V4140

Virginiamycin S₁

≥99% (HPLC)

• 동의어(들): dihydro virginiamycin S1, Antibiotic 899, Staphylomycin S
• 실험식(Hill 표기법): C₄₃H₄₉N₇O₁₀
• CAS Number: 23152-29-6
• Molecular Weight: 823.89
• EC Number: 245-462-6
• UNSPSC 코드: 51283805
• PubChem Substance ID: 329829048
• NACRES: NA.85

속성

• 생물학적 소스: Streptomyces virginiae
• 분석: ≥99% (HPLC)
• 형태: solid
• 저장 조건: (Keep container tightly closed in a dry and well-ventilated place.)
• 색상: white
• 항생제 활성 스펙트럼: Gram-positive bacteria
• 동작 모드: protein synthesis | interferes
• 저장 온도: −20°C
• SMILES string: 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
• InChI key: FEPMHVLSLDOMQC-IYPFLVAKSA-N

설명

일반 설명

Chemical structure: macrolide

애플리케이션

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.

생화학적/생리학적 작용

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.

제조 메모

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

기타 정보

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

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable