7229-50-7

中文名称鏈菌鹼

CAS 7229-50-7

分子式 C32H44N2O9

分子量 600.7

MOL 文件 7229-50-7.mol

7229-50-7 结构式

基本信息物理化学性质安全数据常见问题列表

基本信息

中文别名

链菌碱
門黴素
鏈菌鹼
链霉溶菌素

英文别名

portamycin
Streptolydigin
Antibiotic D-45
2-Pyrrolidineacetamide, 4-(2E,4E,6R)-6-(1R,2R,3R,4S,5R)-1,4-dimethylspiro2,9-dioxabicyclo3.3.1non-6-ene-8,2-oxiran-3-yl-1-hydroxy-4-methyl-2,4-heptadienylidene-N,.alpha.-dimethyl-3,5-dioxo-1-(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl-, (.alpha
2-Pyrrolidineacetamide, 4-[(2E,4E,6R)-6-[(1R,2'R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxiran]-3-yl]-1-hydroxy-4-methyl-2,4-heptadien-1-ylidene]-N,α-dimethyl-3,5-dioxo-1-[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]-, (αS,2S,4E)-

物理化学性质

熔点147-148°

比旋光度D25 -93° (c = 1.6 in chloroform)

沸点659.54°C (rough estimate)

密度1.1852 (rough estimate)

折射率1.6260 (estimate)

酸度系数(pKa)4.50±1.00(Predicted)

安全数据

毒性LD50 i.p. in mice: 533 mg/kg (DeBoer)

常见问题列表

生物活性

Streptolydigin (Portamycin) 是一种 3-乙酰基四酸抗生素，是一种有效的细菌 RNA 聚合酶 (bacterial RNA polymerase) 抑制剂，Ki 为 18 μM，Kd 为 15 μM。Streptolydigin 通过与 RNA 聚合酶结合来抑制 RNA 合成 (RNA synthesis)，但不抑制真核生物 RNA 聚合酶。Streptolydigin 具有强大的抗菌活性，特别是对厌氧菌和一些革兰氏阳性需氧菌。

靶点

Ki: 18 μM (Bacterial RNA polymerase)
Kd: 15 μM (Bacterial RNA polymerase)

体外研究

The antibiotic Streptolydigin (Stl) is a derivative of 3-acetyltetramic acid. Binding of Streptolydigin to RNA polymerase strictly depends on a noncatalytic magnesium ion which is likely chelated by the aspartate of the bridge helix of the active center.
Streptolydigin inhibits T. thermophilus RNA polymerase with a K _i of 1.8 μM.
Streptolydigin (Stl) inhibits initiation, elongation, and pyrophosphorolysis by bacterial RNA polymerase. Streptolydigin interacts with three structural elements within RNAP: the Stl pocket, the bridge helix, and the trigger-loop region. The Streptolydigin streptolol moiety interacts with the Streptolydigin pocket and bridge helix, and the Streptolydigin tetramic-acid moiety interacts with the trigger-loop region.