371715 | Gliotoxin, Gladiocladium fimbriatum - CAS 67-99-2 - Calbiochem

371715
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      Overview

      Key Spec Table

      Empirical FormulaCAS #
      C₁₃H₁₄N₂O₄S₂67-99-2

      Pricing & Availability

      Catalogue NumberAvailability Packaging Qty/Pack Price Quantity
      371715-1MG
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          1 mg
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          Description
          Overview An immunosuppressive secondary metabolite produced by several pathogenic fungi. Immunosuppressive effects are caused by blocking of membrane thiol groups. Causes apoptotic cell death in a variety of cell types including macrophages and thymocytes. Farnesyltransferase (FTase) inhibitor (IC50 = 1.1 µM). Reported to increase ryanodine Ca2+ channel activity possibly by oxidizing cysteine residues located on the ryanodine receptor. Specifically inhibits NF-κB activation in B and T cells at nanomolar concentrations.
          Catalogue Number 371715
          Brand Family Calbiochem®
          Synonyms 2,3,5a,6-Tetrahydro-6-hydroxy-3(hyroxymethyl)-2-methyl-10H-3a,10a-epidithio-pyrazinol[1,2α]indole-1,4-dione
          References
          References Green, D., et al. 2000. J. Membr. Biol. 175, 223.
          Sutton, P., et al. 1995. Transplantation 60, 900.
          Waring, P., et al. 1995. Biochem. Pharmacol. 49, 1195.
          Waring, P., and Sjaarda, A. 1995. Int. J. Immunopharmacol. 17, 403.
          Van der Pyl, D., et al. 1992. J. Antibiot. 45, 1802.
          Jones, R.J., and Hancock, J.G. 1988. J. Gen. Microbiol. 134, 2067.
          Waring, P., et al. 1988. J. Biol. Chem. 263, 18493.
          Product Information
          CAS number 67-99-2
          ATP Competitive N
          Form White solid
          Hill Formula C₁₃H₁₄N₂O₄S₂
          Chemical formula C₁₃H₁₄N₂O₄S₂
          Molar Mass 326.4
          Reversible N
          Structure formula Image
          Applications
          Biological Information
          Primary Target FTase
          Primary Target IC<sub>50</sub> 1.1 µM against Farnesyltransferase (FTase)
          Purity ≥98% by TLC
          Physicochemical Information
          Cell permeable N
          Solubility DMSO or EtOH
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          RTECS KB4725000
          Safety Information
          R Phrase R: 23/24/25

          Toxic by inhalation, in contact with skin and if swallowed.
          S Phrase S: 36/37/39-45

          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).
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Toxic
          Hazardous Materials Attention: Due to the nature of the Hazardous Materials in this shipment, additional shipping chargesmay be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
          Storage +2°C to +8°C
          Do not freeze No
          Special Instructions Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
          Packaging Information
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          MSDS

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          Certificates of Analysis

          TitleLot Number
          371715

          References

          Reference overview
          Green, D., et al. 2000. J. Membr. Biol. 175, 223.
          Sutton, P., et al. 1995. Transplantation 60, 900.
          Waring, P., et al. 1995. Biochem. Pharmacol. 49, 1195.
          Waring, P., and Sjaarda, A. 1995. Int. J. Immunopharmacol. 17, 403.
          Van der Pyl, D., et al. 1992. J. Antibiot. 45, 1802.
          Jones, R.J., and Hancock, J.G. 1988. J. Gen. Microbiol. 134, 2067.
          Waring, P., et al. 1988. J. Biol. Chem. 263, 18493.
          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.

          Revision 12-May-2008 RFH
          Synonyms 2,3,5a,6-Tetrahydro-6-hydroxy-3(hyroxymethyl)-2-methyl-10H-3a,10a-epidithio-pyrazinol[1,2α]indole-1,4-dione
          Description An immunosuppressive mycotoxin secondary metabolite produced by several pathogenic fungi. Reported to increase ryanodine Ca2+ channel activity possibly by oxidizing cysteine residues located on the ryanodine receptor. Immunosuppressive effect is caused by the blocking of membrane thiol groups. Causes apoptosis in a variety of cell types, including macrophages and thymocytes. Inactivates alcohol dehydrogenase by either covalent modification of thiol groups or free radical damage. Protein farnesyltransferase (PFT) inhibitor (IC50 = 1.1 µM). Also inhibits Ras protein in a noncompetitive manner.
          Form White solid
          CAS number 67-99-2
          RTECS KB4725000
          Molar mass 326.4
          Chemical formula C₁₃H₁₄N₂O₄S₂
          Structure formula
          Purity ≥98% by TLC
          Solubility DMSO (10 mg/ml) or Ethanol (2 mg/ml)
          Storage +2°C to +8°C
          Do Not Freeze No
          Special Instructions Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
          Toxicity Toxic
          Merck USA index 14, 4441
          References Green, D., et al. 2000. J. Membr. Biol. 175, 223.
          Sutton, P., et al. 1995. Transplantation 60, 900.
          Waring, P., et al. 1995. Biochem. Pharmacol. 49, 1195.
          Waring, P., and Sjaarda, A. 1995. Int. J. Immunopharmacol. 17, 403.
          Van der Pyl, D., et al. 1992. J. Antibiot. 45, 1802.
          Jones, R.J., and Hancock, J.G. 1988. J. Gen. Microbiol. 134, 2067.
          Waring, P., et al. 1988. J. Biol. Chem. 263, 18493.