G3381

Sigma

 

Geldanamycin from Streptomyces hygroscopicus

≥98% (HPLC), powder

CAS Number:30562-34-6
Linear Formula:C29H40N2O9
Molecular Weight:560.64
MDL number:MFCD00274570

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Description

Biochem/physiol ActionsGeldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
It binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, it is a potent inhibitor of the nuclear hormone receptor family.

Properties

assay≥98% (HPLC)
formpowder
color yellow to orange
solubilityDMSO: soluble
storage temp.−20°C

Safety

Personal Protective EquipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany2
RTECSLX8920000

References

referenceSupko, J.G., et al., Preclinical pharmacologic evaluation of geldanamycin as an antitumor agent. Cancer Chemother. Pharmacol. 36, 305-315, (1995)
 Chavany, C., et al., p185erbB2 binds to GRP94 in vivo. Dissociation of the p185erbB2/GRP94 heterocomplex by benzoquinone ansamycins precedes depletion of p185erbB2. J. Biol. Chem. 271, 4974, (1996)
 Whitesell, L., et al., Stable and specific binding of heat shock protein 90 by geldanamycin disrupts glucocorticoid receptor function in intact cells. Mol. Endocrinol. 10, 705-712, (1996)
 Stebbins, C.E., et al., Crystal structure of an Hsp90-geldanamycin complex: targeting of a protein chaperone by an antitumor agent. Cell 89, 239-250, (1997)
 Whitesell, L., et al., 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, 8324-8328, (1994)
 Schneider, C., et al., Pharmacologic shifting of a balance between protein refolding and degradation mediated by Hsp90. Proc. Natl. Acad. Sci. U. S. A. 93, 14536-14541, (1996)
 Joly, G.A., et al., Potent inhibition of inducible nitric oxide synthase by geldanamycin; a tyrosine kinase inhibitor in endothelial smooth muscle cells and in rat aorta. FEBS Lett., 40, (1997)