a-methyl-L-phenylalanine

Names

[ Name ]:
a-methyl-L-phenylalanine

[Synonym ]:
L-α-methylphenylalanine
H-(ME)PHE-OH
(S)-alpha-Methylphenylalanine hydrate
L-phenylalanine, a-methyl-
a-methyl-L-phenylalanine
α-Methyl-L-phenylalanine
Alpha-Me-L-Phe-OH
(2S)-2-Amino-2-Methyl-3-Phenylpropanoic Acid
(S)-2-amimo-2-methyl-3-phenylpropanoic acid
MFCD00145244
(S)-2-amino-2-methyl-3-phenylpropanoic acid
(S)-2-Amino-2-methyl-3-phenylpropionic acid
L-Phenylalanine, α-methyl-
A-BENZYL-L-ALA

Biological Activity

[Description]:

(S)-2-Amino-2-methyl-3-phenylpropanoic acid is a phenylalanine derivative[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].

[References]

[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-826.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
312.8±30.0 °C at 760 mmHg

[ Melting Point ]:
244-246 °C

[ Molecular Formula ]:
C₁₀H₁₅NO₃

[ Molecular Weight ]:
179.216

[ Flash Point ]:
143.0±24.6 °C

[ Exact Mass ]:
179.094635

[ PSA ]:
72.55000

[ LogP ]:
1.46

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.566

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Preparation

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Effects of dietary mixtures of amino acids on fetal growth and maternal and fetal amino acid pools in experimental maternal phenylketonuria.

Am. J. Clin. Nutr. 69(4) , 687-96, (1999)

Branched-chain amino acids have been reported to improve fetal brain development in a rat model in which maternal phenylketonuria (PKU) is induced by the inclusion of an inhibitor of phenylalanine hyd...

Inhibition of brain and liver 3-hydroxy-3-methylglutaryl-CoA reductase and mevalonate-5-pyrophosphate decarboxylase in experimental hyperphenylalaninemia.

Neurochem. Res. 13(6) , 551-5, (1988)

Experimental hyperphenylalaninemia has been induced in 5-day-old chicks by dietary treatments with phenylalanine and alpha-methylphenylalanine. An increase of nearly 8-fold in plasma Phe/Tyr ratio was...

Effect of phenylalanine and its metabolites on ATP diphosphohydrolase activity in synaptosomes from rat cerebral cortex.

Neurochem. Res. 19(9) , 1175-80, (1994)

The in vitro effects of phenylalanine and some of its metabolites on ATP diphosphohydrolase (apyrase, EC 3.6.1.5) activity in synaptosomes from rat cerebral cortex were investigated. The enzyme activi...