278605-15-5

278605-15-5 structure

Name: 4-Ethynyl-L-phenylalanine
Chemical Name: (2S)-2-amino-3-(4-ethynylphenyl)propanoic acid
CAS Number: 278605-15-5
Molecular Formula: C₁₁H₁₁NO₂
Molecular Weight: 189.210
Catalog: Signaling Pathways Metabolic Enzyme/Protease Tryptophan Hydroxylase
Create Date: 2017-12-29 21:09:19
Modify Date: 2025-08-27 12:33:30
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].

Name	(2S)-2-amino-3-(4-ethynylphenyl)propanoic acid
Synonyms	L-Phenylalanine,4-ethynyl p-ethynylphenylalanine Phenylalanine, 4-ethynyl- 4-Ethynyl-L-phenylalanine HCl 4-Ethynylphenylalanine

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.

Hazard Codes	Xi