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A-6880 17-AAG, >99%

[Telatinib] [17-(Allylamino)-17-demethoxygeldanamycin] [17-(Allylamino)geldanamycin] [NSC-330507] [Tanespimycin]

A-6880PR

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M.W. 585.70

C₃₁H₄₃N₃O₈

[75747-14-7]

Warning: Toxic.

Storage: Store at or below -20 ºC. Solubility: Soluble in DMSO. Disposal: A

Semi-synthetic derivative of geldanamycin, Cat. No. G-4500, demonstrating greater stability and lower in vivo toxicity than its parent compound. 17-AAG binds specifically to heat shock protein Hsp90 in a manner similar to geldanamycin, but the binding is weaker. Schulte, T.W. and Neckers, L.M. "The benzoquinone ansamycin 17-allylamino-17-demethoxygeldanamycin binds to HSP90 and shares important biologic activities with geldanamycin." Cancer Chemother. Pharmacol. 42: 273-279 (1998).

Inhibits Akt activation and HER2 expression in tumor cells. Basso, A.D., et al. "Ansamycin antibiotics inhibit Akt activation and cyclin D expression in breast cancer cells that overexpress HER2." Oncogene 21: 1159-1166 (2002).

Exhibits 100-fold higher binding affinity for tumor-cell-derived hsp90 over that derived from normal cells. Kamal, A., et al. "A high-affinity conformation of Hsp90 confers tumour selectivity on Hsp90 inhibitors." Nature 425: 407-10 (2003).

Sensitizes tumor cells to growth arrest and apoptosis induced by paclitaxel, Cat. No. P-9600. Nguyen, D.M., et al. "Sequence-dependent enhancement of paclitaxel toxicity in non-small cell lung cancer by 17-allylamino 17-demethoxygeldanamycin." J. Thorac. Cardiovasc. Surg. 118: 908-915 (1999) and Solit, D.B., et al. "Inhibition of heat shock protein 90 function down-regulates Akt kinase and sensitizes tumors to Taxol." Cancer Res. 63: 2139-2144 (2003).

Sensitizes colon cancer cells to cisplatin-induced cell death. Vasilevskaya, I.A., et al. "Quantitative effects on c-Jun N-terminal protein kinase signaling determine synergistic interaction of cisplatin and 17-allylamino-17-demethoxygeldanamycin in colon cancer cell lines." Mol Pharmacol. 65: 235-243 (2004).

Inhibits angiogenesis. Kaur, G, et al. "Antiangiogenic properties of 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin: an orally bioavailable heat shock protein 90 modulator." Clin. Cancer Res. 10: 4813-4821 (2004).

Sold for laboratory or manufacturing purposes only; not for human, veterinary, food, or household use.

17-AAG