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345805 Geldanamycin, Streptomyces hygroscopicus - CAS 30562-34-6 - Calbiochem

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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
30562-34-6C₂₉H₄₀N₂O₉
Description
OverviewA benzoquinoid antibiotic that inhibits p60c-src tyrosine kinase and c-myc gene expression in murine lymphoblastoma cells. Geldanamycin has antiproliferative and antitumor effects. Rapidly depletes p185c-erbB2 protein tyrosine kinase in breast carcinoma cells. Binds to HSP90 and disrupts Raf1-HSP90 complex leading to destabilization of Raf1. Inhibits basal and hypoxia-induced expression of c-Jun (IC50 = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal kinase activity. Also known to selectively destabilize mutated p53 protein from a number of breast, leukemia, and prostate cell lines.
Catalogue Number345805
Brand Family Calbiochem®
References
ReferencesVasilevskaya, I.A., and O’Dwyer, P.J. 1999. Cancer Res. 59, 3935.
Mimnaugh, E.G., et al. 1996. J. Biol. Chem. 271, 22796.
Schulte, T.W., et al. 1996. Mol. Cell. Biol. 16, 5839.
Blagosklonny, M.V., et al. 1995. Oncogene 11, 933.
Schnur, R.C., et al. 1995. J. Med. Chem. 38, 3806.
Whitesell, L., et all. 1994. Proc. Natl. Acad. USA 91, 8324.
Yamaki, H., et al. 1989. J. Antibiot. 42, 604.
Uehara, Y., et al. 1984. Mol. Cell. Biol. 6, 2198.
Product Information
CAS number30562-34-6
ATP CompetitiveN
FormYellow solid
Hill FormulaC₂₉H₄₀N₂O₉
Chemical formulaC₂₉H₄₀N₂O₉
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Targetpc60c-svc tyrosine kinase
Primary Target IC<sub>50</sub>75 nM Inhibiting basal and hypoxia-induced expression of c-Jun
Purity≥95% by HPLC
Physicochemical Information
Cell permeableN
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
RTECSLX8920000
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
345805 0

Documentation

Geldanamycin, Streptomyces hygroscopicus - CAS 30562-34-6 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Geldanamycin, Streptomyces hygroscopicus - CAS 30562-34-6 - Calbiochem Certificates of Analysis

TitleLot Number
345805

References

Reference overview
Vasilevskaya, I.A., and O’Dwyer, P.J. 1999. Cancer Res. 59, 3935.
Mimnaugh, E.G., et al. 1996. J. Biol. Chem. 271, 22796.
Schulte, T.W., et al. 1996. Mol. Cell. Biol. 16, 5839.
Blagosklonny, M.V., et al. 1995. Oncogene 11, 933.
Schnur, R.C., et al. 1995. J. Med. Chem. 38, 3806.
Whitesell, L., et all. 1994. Proc. Natl. Acad. USA 91, 8324.
Yamaki, H., et al. 1989. J. Antibiot. 42, 604.
Uehara, Y., et al. 1984. Mol. Cell. Biol. 6, 2198.

Brochure

Title
Caspases and other Apoptosis Related Tools Brochure

Citations

Title
  • Dylan T. Jones, et al. (2004) Geldanamycin and herbimycin A induce apoptotic killing of B chronic lymphocytic leukemia cells and augment the cells' sensitivity to cytotoxic drugs. Blood 103, 1855-1861.
  • Data Sheet

    Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

    Revision30-June-2008 RFH
    DescriptionA benzoquinoid antibiotic that is a potent inhibitor of pp60src tyrosine kinase. Geldanamycin has antiproliferative and antitumor effects. Inhibits basal and hypoxia-induced expression of c-Jun (IC50 = 75 nM) and abolishes hypoxia-induced increase in c-Jun N-terminal Kinase activity. Binds to HSP90 and disrupts raf1-HSP90 complex leading to destabilizing of Raf1. Also destabilizes mutant p53 protein from a number of breast, leukemic, and prostate cell lines. Inhibits c-myc expression in murine lymphoblastoma cells. Approximately ten-fold more potent than herbimycin A (Cat. No. 375670).
    FormYellow solid
    CAS number30562-34-6
    RTECSLX8920000
    Chemical formulaC₂₉H₄₀N₂O₉
    Structure formulaStructure formula
    Purity≥95% by HPLC
    SolubilityDMSO (1 mg/ml). Further dilute with aqueous buffers just prior to use.
    Storage Protect from light
    -20°C
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
    Toxicity Standard Handling
    ReferencesVasilevskaya, I.A., and O’Dwyer, P.J. 1999. Cancer Res. 59, 3935.
    Mimnaugh, E.G., et al. 1996. J. Biol. Chem. 271, 22796.
    Schulte, T.W., et al. 1996. Mol. Cell. Biol. 16, 5839.
    Blagosklonny, M.V., et al. 1995. Oncogene 11, 933.
    Schnur, R.C., et al. 1995. J. Med. Chem. 38, 3806.
    Whitesell, L., et all. 1994. Proc. Natl. Acad. USA 91, 8324.
    Yamaki, H., et al. 1989. J. Antibiot. 42, 604.
    Uehara, Y., et al. 1984. Mol. Cell. Biol. 6, 2198.
    Citation
  • Dylan T. Jones, et al. (2004) Geldanamycin and herbimycin A induce apoptotic killing of B chronic lymphocytic leukemia cells and augment the cells' sensitivity to cytotoxic drugs. Blood 103, 1855-1861.