598226

Thiostrepton

≥98% (HPLC), powder, FOXM1 inhibitor, Calbiochem^®

• Synonyme(s) : Thiostrepton, FOXM1 Inhibitor I
• Formule empirique (notation de Hill) : C₇₂H₈₅N₁₉O₁₈S₅
• Numéro CAS: 1393-48-2
• Poids moléculaire : 1664.89
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00135828
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: OK to freeze, desiccated, protect from light

Propriétés

• Nom du produit: Thiostrepton, Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit.
• description: Merck USA index - 14, 9364
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated, protect from light
• color: off-white
• solubility: DMSO: 10 mg/mL, chloroform: 10 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15+
• InChI key: NSFFHOGKXHRQEW-DVRIZHICSA-N

Description

General description

A thiazole-containing peptide antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. Inhibits the function of elongation factor G (EF-G) and the dissociation of EF-G from the ribosome. The thiostrepton-resistant gene is also commonly used as a selective marker for recombinant DNA/plasmid technologies.

A thiazole-containing polypeptide antibiotic isolated from Streptomyces azureus. Inhibits bacterial protein synthesis and ribosomal GTPase activity by binding noncovalently, but virtually irreversibly, to the 23S rRNA in the GTPase center of the 50S subunit. Thiostrepton binding directly prevents binding to the ribosome of elongation factor G (EF-G), which also binds specifically to the 23S rRNA. Thiostrepton has proved useful in elucidating the molecular mechanisms of translation, particularly of ribosomal translocation. It is also used for selection, in bacteria of Streptomyces sp., of vectors containing the tsr gene (S. azureus), which encode a 23S rRNA methylase whose action prevents thiostrepton from binding to ribosomes.

Biochem/physiol Actions

Primary Target
EF-G

Other Notes

Rodnina, M.V., et al. 1999. Proc. Natl. Acad. Sci USA96, 9586.
Rosendahl, G. and Douthwaite, S. 1994. Nucleic Acids Res.22, 357.
Saarma, U. and Remme, J. 1992. Nucleic Acids Res.20, 3147.
Malina, H. and Robert-Gero, M. 1992. Appl. Environ. Microbiol.58, 895.
Blanco, G., et al. 1992. Gene112, 59.
Miller, S.P. and Bodley, J.W. 1991. Nucleic Acids Res.19, 1657.
Ryan, P.C., et al. 1991. J. Mol. Biol.221, 1257.
Kutay, U.R., et al. 1990. Biochim. Biophys. Acta1050, 193.
Smokvina, T., et al. 1990. Gene94, 53.
Garrett, R. 1983. Trends Biochem. Sci.8, 189.
Bodley, J.W., et al. 1970. Biochem. Biophys. Res. Commun.41, 1406.
Thompson, J. and Cundliffe, E. 1970. Biochimie 73, 1131.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable