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Merck
CN

286656

Sigma-Aldrich

α-Methyl-DL-phenylalanine

98%

Synonym(s):

(±)-2-Amino-2-methyl-3-phenylpropionic acid

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About This Item

Linear Formula:
C6H5CH2C(CH3)(NH2)CO2H
CAS Number:
Molecular Weight:
179.22
Beilstein:
2803960
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

98%

reaction suitability

reaction type: solution phase peptide synthesis

mp

293-294 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(N)(Cc1ccccc1)C(O)=O

InChI

1S/C10H13NO2/c1-10(11,9(12)13)7-8-5-3-2-4-6-8/h2-6H,7,11H2,1H3,(H,12,13)

InChI key

HYOWVAAEQCNGLE-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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S Ma et al.
Journal of chromatography. A, 1216(18), 3784-3793 (2009-03-13)
Enantiomeric separation of two aromatic alpha-substituted alanine esters was achieved on two commercially available polysaccharide-based chiral stationary phases (CSPs): amylose tris(3,5-dimethylphenylcarbamate) (ADMPC) and cellulose tris(3,5-dimethylphenylcarbamate) (CDMPC). The interactions between enantiomeric analytes and the CSPs were investigated using chromatographic methods and
B J Strupp et al.
Developmental psychobiology, 17(2), 109-120 (1984-03-01)
Experimental phenylketonuria was induced in male rats by daily injections of alpha-methylphenylalanine and phenylalanine on postnatal Days 3-31. Beginning at 8 weeks of age, the animals were subjected to a test of observational learning followed by a test of latent
Elisa Costabeber et al.
International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 21(2), 111-116 (2003-03-05)
Phenylketonuria (PKU) is a metabolic disorder accumulating phenylalanine (Phe) and its metabolites in plasma and tissues of the patients. Considering that phenylalanine is the main neurotoxic metabolite, and brain energy homeostasis seems to be affected in phenylketonuria, our main objective
A Diamond et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 14(5 Pt 2), 3072-3082 (1994-05-01)
Phenylketonuria (PKU) is a genetic disorder in which the hydroxylation of phenylalanine (Phe) to tyrosine is severely disrupted. If PKU is left untreated, severe mental retardation results. The accepted treatment is to restrict dietary intake of Phe. It has generally
C Toniolo et al.
Peptide research, 5(1), 56-61 (1992-01-01)
We have synthesized, by solution methods, and fully characterized a variety of (alpha Me)Phe derivatives and model peptides (to the pentapeptide level). The results of the solution conformational analysis, performed by using infrared absorption and 1H nuclear magnetic resonance, support

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