BioViotica

Geldanamycin

CHF 25.00
In stock
BVT-0196-C100100 µgCHF 25.00
BVT-0196-C500500 µgCHF 40.00
BVT-0196-M0011 mgCHF 65.00
BVT-0196-M0055 mgCHF 145.00
More Information
Product Details
Synonyms NSC122750; BRN1633093; U-29135
Product Type Chemical
Properties
Formula

C29H40N2O9

MW 560.6
CAS 30562-34-6
RTECS LX8920000
Source/Host Chemicals Isolated from Streptomyces hygroscopicus.
Purity Chemicals ≥98% (HPLC)
Appearance Yellow solid.
Solubility Soluble in methanol or DMSO; insoluble in water.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key QTQAWLPCGQOSGP-GAEFGYQESA-N
Smiles CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic.
  • Potent antitumor compound.
  • pp60src tyrosine kinase inhibitor.
  • Inhibits c-mycgene expression in murine lymphoblastoma cells.
  • Inhibits the transforming activity of abl, erbB, fps, src and yes.
  • Binds specifically to heat shock protein 90 (HSP90) and to its endoplasmic reticulum homolog GP96 (GRP94).
  • Destabilizes several oncogene and proto-oncogene products.
  • Potent nuclear hormone receptor family inhibitor.
Product References
  1. Geldanamycin, a new antibiotic: C. DeBoer, et al.; J. Antibiot. 23, 442 (1970)
  2. Inhibition of c-myc gene expression in murine lymphoblastoma cells by geldanamycin and herbimycin, antibiotics of benzoquinoid ansamycin group: H. Yamaki, et al.; J. Antibiot. 42, 604 (1989)
  3. Geldanamycin selectively destabilizes and conformationally alters mutated p53: M.V. Blagosklonny, et al.; Oncogene 11, 933 (1995)
  4. Inhibition of the oncogene product p185erbB-2 in vitro and in vivo by geldanamycin and dihydrogeldanamycin derivatives: R.C. Schnur, et al.; J. Med. Chem. 38, 3806 (1995)
  5. Stable and specific binding of heat shock protein 90 by geldanamycin disrupts glucocorticoid receptor function in intact cells: L. Whitesell & P. Cook; Mol. Endocrinol. 10, 705 (1996)
  6. Geldanamycin as a potential anti-cancer agent: its molecular target and biochemical activity: L. Neckers, et al.; Invest. New Drugs 17, 361 (1999), (Review)
  7. Hsp-90-associated oncoproteins: multiple targets of geldanamycin and its analogs: M.V. Blagosklonny; Leukemia 16, 455 (2002), (Review)
  8. Geldanamycin enhances hepatocyte growth factor stimulation of eNOS phosphorylation in endothelial cells: K. Makondo, et al.; Eur. J. Pharmacol. 582, 110 (2007)
  9. HSP90 antagonist, geldanamycin, inhibits proliferation, induces apoptosis and blocks migration of rhabdomyosarcoma cells in vitro and seeding into bone marrow in vivo: E. Lesko, et al.; Anticancer Drugs 18, 1173 (2007)
  10. Inhibition of heat shock protein 90 impairs epidermal growth factor-mediated signaling in gastric cancer cells and reduces tumor growth and vascularization in vivo: S.A. Lang, et al.; Mol. Cancer Ther. 6, 1123 (2007)
  11. Low dose geldanamycin inhibits hepatocyte growth factor and hypoxia-stimulated invasion of cancer cells: F. Koga, et al.; Cell Cycle 6, 1393 (2007)
  12. Hsp90-inhibitor geldanamycin abrogates G(2) arrest in p53-negative leukemia cell lines through the depletion of Chk1: K. Sugimoto, et al.; Oncogene 27, 3091 (2008)
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