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Merck
CN

286656

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
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2803960
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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)

SMILES string

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

InChI key

HYOWVAAEQCNGLE-UHFFFAOYSA-N

assay

98%

reaction suitability

reaction type: solution phase peptide synthesis

mp

293-294 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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M S de Freitas et al.
Neurochemistry international, 26(4), 381-385 (1995-04-01)
We studied the effects of L-phenylalanine and alpha-methylphenylalanine on 32P in vitro incorporation into cytoskeletal proteins from cerebral cortex of 17-day-old rats. Slices of cerebral cortex were incubated in the absence or presence of increasing concentrations of L-phenylalanine, alpha-methylphenylalanine or
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
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
Effect of phenylalanine, p-chlorophenylalanine and alpha-methylphenylalanine on glucose uptake in vitro by the brain of young rats.
N R Rodrigues et al.
Biochemical Society transactions, 18(3), 419-419 (1990-06-01)
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

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