Thiostrepton A cyclic peptide antibiotic. Blocks dissociation of EF-G from the ribosome, preventing turnover and impeding protein synthesis.

Thiostrepton  (CAS 1393-48-2)

Thiostrepton is rated 5.0 out of 5 by 1.
  • 2016-09-28T11:19CST
  • bvseo_cps, prod_bvrr, vn_cps_3.4.0
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_203412, PRD, sort_relevancy
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 64ms
  • REVIEWS, PRODUCT
| See 2 Citations
Synonym: Bryamycin; Thiactin; Alaninamide
Application: A protein synthesis-inhibiting antibiotic
CAS Number: 1393-48-2
Purity: ≥95%
Molecular Weight: 1664.88
Molecular Formula: C72H85N19O18S5
* Refer to Certificate of Analysis for lot specific data (including water content).
submit a review for this product and receive 15 cruzcredits

Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
Thiostrepton sc-203412 1 g $87.00
Thiostrepton sc-203412A 5 g $349.00

Thiostrepton is a cyclic peptide antibiotic, densely packed with thiazoles and other structurally intriguing moieties. Thiostrepton exhibits antibiotic activity through blockade of ribosome turnover after an elongation step in protein synthesis by inhibiting both the dissociation of elongation factor G (EF-G) from the ribosome and the release of inorganic phosphate from EF-G following GTP hydrolysis. Thiostrepton is also described to show efficacy against cancer cell growth through downregulation of the forkhead box M1 (FOXM1) transcription factor, commonly overexpressed in many malignancies. Thiostrepton is an inhibitor of FOXM1.


References

1. Bodley, J.W., et al. 1970. Biochem. Biophys. Res. Commun. 41: 1406-1411. PMID: 5487868
2. Kutay, U.R., et al. 1990. Biochim. Biophys. Acta. 1050: 193-196. PMID: 2169893
3. Smokvina, T., et al. 1990. Gene. 94: 53-59. PMID: 2227452
4. Thompson, J. and Cundliffe, E. 1991. Biochimie. 73: 1131-1135. PMID: 1720665
5. Ryan, P.C., et al. 1991. J. Mol. Biol. 221: 1257-1268. PMID: 1942050
6. Miller, S.P. and Bodley, J.W. 1991. Nucleic Acids Res. 19: 1657-1660. PMID: 2027773
7. Malina, H., et al. 1992. Appl. Environ. Microbiol. 58: 895-899. PMID: 1575490
8. Blanco, G., et al. 1992. Gene. 112: 59-65. PMID: 1551599
9. Saarma, U. and Remme, J. 1992. Nucleic Acids Res. 20: 3147-3152. PMID: 1377819
10. Rosendahl, G., et al. 1994. Nucleic Acids Res. 22: 357-363. PMID: 8127673
11. Chiu, M.L., et al. 1999. J. Biol. Chem. 274: 20578-20586. PMID: 10400688
12. Rodnina, M.V., et al. 1999. Proc. Natl. Acad. Sci. U.S.A. 96: 9586-9590. PMID: 10449736
13. Gonzalez, R.L., et al. 2007. RNA. 13: 2091-2097. PMID: 17951333
14. Kwok, J.M., et al. 2008. Mol. Cancer Ther. 7: 2022-2032. PMID: 18645012

Appearance :
Powder
Physical State :
Solid
Derived From :
Streptomyces azureus
Solubility :
Soluble in DMSO (10 mg/ml), chloroform (10 mg/ml), dioxane, pyridine, glacial acetic acid, and DMF. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
246-256° C
Density :
1.64 g/cm3 (Predicted)
Refractive Index :
n20D 1.77 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
XN6300100
PubChem CID :
16220061
Merck Index :
14: 9364
MDL Number :
MFCD00135828
EC Number :
215-734-9
SMILES :
CCC(C)[C@@H]1N[C@@H]2C=CC3=C(N=C(C=C3[C@H](C)O)C(=O)O[C@H](C)[C@@H]3NC(=O)C4=CSC(=N4)[C@@H](NC(=O)[C@H]4CSC(=N4)C(NC(=O)[C@@H](NC(=O)C4=CSC(=N4)[C@]4(CCC(=N[C@H]4C4=CSC3=N4)C3=NC(=CS3)C(=O)NC(=C)C(=O)NC(=C)C(N)=O)NC(=O)[C@H](C)NC(=O)C(=C)NC(=O)[C@H](C)NC1=O)[C@@H](C)O)=C/C)[C@@](C)(O)[C@@H](C)O)[C@H]2O

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

You May Also Like

Thiostrepton Product Citations

See how others have used Thiostrepton. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 25897210
Chan-On, W. et al. 2015. Quinoline-based clioquinol and nitroxoline exhibit anticancer activity inducing FoxM1 inhibition in cholangiocarcinoma cells. Drug design, development and therapy. 9: 2033-47.

PMID: # 25897210
Chan-On, W. et al. 2015. Quinoline-based clioquinol and nitroxoline exhibit anticancer activity inducing FoxM1 inhibition in cholangiocarcinoma cells. Drug Des Devel Ther. 9: 2033-47.

Citations 1 to 2 of 2 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 45ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Sandu Sandu, C. et al. (PubMed 26033448) demonstrated a novel mechanism of proteasome inhibition mediated by Thiostrepton, a cyclic peptide antibiotic. Thiostrepton binds covalently to Rpt subunits of the 19S regulatory particle and forms bridges with a proteasome substrate. -SCBT Publication Review
Date published: 2015-04-17
  • 2016-09-28T11:19CST
  • bvseo_cps, prod_bvrr, vn_cps_3.4.0
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_203412, PRD, sort_relevancy
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 40ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2016 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.