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Submit ReviewGeldanamycin
Description: Selective Hsp90 inhibitor
Chemical Name: 9,13-Dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9-carbamate
Purity: ≥98% (HPLC)
Biological Activity for Geldanamycin
Geldanamycin is a selectively inhibits heat shock protein 90 (Hsp90). Binds to the ATP site of Hsp90 (Kd = 1.2 μM) and inhibits its chaperone activity. Consequently inhibits activities of oncogenic kinases (e.g. src, Raf), p53 and steroid receptors. Demonstrates antiproliferative effect on breast cancer stem-like cells.
Technical Data for Geldanamycin
| M. Wt | 560.64 |
| Formula | C29H40N2O9 |
| Storage | Desiccate at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 30562-34-6 |
| PubChem ID | 13017912 |
| InChI Key | QTQAWLPCGQOSGP-PHLMVCJGSA-N |
| Smiles | O=C1C(OC)=C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C=C/C=C(C)/C2=O)C(C(N2)=C1)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Geldanamycin
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 5.61 | 10 |
Preparing Stock Solutions for Geldanamycin
The following data is based on the product molecular weight 560.64. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.1 mM | 17.84 mL | 89.18 mL | 178.37 mL |
| 0.5 mM | 3.57 mL | 17.84 mL | 35.67 mL |
| 1 mM | 1.78 mL | 8.92 mL | 17.84 mL |
| 5 mM | 0.36 mL | 1.78 mL | 3.57 mL |
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Product Datasheets for Geldanamycin
References for Geldanamycin
References are publications that support the biological activity of the product.
Cardenas et al (1998) Signal-transduction cascades as targets for therapeutic intervention by natural products. Trends Biotechnol. 16 427 PMID: 9807840
Roe et al (1999) Structural basis for inhibition of the Hsp90 molecular chaperone by the antitumor antibiotics radicicol and geldanomycin. J.Med.Chem. 42 260 PMID: 9925731
Whitesell et al (1994) Inhibition of heat shock protein HSP90-pp60v-src heteroprotein complex formation by benzoquinone ansamycins: essential role for stress proteins in oncogenic transformation. Proc.Natl.Acad.Sci.U.S.A. 91 8324 PMID: 8078881
Lee et al (2012) Inhibition of heat shock protein (Hsp) 27 potentiates the suppressive effect of Hsp90 inhibitors in targeting breast cancer stem-like cells. Biochimie. 94 1382 PMID: 22445681
If you know of a relevant reference for Geldanamycin, please let us know.
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Keywords: Geldanamycin, Geldanamycin supplier, Selective, Hsp90, inhibitors, inhibits, Heat, Shock, Protein, 90, antibiotics, Antibiotics, Stem, Cell, Signaling, Cancer, Cells, 1368, Tocris Bioscience
5 Citations for Geldanamycin
Citations are publications that use Tocris products. Selected citations for Geldanamycin include:
Khalafalla et al (2017) P2X7 receptor antagonism prevents IL-1β release from salivary epithelial cells and reduces inflammation in a mouse model of autoimmune exocrinopathy. J Biol Chem 292 16626 PMID: 28798231
Young et al (2015) A novel mechanism of autophagic cell death in dystrophic muscle regulated by P2RX7 receptor large-pore formation and HSP90. BMC Dev Biol 11 113 PMID: 25700737
Chung-Davidson et al (2015) Hsp90 and hepatobiliary transformation during sea lamprey metamorphosis. Nucleic Acids Res 15 47 PMID: 26627605
Yang et al (2018) NudCL2 is an Hsp90 cochaperone to regulate sister chromatid cohesion by stabilizing cohesin subunits. Cell Mol Life Sci PMID: 30368549
Barker et al (2006) Inhibition of Hsp90 acts synergistically with topoisomerase II poisons to increase the apoptotic killing of cells due to an increase in topoisomerase II mediated DNA damage. Neuroscience 34 1148 PMID: 16504968
Do you know of a great paper that uses Geldanamycin from Tocris? Please let us know.
Reviews for Geldanamycin
Average Rating: 5 (Based on 2 Reviews.)
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Good Hsp90 blocker.
By
Anonymous on 01/27/2023
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Primary hippocampal neurons
The drug was incubated at 10 μM to inhibit Hsp90.
Geldanamycin was used in resistance experiments.
By
Anonymous on 02/27/2019
Species: Human
Geldanamycin was used in resistance experiments. We investigated the Hsp90 family protein (HtpG) of the organism that makes GdA, S. hygroscopicus.
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