616431

Tranylcypromine, HCl

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

• Sinonimo/i: 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,
• Formula empirica (notazione di Hill): C₉H₁₁N · xHCl
• Numero CAS: 1986-47-6
• Peso molecolare: 133.19 (free base basis)
• Numero MDL: MFCD00063602
• Codice UNSPSC: 51111800
• NACRES: NA.77

Proprietà

• Livello qualitativo: 100
• Saggio: ≥97% (HPLC)
• Stato: solid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; desiccated (hygroscopic); protect from light
• Colore: white to yellow
• Solubilità: DMSO: 50 mg/mL
• Condizioni di spedizione: ambient
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: Cl.N[C@@H]1[C@H](C1)c2ccccc2
• 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; ZPEFMSTTZXJOTM-RJUBDTSPSA-N

Descrizione

Descrizione generale

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).

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Standard Handling (A)

Ricostituzione

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

Altre note

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.

Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H301
• Consigli di prudenza: P264 - P270 - P301 + P310 - P405 - P501
• Classi di pericolo: Acute Tox. 3 Oral
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3