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

A cell-permeable phenylcyclopropylamine that inhibits the monoamine oxidase and histone demethylase activities.

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

Synonyms: Histone 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

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616431
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616431-500MG
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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 to yellow solid
      Hill FormulaC₉H₁₁N •HCl
      Chemical formulaC₉H₁₁N •HCl
      Hygroscopic Hygroscopic
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥97% by HPLC
      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
      Global Trade Item Number
      Catalogue Number GTIN
      616431-500MG 04055977185768

      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.
      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.

      Revision19-January-2024 JSW
      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 to yellow solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1986-47-6
      Chemical formulaC₉H₁₁N •HCl
      Structure formulaStructure formula
      Purity≥97% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      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.
      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.