Millipore Sigma Vibrant Logo
Attention: We have moved. Merck Millipore products are no longer available for purchase on MerckMillipore.com.Learn More

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

616431
Purchase on Sigma-Aldrich

Overview

Replacement Information

Products

Catalogue NumberPackaging Qty/Pack
616431-500MG Sklená flaša 500 mg
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 MSDS

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
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.