V4140

Virginiamycin S₁

≥99% (HPLC)

• 別名: dihydro virginiamycin S1, Antibiotic 899, Staphylomycin S
• 実験式（ヒル表記法）: C₄₃H₄₉N₇O₁₀
• CAS番号: 23152-29-6
• 分子量: 823.89
• EC Number: 245-462-6
• UNSPSCコード: 51283805
• PubChem Substance ID: 329829048
• NACRES: NA.85

特性

• 由来生物: Streptomyces virginiae
• 品質水準: 100
• アッセイ: ≥99% (HPLC)
• 形状: solid
• 保管条件: (Keep container tightly closed in a dry and well-ventilated place.)
• 色: white
• 抗生物質活性スペクトル: Gram-positive bacteria
• 作用機序: protein synthesis | interferes
• 保管温度: −20°C
• SMILES記法: 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

詳細

詳細

Chemical structure: macrolide

アプリケーション

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.

生物化学的／生理学的作用

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.

Streptomyces属由来の環状ポリペプチド抗生物質です。50Sリボソームのペプチジルトランスフェラーゼ活性中心に結合して構造を変化させる相乗剤として働きます。

調製ノート

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

その他情報

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

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable