4-Ethynyl-L-phenylalanine

Modify Date: 2024-01-10 22:27:33

4-Ethynyl-L-phenylalanine Structure
4-Ethynyl-L-phenylalanine structure
Common Name 4-Ethynyl-L-phenylalanine
CAS Number 278605-15-5 Molecular Weight 189.210
Density 1.2±0.1 g/cm3 Boiling Point 343.2±37.0 °C at 760 mmHg
Molecular Formula C11H11NO2 Melting Point N/A
MSDS N/A Flash Point 161.4±26.5 °C

 Use of 4-Ethynyl-L-phenylalanine


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].

 Names

Name (2S)-2-amino-3-(4-ethynylphenyl)propanoic acid
Synonym More Synonyms

 4-Ethynyl-L-phenylalanine 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
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

 Synonyms

L-Phenylalanine,4-ethynyl
p-ethynylphenylalanine
Phenylalanine, 4-ethynyl-
4-Ethynyl-L-phenylalanine HCl
4-Ethynylphenylalanine