100068

17-AAG

according to ISO 10272, A less toxic, potent, synthetic derivative of the ansamycin benzoquinone antibiotic Geldanamycin, Streptomyces hygroscopicus., GranuCult^® prime

• Sinónimos: 17-AAG, NSC-330507, 17-AG, 17-(Allylamino)-17-demethoxygeldanamycin, 17-Allylaminogeldanamycin
• Fórmula empírica (notación de Hill): C₃₁H₄₃N₃O₈
• Número de CAS: 75747-14-7
• Peso molecular: 585.69
• Número MDL: MFCD04973892
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Agency: according to ISO 10272
• Nivel de calidad: 100
• Línea del producto: GranuCult^® prime
• Ensayo: ≥98% (HPLC)
• Formulario: medium granules (dehydrated (DCM)); solid
• fabricante / nombre comercial: Calbiochem^®; GranuCult^®
• condiciones de almacenamiento: OK to freeze; protect from light
• técnicas: microbiological culture: suitable
• color: purple
• solubilidad: DMSO: 10 mg/mL; methanol: 10 mg/mL
• aplicaciones: food and beverages; microbiology; pathogen testing
• Condiciones de envío: wet ice
• temp. de almacenamiento: −20°C
• idoneidad: Listeria spp.
• InChI: 1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9+,18-10-,20-15+/t17-,19-,24-,25-,27+,29-/m1/s1
• Clave InChI: AYUNIORJHRXIBJ-CQFHKJEWSA-N

Descripción

Descripción general

A less toxic, potent, synthetic derivative of the ansamycin benzoquinone antibiotic Geldanamycin Streptomyces hygroscopicus (Cat. No. 345805) that binds to Hsp90 (EC₅₀ = 7.2 µM) and regulates its function. Reported to induce apoptosis and exhibit anti-tumor properties (IC₅₀ = 4.1 nM in SKBR3 and 5.2 nM in MCF7 cells). Depletes cancer cells of erbB-1, erbB-2 (EC₅₀ = 45 nM), mutant p53, (EC₅₀ = 62 nM), Raf-1 (EC₅₀ = 80 nM), and Akt. Hence, inhibits the Ras/Raf/MEK and PI3-Kinase signaling pathways. Shown to sensitize cancer cells to Paclitaxel (Cat. No. 580555) and Doxorubicin (Cat. No. 324380), and down-regulates vascular endothelial factor expression.

Acciones bioquímicas o fisiológicas

Cell permeable: no

EC50 = 7.2 µM for Hsp90

Primary Target
Hsp90

Product does not compete with ATP.

Reversible: no

Envase

Packaged under inert gas

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

Basso, A.D., et al. 2002. Oncogene21, 1159.
Clarke, P.A., et al. 2002. Oncogene19, 4125.
Clarke, P.A., et al. 2000. Oncogene19, 4125.
Schulte, T.W., and Neckers, L.M. 1998. Cancer Chemother. Pharmacol.42, 273.
Schnur, R.C., et al. 1995. J. Med. Chem.38, 3806.

Información legal

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

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