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G2024-51A Geldanamycin (Streptomyces hygroscopicus) 99+% CAS: 30562-34-6

Specifications
References
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
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
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
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