330175 | Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem

A cell-permeable Streptomyces-derived antibiotic that contains two bicyclic peptide-linked quinoxalines and acts as a sequence-specific DNA bisintercalator.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: NSC-13502, Quinomycin A

330175
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₅₁H₆₄N₁₂O₁₂S₂ 512-64-1

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      330175-1MG
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          		Plastic ampoule 1 mg
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          Description
          OverviewA cell-permeable Streptomyces-derived antibiotic that contains two bicyclic peptide-linked quinoxalines and acts as a sequence-specific DNA bisintercalator. Echinomycin at 10 µM is shown to inhibit HIF-1 and Myc/Max DNA binding activities in U251 and MCF-7 nuclear extracts by >90%, while exhibiting little effect against the binding of AP-1 or NF-κB to their respective DNA targets that lack the 5'-ACGTG-3' core structure in cell-free EMSA assays. Reversibly inhibits hypoxia-induced HIF-1 transcription activity in an HRE promoter-based reporter assay in U215 cells (EC50 = 1.2 nM) and is of no effect against SV40 promoter-driven transcription activity. Despite echinomycin's in vitro apoptosis-inducing activity and the initial report of its in vivo antitumor effect in mice, clinical trials have not yet resulted in promising data regarding its therapeutic efficacy in cancer treatment.
          Catalogue Number330175
          Brand Family Calbiochem®
          SynonymsNSC-13502, Quinomycin A
          References
          ReferencesPark, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
          Kong, D., et al. 2005. Cancer Res. 65, 9047.
          Chang, A.Y., et al. 1998. Cancer 82, 292.
          Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
          Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
          Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
          Van Dyke, N.M., et al. 1984. Science 225, 1122.
          Ward, D.C., et al. 1965. Science 149, 1259.
          Product Information
          CAS number512-64-1
          FormWhite solid
          Hill FormulaC₅₁H₆₄N₁₂O₁₂S₂
          Chemical formulaC₅₁H₆₄N₁₂O₁₂S₂
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Purity≥98% by HPLC
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          R PhraseR: 23/24/25-46

          Toxic by inhalation, in contact with skin and if swallowed.
          May cause heritable genetic damage.
          S PhraseS: 36-36/37/39-45-53

          Wear suitable protective clothing.
          Wear suitable protective clothing, gloves and eye/face protection.
          In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
          Avoid exposure - obtain special instructions before use.
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Shipped with Blue Ice or with Dry Ice
          Toxicity Toxic
          Storage -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.
          Packaging Information
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          330175

          References

          Reference overview
          Park, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
          Kong, D., et al. 2005. Cancer Res. 65, 9047.
          Chang, A.Y., et al. 1998. Cancer 82, 292.
          Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
          Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
          Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
          Van Dyke, N.M., et al. 1984. Science 225, 1122.
          Ward, D.C., et al. 1965. Science 149, 1259.
          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.

          Revision27-May-2009 RFH
          SynonymsNSC-13502, Quinomycin A
          DescriptionA cell-permeable Streptomyces-derived antibiotic that contains two bicyclic peptide-linked quinoxalines and acts as a sequence-specific DNA bisintercalator. Echinomycin at 10 µM is shown to inhibit HIF-1 and Myc/Max DNA binding activities in U251 and MCF-7 nuclear extracts by >90%, while exhibiting little effect against the binding of AP-1 or NF-κB to their respective DNA targets that lack the 5'-ACGTG-3' core structure in cell-free EMSA assays. Reversibly inhibits hypoxia-induced HIF-1 transcription activity in an HRE promoter-based reporter assay in U215 cells (EC50 = 1.2 nM) and is of no effect against SV40 promoter-driven transcription activity. Despite echinomycin's in vitro apoptosis-inducing activity and the initial report of its in vivo antitumor effect in mice, clinical trials have not yet resulted in promising data regarding its therapeutic efficacy in cancer treatment.
          FormWhite solid
          CAS number512-64-1
          Chemical formulaC₅₁H₆₄N₁₂O₁₂S₂
          Structure formulaStructure formula
          Purity≥98% by HPLC
          SolubilityDMSO (5 mg/ml)
          Storage -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 Toxic
          ReferencesPark, J.Y., et al. 2008. Cell. Biol. Int. 32, 1207.
          Kong, D., et al. 2005. Cancer Res. 65, 9047.
          Chang, A.Y., et al. 1998. Cancer 82, 292.
          Wadler, S., et al. 1994. Cancer Chemother. Pharmacol. 34, 266.
          Muss, H.B., et al. 1993. Am. J. Clin. Oncol. 16, 492.
          Foster, B.J., et al. 1985. Invest. New Drugs 3, 403.
          Van Dyke, N.M., et al. 1984. Science 225, 1122.
          Ward, D.C., et al. 1965. Science 149, 1259.