278605-15-5

278605-15-5 structure
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: 2024-01-10 22:27:33
  • 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
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.

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
Hazard Codes Xi