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4-Ethynyl-L-phenylalanine

Names

[ CAS No. ]:
278605-15-5

[ Name ]:
4-Ethynyl-L-phenylalanine

[Synonym ]:
L-Phenylalanine,4-ethynyl
p-ethynylphenylalanine
Phenylalanine, 4-ethynyl-
4-Ethynyl-L-phenylalanine HCl
4-Ethynylphenylalanine

Biological Activity

[Description]:

4-Ethynyl-L-phenylalanine is a selective, reversible, potent and competitive inhibitor of tryptophan hydroxylase (TPH). 4-Ethynyl-L-phenylalanine is a competitive inhibitor with regard to the substrate tryptophan, with a Ki of 32.6 μM. 4-Ethynyl-L-phenylalanine selectively and reversibly inhibits the biosynthesis of serotonin[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Tryptophan Hydroxylase
Research Areas >> Neurological Disease

[Target]

Ki: 32.6 μM (TPH)[1]


[In Vivo]

4-Ethynyl-L-phenylalanine (30 mg/kg; i.p.) decreases in 5-HT and 5-HIAA levels in the rat midbrain but not in tissue[1]. 4-Ethynyl-L-phenylalanine is not inhibiting the aromatic amino acid decarboxylase[1]. 4-Ethynyl-L-phenylalanine has a low affinity for various recombinant 5-HT receptors[1]. Animal Model: Male Sprague-Dawley rats (200 g)[1] Dosage: 30 mg/kg Administration: Intraperitoneal injection Result: Decreased in 5-HT and 5-HIAA levels in the rat midbrain.

[References]

[1]. Stokes AH, et al. p-ethynylphenylalanine: a potent inhibitor of tryptophan hydroxylase. J Neurochem. 2000 May;74(5):2067-73.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
343.2±37.0 °C at 760 mmHg

[ Molecular Formula ]:
C11H11NO2

[ Molecular Weight ]:
189.210

[ Flash Point ]:
161.4±26.5 °C

[ Exact Mass ]:
189.078979

[ PSA ]:
63.32000

[ LogP ]:
1.29

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.595

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds