Thiostrepton

Molecular Formula:

C72H85N19O18S5

CAS number:

1393-48-2

Fermentek product code:

Brand/grade:

For research

Specifications

Appearance:

White to off-white powder

slightly yellowish cast may be observed on the solid.

Purity by HPLC:

≥98% ;

Purity By TLC:

Single spot on TLC plates, multiple methods.

λmax:-Fermentek's experimental data:

250nm, 280nm in Methanol (Not mandatory, not routinely tested)

Melting point:

Thiostrepton decomposes at 246-256oC

Solubility test:

Clear colorless solution at 5 mg/ml DMSO or Chloroform.

Chemical identification

Names and identifiers:

Synonyms: Alaninamide, Bryamycin , Thiactin

EINECS 215-734-9

RTECS XN6300100

EU number:

215-734-9

Description:

Thiostrepton is a broad spectrum polypeptide antibiotic which targets a wide range of gram positive and gram negative bacteria.

Molecular weight:

1 664.89

InChl Key:

NSFFHOGKXHRQEW-DVRIZHICSA-N

Canonical SMILES:

CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C

Isomeric SMILES:

CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C\C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C

Further Information

Solubility ( literature ):

Thiostrepton is soluble in chloroform, dichloromethane, dioxane, pyridine, glacial acetic acid, DMF. Practically insoluble in water, the lower alcohols, nonpolar organic solvents, diluted aqeous acids or bases. It may be dissolved by methanolic acid or base, but with decomposition. Working solution of 1% in DMSO is unstable and should be freshly prepared and protected from light.

Compound Classification:

Polypeptide antibiotic

Antimicrobial

Storage, handling:

Store in a freezer upon arrival, at -10°C to -25°C

Use the original container to store the product.

Keep the lid tightly closed.

Avoid exposing to strong direct light.

Other vendors may recommend higher temperatures for storage.

Applications:

Thiostrepton is used as a reagent for both positive and negative selection of genes involved in nucleotide metabolism. Thiostrepton is highly active against gram-positive bacteria. In its crude form, Thiostrepton is used in veterinary medicine, in mastitis caused by gram-negative organisms and in dermatologic disorders. Antibiotic that inhibits bacterial protein synthesis. Inhibits mRNA-tRNA translocation by GTPase elongation factor G (EF-G), EF-TU(GTP)-catalyzed aa-tRNA delivery and the activity of initiation factor 2 (IF-2). Antitumor agent; induces cell cycle arrest and apoptosis in breast cancer cells via downregulation of FOXM1 expression.

Disclaimer:

Not for Human or Drug use

Not extracted from humans or animals

Refer to MSDS for further safety and handling instructions

Composition

Ingredient type:

Fermentek product