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598226

Thiostrepton

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

Synonym(s):

Thiostrepton, FOXM1 Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C72H85N19O18S5
CAS Number:
1393-48-2
Molecular Weight:
1664.89
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00135828
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
OK to freeze, desiccated, protect from light
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Product Name

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 Level

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

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)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Sarah Franco et al.
Heliyon, 6(6), e04028-e04028 (2020-06-25)
Accelerated smooth muscle cell (SMC) proliferation is the primary cause of intimal hyperplasia (IH) following vascular interventions. Forkhead Box M1 (FOXM1) is considered a proliferation-associated transcription factor. However, the presence and role of FOXM1 in IH following vascular injury have
Cassie Liu et al.
Journal of ovarian research, 17(1), 94-94 (2024-05-05)
Genetic studies implicate the oncogenic transcription factor Forkhead Box M1 (FOXM1) as a potential therapeutic target in high-grade serous ovarian cancer (HGSOC). We evaluated the activity of different FOXM1 inhibitors in HGSOC cell models. We treated HGSOC and fallopian tube
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In ovarian tumors, the omental microenvironment profoundly influences the behavior of cancer cells and sustains the acquisition of stem-like traits, with major impacts on tumor aggressiveness and relapse. Here, we leverage a patient-derived platform of organotypic cultures to study the
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Global Trade Item Number

SKUGTIN
598226-1GM07790788051914
598226-10GM04055977189162