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AB120606

Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor

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MW 169.65 Da, Purity >97%. Irreversible monoamine oxidase (MAO) inhibitor. Increases serotonergic, noradrenergic activity and augments dopamine transmission. Additionally inhibits LSD1 (BHC110), inhibiting histone demethylation (IC50 = >50 μM). Anticonvulsant and antidepressant.
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Functional Studies - Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor (AB120606)
  • FuncS

Unknown

Functional Studies - Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor (AB120606)

MCF7 cells were incubated at 37°C for 24h with vehicle control (0 μM) and different concentrations of tranylcypromine hydrochloride (ab120606). Increased expression of Histone 3 K4 di-methyl (ab7766) in MCF7 cells correlates with an increase in tranylcypromine hydrochloride concentration, as described in literature.

Nuclear extracts were prepared with RIPA buffer (containing protease inhibitors and sodium orthovanadate), 10 μg of each were loaded on the gel and the WB was run under reducing conditions. After transfer the membrane was blocked for an hour using 5% BSA before being incubated with ab7766 at 1 μg/ml and ab1791 at 1 μg/ml overnight at 4°C. Antibody binding was detected using an anti-rabbit antibody conjugated to HRP (ab97051) at 1/10000 dilution and visualised using ECL development solution.

Chemical Structure - Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor (AB120606)
  • Chemical Structure

Lab

Chemical Structure - Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor (AB120606)

2D chemical structure image of ab120606, Tranylcypromine hydrochloride (2-PCPA), Irreversible monoamine oxidase (MAO) inhibitor

Key facts

CAS number

1986-47-6

Purity

>97%

Form

Solid

form

Molecular weight

169.65 Da

Molecular formula

C<sub>9</sub>H<sub>1</sub><sub>2</sub>ClN

PubChem

2723716

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

Tranylcypromine hydrochloride

Biological description

Irreversible monoamine oxidase (MAO) inhibitor. Increases serotonergic, noradrenergic activity and augments dopamine transmission. Additionally inhibits LSD1 (BHC110), inhibiting histone demethylation (IC50 = >50 μM). Anticonvulsant and antidepressant.

Canonical smiles

C1C(C1N)C2=CC=CC=C2.Cl

Isomeric smiles

C1[C@H]([C@@H]1N)C2=CC=CC=C2.Cl

InChi

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+;/m0./s1

InChiKey

ZPEFMSTTZXJOTM-OULXEKPRSA-N

IUPAC Name

(1R,2S)-2-phenylcyclopropan-1-amine;hydrochloride

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Monoamine oxidase A and B (MAO-A and MAO-B) are enzymes that play a role in the oxidative deamination of monoamines with alternate names such as MAO-A and MAO-B. They have a mass of approximately 60 kDa and are found in various tissues including the brain liver and intestines. These enzymes contribute to the metabolic breakdown of neurotransmitters such as serotonin dopamine and norepinephrine. TAAR1 also known as Trace amine-associated receptor 1 is a receptor expressed in the central nervous system and peripheral tissues responding to endogenous trace amines. KDM1 also called LSD1 (Lysine-specific demethylase 1) and LSD2 or AOF1 are enzymes involved in histone demethylation important for chromatin remodeling and gene expression regulation. Both LSD1 and LSD2 are expressed in multiple tissues including the brain and reproductive organs.
Biological function summary

Monoamine oxidases and TAAR1 are important for the modulation of neurotransmitter systems and maintain amine homeostasis. These proteins lack complex formation impacting neurotransmitter levels differently. KDM1/LSD1 and LSD2/AOF1 function to remove methyl groups from lysine residues on histones affecting gene expression patterns thereby modifying transcriptional programs. In their role in chromatin demethylation they contribute to the regulation of several essential genes across various tissues.

Pathways

Monoamine oxidases play a critical part in the catabolic pathways related to neurotransmitter degradation such as the serotonin and dopamine pathways. In these pathways they have intersections with other proteins like the catechol-O-methyltransferase (COMT). TAAR1 links to the signal transduction pathways that modulate intracellular cAMP levels. KDM1/LSD1 and LSD2 take part in the histone modification pathway which holds importance in transcription regulation and has connections to proteins like histone deacetylases (HDACs).

Monoamine oxidases link to conditions like depression and Parkinson's disease with their inhibition leading to increased availability of neurotransmitters. MAO inhibitors (MAOIs) are therapeutic agents for these disorders showing the importance of these enzymes. TAAR1 has associations with schizophrenia and mood disorders interacting with dopamine receptor signaling. KDM1/LSD1 and LSD2 hold connections to oncogenesis in certain cancers by affecting gene expression implicating interactions with other epigenetic regulators in these disease states.

Product protocols

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