V4140

Virginiamycin S₁

≥99% (HPLC)

• 别名: dihydro virginiamycin S1, Antibiotic 899, Staphylomycin S
• 经验公式（希尔记法）: C₄₃H₄₉N₇O₁₀
• CAS号: 23152-29-6
• 分子量: 823.89
• EC號碼: 245-462-6
• 分類程式碼代碼: 51283805
• PubChem物質ID: 329829048
• NACRES: NA.85

属性

• 生物源: Streptomyces virginiae
• 化驗: ≥99% (HPLC)
• 形狀: solid
• 儲存條件: (Keep container tightly closed in a dry and well-ventilated place.)
• 顏色: white
• 抗生素活性譜: Gram-positive bacteria
• 作用方式: protein synthesis | interferes
• 儲存溫度: −20°C
• SMILES 字串: 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 密鑰: FEPMHVLSLDOMQC-IYPFLVAKSA-N

说明

一般說明

Chemical structure: macrolide

應用

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.

生化／生理作用

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.

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

準備報告

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

其他說明

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

安全信息

• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable