadepsipeptide containing a nonproteinogenic amino acid, Lphenylglycine (L-pheGly), in its core structure. The visG gene is required for VS biosynthesis. Nonribosomal peptide synthetase (NRPS) may be involved in VS biosynthesis. Virginiamycin S is active against Gram-positive bacteria.

Cyclic polypeptide antibiotic from Streptomyces sp. Acts as a synergist binding to the conformational change in the peptidyl transferase center fo the 50S ribosome.

Uwaga dotycząca przygotowania

Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.

Inne uwagi

Keep container tightly closed in a dry and well-ventilated place.

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable