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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

2-PCPA (hydrochloride)

Cayman Chemical Item Number 10010494

trans-2-Phenylcyclopropylamine; Tranylcypromine

2-PCPA (hydrochloride)

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Description

Histones contain unstructured N-terminal residues that are the site of numerous post-translational modifications, involving acetylation, methylation, ubiquitination, and sumoylation to produce a specific gene regulatory outcome.1 Complementary enzymes catalyze the addition and removal of these modifications as needed. The amine oxidase domain-containing enzyme lysine-specific demethylase 1 (LSD1) is a member of one of two classes of histone demethylases capable of demethylating lysine residues.1 LSD1 shares similar catalytic sites with monoamine oxidases (MAO) A and B, the inhibition of which are used clinically to treat depression, anxiety, and Parkinson · s disease.2 2-PCPA is an irreversible, mechanism-based inhibitor of LSD1 with an IC50 value of 20.7 µM and a Ki value of 242.7 µM that effectively inhibits histone demethylation in vivo.3 Although not as selective, 2-PCPA also irreversibly inhibits MAO A and MAO B with IC50 values of 2.3 and 0.95 µM and Ki values of 101.9 and 16 µM, respectively.3

1 Forneris, F., Binda, C., Vanoni, M.A., et al. Human histone demethylase LSD1 reads the histone code. J Biol Chem 280(50) 41360-41365 (2005).

2 Lee, M.G., Wynder, C., Schidt, D.M., et al. Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chem Biol 13 563-567 (2006).

3 Schmidt, D.M.Z., and McCafferty, D.G. trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1. Biochemistry 46 4408-4416 (2007).

Synonyms
  • trans-2-Phenylcyclopropylamine
  • Tranylcypromine
Formal Name (1R,​2S)-​rel-​2-​phenyl-​cyclopropanamine,​ monohydrochloride
Molecular Formula C9H11N · HCl
Formula Weight 169.7
Formulation A crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Wet Ice in continental US; may vary elsewhere
SMILES
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N[C@@H]​1CC1c1ccccc1

Background Reading

Forneris, F., Binda, C., Vanoni, M.A., et al. Human histone demethylase LSD1 reads the histone code. J Biol Chem 280(50) 41360-41365 (2005).

Schmidt, D.M.Z., and McCafferty, D.G. trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1. Biochemistry 46 4408-4416 (2007).

Lee, M.G., Wynder, C., Schidt, D.M., et al. Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chem Biol 13 563-567 (2006).

2-PCPA (hydrochloride) is available in the following screening library:

Size Price Quantity Subtotal
10 mg $5.00 $0.00
50 mg $23.00 $0.00
100 mg $40.00 $0.00
250 mg $88.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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