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HSP90 inhibitor
17-AAG is a less toxic and more stable analog of geldanamycin. It is an HSP90 inhibitor that displays a 100-fold higher affinity for HSP90 derived from tumor cells compared to HSP90 from normal cells. 17-AAG inhibits Akt activation and expression in tumors and synergizes with a number of antitumor agents such as taxol, cisplatin, and UCN-014. 17-AAG causes the inactivation, destabilization and eventual degradation of HIF-1α. Inhibitor of telomerase activity. Inducer of apoptosis with antitumor activity. Inducer of macroautophagy.
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Product Details
| Alternative Name |
17-(Allylamino)-17-desmethoxygeldanamycin |
|---|---|
| Appearance |
Red to dark red or purple solid. |
| CAS |
75747-14-7 |
| Couple Target |
HSP90 |
| Couple Type |
Inhibitor |
| Formula |
C31H43N3O8 |
| Identity |
Determined by 1H-NMR. |
| MW |
585.7 |
| Purity |
≥98% (TLC) |
| Solubility |
Soluble in DMSO (>20mg/ml) or 100% ethanol (10mg/ml). |
| Source |
Semisynthetic derivative from geldanamycin. |
| Technical Info / Product Notes |
Replacement for ADI-HPK-101. |
Handling & Storage
| Use/Stability |
As indicated on product label or CoA when stored as recommended. |
|---|---|
| Handling |
Protect from light. |
| Long Term Storage |
-20°C |
| Shipping |
Ambient Temperature |
| Regulatory Status |
RUO – Research Use Only |
|---|
- Hsp90‐mediated regulation of DYRK3 couples stress granule disassembly and growth via mTORC1 signaling: L. Mediani, et al.; EMBO Rep. 2021, e51740 (2021), Abstract
- Phenotypic Screen with TSC-Deficient Neurons Reveals Heat-Shock Machinery as a Druggable Pathway for mTORC1 and Reduced Cilia: Di Nardo, A., Lenoël, I., et al.; Cell Rep. 31, 107780 (2020), Abstract
- Reversing drug resistance of cisplatin by hsp90 inhibitors in human ovarian cancer cells: Z. Zhang, et al.; Int. J. Clin. Exp. Med. 8, 6687 (2015), Application(s): Cell Culture, Abstract — Full Text
- Sensitization of Chemo-Resistant Human Chronic Myeloid Leukemia Stem-Like Cells to Hsp90 Inhibitor by SIRT1 Inhibition: H.B. Kim, et al.; Int. J. Biol. Sci. 11, 923 (2015), Application(s): Cell Culture, Abstract — Full Text
- Radicicol induces intracellular accumulation of glycan-deficient clusterin variant: I. Choi, et al.; Biochem. Biophys. Res. Commun. 458, 555 (2015), Application(s): Cell Culture, Abstract
- HSF1 deficiency and impaired HSP90-dependent protein folding are hallmarks of aneuploid human cells: Donnelly, N., Passerini, V., et al.; EMBO J. 33, 2374 (2014), Abstract
- A novel synthetic 1,3-phenyl bis-thiourea compound targets microtubule polymerization to cause cancer cell death: Shing, J. C., Choi, J. W., et al.; Cancer Biol. Ther. 15, 895 (2014), Abstract
- Aryl hydrocarbon receptor is a target of 17-Allylamino-17-demethoxygeldanamycin and enhances its anticancer activity in lung adenocarcinoma cells: P.H. Chen, et al.; Mol. Pharmacol. 83, 605 (2013), Abstract — Full Text
- The selective Hsp90 inhibitor BJ-B11 exhibits potent antitumor activity via induction of cell cycle arrest, apoptosis and autophagy in Eca-109 human esophageal squamous carcinoma cells: Liu, K. S., Zhang, Y., et al.; Int. J. Oncol. 41, 2276 (2012), Abstract
- Hyperthermia stimulates HIV-1 replication: Roesch, F., Meziane, O., et al.; PLoS Pathog. 8, e1002792 (2012), Abstract
- The new platinum(IV) derivative LA-12 shows stronger inhibitory effect on Hsp90 function compared to cisplatin: Kvardova, V., Hrstka, R., et al.; Mol. Cancer 9, 147 (2010), Application(s): Inhibition, Abstract
- Reactive oxygen species mediate hepatotoxicity induced by the Hsp90 inhibitor geldanamycin and its analogs: Samuni, Y., Ishii, H., et al.; Free Radic. Biol. Med. 48, 1559 (2010), Abstract
- 17-AAG induces cytoplasmic alpha-synuclein aggregate clearance by induction of autophagy: M. Riedel, et al.; PLos One 5, e8753 (2010), Abstract — Full Text
- Transcriptomic and proteomic approach to studying SNX-2112-induced K562 cells apoptosis and anti-leukemia activity in K562-NOD/SCID mice: Jin, L., Xiao, C. L., et al.; FEBS Lett. 583, 1859 (2009), Abstract
- HSP90 inhibitor 17AAG causes apoptosis in ATRA-resistant acute promyelocytic leukemia cells: P.N. Meyer, et al.; Leuk. Res. 32, 143 (2008), Abstract
- An in vitro and in vivo study of the combination of the heat shock protein inhibitor 17-allylamino-17-demethoxygeldanamycin and carboplatin in human ovarian cancer models: U. Banerji, et al.; Cancer Chemother. Pharmacol. 62, 769 (2008), Abstract
- A pivotal role for heat shock protein 90 in Ewing sarcoma resistance to anti-insulin-like growth factor 1 receptor treatment: in vitro and in vivo study: Martins, A. S., Ordóñez, J. L., et al.; Cancer Res. 68, 6260 (2008), Abstract
- Phase I and pharmacodynamic study of 17-(allylamino)-17-demethoxygeldanamycin in adult patients with refractory advanced cancers: R.K. Ramanathan, et al.; Clin. Cancer Res. 13, 1769 (2007), Abstract
- Intratumor injection of the Hsp90 inhibitor 17AAG decreases tumor growth and induces apoptosis in a prostate cancer xenograft model: C.R. Williams, et al.; J. Urol. 178, 1528 (2007), Abstract
- Rituximab and 17-allylamino-17-demethoxygeldanamycin induce synergistic apoptosis in B-cell chronic lymphocytic leukaemia: A.J. Johnson, et al.; Br. J. Haematol. 139, 837 (2007), Abstract
- Drugging the cancer chaperone HSP90: Combinatorial therapeutic exploitation of oncogene addiction and tumor stress: P. Workman, et al.; Ann. N.Y. Acad. Sci. 1113, 202 (2007), Abstract
- Synergism between etoposide and 17-AAG in leukemia cells: critical roles for Hsp90, FLT3, topoisomerase II, Chk1, and Rad51: Q. Yao, et al.; Clin. Cancer Res. 13, 1591 (2007), Abstract — Full Text
- Chaperoning oncogenes: HSP90 as a target of geldanamycin: L. Neckers; Handb. Exp. Pharmacol. 172, 259 (2006), (Review), Abstract
- 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: I.A. Vasilevskaya, et al.; Mol. Pharmacol. 65, 235 (2004), Abstract
- A high-affinity conformation of Hsp90 confers tumour selectivity on Hsp90 inhibitors: A. Kamal, et al.; Nature 425, 407 (2003), Abstract
- Inhibition of heat shock protein 90 function down-regulates Akt kinase and sensitizes tumors to Taxol: D.B. Solit, et al.; Cancer Res. 63, 2139 (2003), Abstract
- Synergistic antileukemic interactions between 17-AAG and UCN-01 involve interruption of RAF/MEK- and AKT-related pathways: W. Jia, et al.; Blood 102, 1824 (2003), Abstract
- Geldanamycin and its 17-allylamino-17-demethoxy analogue antagonize the action of Cisplatin in human colon adenocarcinoma cells: differential caspase activation as a basis for interaction: I.A. Vasilevskaya, et al.; Cancer Res. 63, 3241 (2003), Abstract
- Inhibition of telomerase activity by geldanamycin and 17-allylamino, 17-demethoxygeldanamycin in human melanoma cells: R. Villa, et al.; Carcinogenesis 24, 851 (2003), Abstract
- ErbB2 degradation mediated by the co-chaperone protein CHIP: P. Zhou, et al.; J. Biol. Chem. 278, 13829 (2003), Abstract
- Enhancement of paclitaxel-mediated cytotoxicity in lung cancer cells by 17-allylamino geldanamycin: in vitro and in vivo analysis: D.M. Nguyen, et al.; Ann. Thorac. Surg. 72, 371 (2001), Abstract
- Disruption of the EF-2 kinase/Hsp90 protein complex: a possible mechanism to inhibit glioblastoma by geldanamycin: J. Yang, et al.; Cancer Res. 61, 4010 (2001), Abstract — Full Text
- Inhibition of heat shock protein 90 function by ansamycins causes the morphological and functional differentiation of breast cancer cells: P.N. Munster, et al.; Cancer Res. 61, 2945 (2001), Abstract — Full Text
- Geldanamycin and its analogue 17-allylamino-17-demethoxygeldanamycin lowers Bcr-Abl levels and induces apoptosis and differentiation of Bcr-Abl-positive human leukemic blasts: R. Nimmanapalli, et al.; Cancer Res. 61, 1799 (2001), Abstract — Full Text
- Gene expression profiling of human colon cancer cells following inhibition of signal transduction by 17-allylamino-17-demethoxygeldanamycin, an inhibitor of the hsp90 molecular chaperone: P.A. Clarke, et al.; Oncogene 19, 4125 (2000), Abstract
- The benzoquinone ansamycin 17-allylamino-17-demethoxygeldanamycin binds to HSP90 and shares important biologic activities with geldanamycin: T.W. Schulte & L.M. Neckers; Cancer Chemother. Pharmacol. 42, 273 (1998), Abstract
- 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), Abstract
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