345805

Geldanamycin, Streptomyces hygroscopicus

A benzoquinoid antibiotic that inhibits p60^c-src tyrosine kinase and c-myc gene expression in murine lymphoblastoma cells.

• Sinônimo(s): Geldanamycin, Streptomyces hygroscopicus
• Fórmula empírica (Notação de Hill): C₂₉H₄₀N₂O₉
• Número CAS: 30562-34-6
• Peso molecular: 560.64
• Número MDL: MFCD00274570
• Código UNSPSC: 12352200

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥95% (HPLC)
• Formulário: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; protect from light
• cor: yellow
• solubilidade: DMSO: 1 mg/mL
• Condições de expedição: ambient
• temperatura de armazenamento: −20°C
• InChI: 1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1
• chave InChI: QTQAWLPCGQOSGP-KSRBKZBZSA-N

Descrição

Descrição geral

A benzoquinoid antibiotic that inhibits p60^c-src tyrosine kinase and c-myc gene expression in murine lymphoblastoma cells. Geldanamycin has antiproliferative and antitumor effects. Rapidly depletes p185^c-erbB2 protein tyrosine kinase in breast carcinoma cells. Binds to HSP90 and disrupts Raf1-HSP90 complex leading to destabilization of Raf1. Inhibits basal and hypoxia-induced expression of c-Jun (IC₅₀ = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal kinase activity. Also known to selectively destabilize mutated p53 protein from a number of breast, leukemia, and prostate cell lines.

A benzoquinoid antibiotic that is a potent inhibitor of pp60^src tyrosine kinase. Geldanamycin has antiproliferative and antitumor effects. Inhibits basal and hypoxia-induced expression of c-Jun (IC₅₀ = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal Kinase activity. Binds to HSP90 and disrupts raf1-HSP90 complex leading to destabilizing of Raf1. Also destabilizes mutant p53 protein from a number of breast, leukemic, and prostate cell lines. Inhibits c-myc expression in murine lymphoblastoma cells. Approximately ten-fold more potent than herbimycin A (Cat. No. 375670).

Ações bioquímicas/fisiológicas

Cell permeable: no

Primary Target
pc60^c-svc tyrosine kinase

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 75 nM Inhibiting basal and hypoxia-induced expression of c-Jun

Advertência

Toxicity: Standard Handling (A)

Nota de preparo

Further dilute with aqueous buffers just prior to use.

Outras notas

Vasilevskaya, I.A., and O’Dwyer, P.J. 1999. Cancer Res.59, 3935.
Mimnaugh, E.G., et al. 1996. J. Biol. Chem. 271, 22796.
Schulte, T.W., et al. 1996. Mol. Cell. Biol. 16, 5839.
Blagosklonny, M.V., et al. 1995. Oncogene11, 933.
Schnur, R.C., et al. 1995. J. Med. Chem.38, 3806.
Whitesell, L., et all. 1994. Proc. Natl. Acad. USA91, 8324.
Yamaki, H., et al. 1989. J. Antibiot.42, 604.
Uehara, Y., et al. 1984. Mol. Cell. Biol.6, 2198.

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable