616431 Tranylcypromine, HCl - CAS 1986-47-6 - Calbiochem

616431
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      Overview

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      Catalog Number AvailabilityPackaging Qty/Pack Price Quantity
      616431-500MG
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          Glass bottle 500 mg
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          Description
          OverviewA cell-permeable phenylcyclopropylamine that inhibits the monoamine oxidase and histone demethylase activities, respectively, of MAO A/B (Ki = 101.9 and 16.0 µM, respectively) and LSD1/2 (Ki = 242.7 and 180.0 µM, respectively), four members of a flavin-dependent amine oxidase family enzymes, by a covalent adduct formation with the enzyme-bound FAD. In addition to preventing LSD1-CoREST (Corepressor of RE1-Silencing Transcription factor) complex-mediated H3K4 demethylation (IC50 < 2 µM), TCP also inhibits LSD1-HCF-1 (Host Cell Factor-1) complex-mediated H3K9 demethylase activity, which is demonstrated to be an essential mechanism for the replication and latent infection of the α-herpesviruses HSV and VZV. The combined treatment of 2 µM TCP and 10 µM CHIR99061 (Cat. No. 361559) is reported to enable the reprogramming of Oct4/Klf4-transduced primary HNEKs (Human Neonatal Epidermal Keratinocytes) into iPS (induced Pluripotent Stem) cells, albeit at a 100-time lower efficiency as seen in cultures transduced with 4-TFs (Oct44, Klf4, Sox2, and c-Myc).
          Catalogue Number616431
          Brand Family Calbiochem®
          SynonymsHistone Lysine Demethylase Inhibitor I, LSD Inhibitor V, Monoamine Oxidase Inhibitor I, Parnate, 2-PCPA, TCP, (1R)-2-Phenylcyclopropan-1-amine, HCl, trans-2-Phenylcyclopropylamine, HCl, BHC110 Inhibitor V, KDM1 Inhibitor V, LSD1 Inhibitor V, LSD2 Inhibitor I, MOA Inhibitor I
          References
          ReferencesLiang, Y., et al. 2009. Nat. Med. 15, 1312.
          Li, W., et al. 2009. Stem Cells 27, 2992.
          Karytinos, A., et al. 2009. J. Biol. Chem. 284, 17775.
          Hruschka, S., et al. 2008. Bioorg. Med. Chem. 16, 7148.
          Schmidt, D.M., and McCafferty, D.G. 2007. Biochemistry 46, 4408.
          Lee, M.G., et al. 2006. Chem. Biol. 13, 563.
          Yoshida, S., et al. 2004. Bioorg. Med. Chem. 12, 2645.
          Product Information
          CAS number1986-47-6
          FormWhite solid
          Hill FormulaC₉H₁₁N •HCl
          Chemical formulaC₉H₁₁N •HCl
          Hygroscopic Hygroscopic
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Purity≥97% by NMR
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Standard Handling
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Hygroscopic Hygroscopic
          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
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          Tranylcypromine, HCl - CAS 1986-47-6 - Calbiochem SDS

          Title

          Safety Data Sheet (SDS) 

          Tranylcypromine, HCl - CAS 1986-47-6 - Calbiochem Certificates of Analysis

          TitleLot Number
          616431

          References

          Reference overview
          Liang, Y., et al. 2009. Nat. Med. 15, 1312.
          Li, W., et al. 2009. Stem Cells 27, 2992.
          Karytinos, A., et al. 2009. J. Biol. Chem. 284, 17775.
          Hruschka, S., et al. 2008. Bioorg. Med. Chem. 16, 7148.
          Schmidt, D.M., and McCafferty, D.G. 2007. Biochemistry 46, 4408.
          Lee, M.G., et al. 2006. Chem. Biol. 13, 563.
          Yoshida, S., et al. 2004. Bioorg. Med. Chem. 12, 2645.

          Technical Info

          Title
          White Paper - The Message in the Marks: Deciphering Cancer Epigenetics (EMD)
          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-August-2010 RFH
          SynonymsHistone Lysine Demethylase Inhibitor I, LSD Inhibitor V, Monoamine Oxidase Inhibitor I, Parnate, 2-PCPA, TCP, (1R)-2-Phenylcyclopropan-1-amine, HCl, trans-2-Phenylcyclopropylamine, HCl, BHC110 Inhibitor V, KDM1 Inhibitor V, LSD1 Inhibitor V, LSD2 Inhibitor I, MOA Inhibitor I
          DescriptionA cell-permeable phenylcyclopropylamine that inhibits the monoamine oxidase and histone demethylase activities, respectively, of MAO A/B (Ki = 101.9 and 16.0 µM, respectively) and LSD1/2 (Ki = 242.7 and 180.0 µM, respectively), four members of a flavin-dependent amine oxidase family enzymes, by a covalent adduct formation with the enzyme-bound FAD. In addition to preventing LSD1-CoREST (Corepressor of RE1-Silencing Transcription factor) complex-mediated H3K4 demethylation (IC50 < 2 µM), TCP also inhibits LSD1-HCF-1 (Host Cell Factor-1) complex-mediated H3K9 demethylase activity, which is demonstrated to be an essential mechanism for the replication and latent infection of the α-herpesviruses HSV and VZV. The combined treatment of 2 µM TCP and 10 µM CHIR99061 (Cat. No. 361559) is reported to enable the reprogramming of Oct4/Klf4-transduced primary HNEKs (Human Neonatal Epidermal Keratinocytes) into iPS (induced Pluripotent Stem) cells, albeit at a 100-time lower efficiency as seen in cultures transduced with 4-TFs (Oct44, Klf4, Sox2, and c-Myc).
          FormWhite solid
          Intert gas (Yes/No) Packaged under inert gas
          CAS number1986-47-6
          Chemical formulaC₉H₁₁N •HCl
          Structure formulaStructure formula
          Purity≥97% by NMR
          SolubilityDMSO (50 mg/ml)
          Storage +2°C to +8°C
          Hygroscopic
          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.
          Toxicity Standard Handling
          ReferencesLiang, Y., et al. 2009. Nat. Med. 15, 1312.
          Li, W., et al. 2009. Stem Cells 27, 2992.
          Karytinos, A., et al. 2009. J. Biol. Chem. 284, 17775.
          Hruschka, S., et al. 2008. Bioorg. Med. Chem. 16, 7148.
          Schmidt, D.M., and McCafferty, D.G. 2007. Biochemistry 46, 4408.
          Lee, M.G., et al. 2006. Chem. Biol. 13, 563.
          Yoshida, S., et al. 2004. Bioorg. Med. Chem. 12, 2645.