TranylcypromineAn irreversible inhibitor of MAO and inhibitor of histone demethylation

Tranylcypromine (CAS 13492-01-8)

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Sinónimo: trans-2-Phenylcyclopropylamine hemisulfate salt
Solicitud: An irreversible inhibitor of MAO and inhibitor of histone demethylation
Número de CAS: 13492-01-8
Pureza: ≥98%
Peso Molecular: 182.23
Fórmula Molecular: C9H11N•1/2H2SO4
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Tranylcypromine is an irreversible inhibitor of monoamine oxidase (MAO), and an inhibitor of CYP2A6 (Ki= 0.08 μM) and histone demethylase BHC110/LSD1. The inhibitor targets MAO-A and MAO-B and has been used as a chemical scaffold to design new demethylase inhibitors. Studies suggest that tranylcypromine can increase both brain trace amines and GABA(B)-receptors, and regulate phospholipid metabolism. Tranylcypromine has been shown to increase Histone H3 lysine 4 (H3K4) methylation and transcriptional derepression of Egr1 and Oct4 in P19 embryonal carcinoma cells (sc-24760). Studies indicate that it is an effective inhibitor of histone demethylation and can antagonize the effects of phenylephrine.


References

1. Hayashi, M., et al., 1983. Different mode of action between norepinephrine and phenylephrine on prostaglandin synthesis by dog renal inner medullary slices. Japanese journal of pharmacology. 33(3): 563-71. PMID: 6312148
2. Zhang, W., et al., 2001. Evaluation of methoxsalen, tranylcypromine, and tryptamine as specific and selective CYP2A6 inhibitors in vitro. Drug metabolism and disposition: the biological fate of chemicals. 29(6): 897-902. PMID: 11353760
3. Lee, Min Gyu., et al., 2006. Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chemistry & biology. 13(6): 563-7. PMID: 16793513
4. Frieling, Helge., et al., 2006. Tranylcypromine: new perspectives on an "old" drug. European archives of psychiatry and clinical neuroscience. 256(5): 268-73. PMID: 16927039
5. Lundquist, Pinelopi., et al., 2007. Effect on [11C]DASB binding after tranylcypromine-induced increase in serotonin concentration: positron emission tomography studies in monkeys and rats. Synapse (New York, N.Y.). 61(6): 440-9. PMID: 17372973
6. Binda, Claudia., et al., 2010. Biochemical, structural, and biological evaluation of tranylcypromine derivatives as inhibitors of histone demethylases LSD1 and LSD2. Journal of the American Chemical Society. 132(19): 6827-33. PMID: 20415477

Estado de Materia :
Solid
Solubilidad :
Soluble in water (25 mg/ml).
ALMACENAMIENTO :
Store at -20° C
IC50 :
demethylase BHC110/LSD1: IC50 = <2 µM
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
3
RTECS :
GZ2625000
PubChem CID :
26069
Número MDL :
MFCD00079222
Número EC :
236-807-1
SMILES :
C1[C@H]([C@@H]1[NH3+])C2=CC=CC=C2.C1[C@@H]([C@H]1[NH3+])C2=CC=CC=C2.[O-]S(=O)(=O)[O-]

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Tranylcypromine  Menciones del Producto

Ver como otros han utilizado Tranylcypromine. Haga click en la entrada de PubMed .

Citaciones 1 a 2 de un total de 2

PMID: # 25103574  Liu, D. et al. 2014. Genes Nutr. 9: 422.

PMID: # 22534778  Piao, JY. et al. 2012. Analyst. 137: 2669-73.

Citaciones 1 a 2 de un total de 2
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