Technical Data

G2024-51A
CAS Number
30562-34-6
Grade
Highly Purified
Molecular Formula
C29H40N2O9
Molecular Weight
560.64
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
Geldanamycin (Streptomyces hygroscopicus) 99+%
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; (+)-Geldanamycin; NSC 122750; NSC 212518; BRN1633093

Geldanamycin binds specifically to heat shock protein HSP90; inhibits protein maturation.

Synonyms
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; (+)-Geldanamycin; NSC 122750; NSC 212518; BRN1633093
CAS No
30562-34-6
Molecular Formula
C29H40N2O9
Molecular Weight
560.64
Appearance
Yellow powder
Purity
≥98% (HPLC, TLC)
Elemental Analysis
Calculated C: 60.19% H: 7.32% N: 4.84
Melting Point
261-266.5ºC
Solubility
Soluble in DMSO at 100mg/ml. Poorly soluble in methanol, ethanol and water; Not recommended for stock solutions. Maximum water solubility is ~20-50uM
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Warning
Toxic

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. C. DeBoer, et al.; J. Antibiot. 23: 442 (1970).|2. Inhibition of c-myc gene expression in murine lymphoblastoma cells by geldanamycin and herbimycin, antibiotics of benzoquinoid ansamycin group: H. Yamaki, et al.; J. Antibiot. 42: 604 (1989)|3. Geldanamycin selectively destabilizes and conformationally alters mutated p53: M.V. Blagosklonny, et al.; Oncogene 11: 933 (1995).|4. R.C. Schnur, et al.; J. Med. Chem. 38:3806 (1995).|5. L. Whitesell & P. Cook; Mol. Endocrinol. 10: 705 (1996).|6. Geldanamycin as a potential anti-cancer agent: its molecular target and biochemical activity: L. Neckers, et al.; Invest. New Drugs 17: 361 (1999), (Review).|7. Hsp-90-associated oncoproteins: multiple targets of geldanamycin and its analogs: M.V. Blagosklonny; Leukemia 16: 455 (2002), (Review).|8. Geldanamycin enhances hepatocyte growth factor stimulation of eNOS phosphorylation in endothelial cells: K. Makondo, et al.; Eur. J. Pharmacol. 582: 110 (2007)|9. HSP90 antagonist, geldanamycin, inhibits proliferation, induces apoptosis and blocks migration of rhabdomyosarcoma cells in vitro and seeding into bone marrow in vivo: E. Lesko, et al.; Anticancer Drugs 18: 1173 (2007).|10. Inhibition of heat shock protein 90 impairs epidermal growth factor-mediated signaling in gastric cancer cells and reduces tumor growth and vascularization in vivo: S.A. Lang, et al.; Mol. Cancer Ther. 6: 1123 (2007).|11. Low dose geldanamycin inhibits hepatocyte growth factor and hypoxia-stimulated invasion of cancer cells: F. Koga, et al.; Cell Cycle 6: 1393 (2007).|12. K. Sugimoto, et al.; Oncogene 27: 3091 (2008)
USBio References
No references available
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