616431

Tranylcypromine, HCl

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

• Synonyme(s) : Tranylcypromine, HCl, 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, 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, LSD2 Inhibitor I, MOA Inhibitor I,
• Formule empirique (notation de Hill): C₉H₁₁N · xHCl
• Numéro CAS: 1986-47-6
• Poids moléculaire : 133.19 (free base basis)
• Numéro MDL: MFCD00063602
• Code UNSPSC : 51111800
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Pureté: ≥97% (HPLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; desiccated (hygroscopic); protect from light
• Couleur: white to yellow
• Solubilité: DMSO: 50 mg/mL
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• InChI: 1S/C9H11N.ClH/c10-9-6-8(9)7-4-2-1-3-5-7;/h1-5,8-9H,6,10H2;1H/t8-,9+;/m1./s1
• Clé InChI: ZPEFMSTTZXJOTM-RJUBDTSPSA-N

Description

Description générale

A cell-permeable phenylcyclopropylamine that inhibits the monoamine oxidase and histone demethylase activities, respectively, of MAO A/B (K_i = 101.9 and 16.0 M, respectively) and LSD1/2 (K_i = 242.7 and 180.0 M, 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 M), 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 M TCP and 10 M CHIR99061 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).

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Autres remarques

Liang, Y., et al. 2009. Nat. Med.15, 1312.
Li, W., et al. 2009. Stem Cells27, 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. Biochemistry46, 4408.
Lee, M.G., et al. 2006. Chem. Biol.13, 563.
Yoshida, S., et al. 2004. Bioorg. Med. Chem.12, 2645.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3