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Merck

690791

Sigma-Aldrich

α-Methyl-D-phenylalanine

≥98.0% (HPLC)

Sinónimos:

α-Me-D-Phe-OH, (R)-(+)-2-Amino-2-methyl-3-phenylpropionic acid

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About This Item

Fórmula empírica (notación de Hill):
C10H13NO2
Número de CAS:
Peso molecular:
179.22
Beilstein/REAXYS Number:
5254151
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (HPLC)

form

powder

optical purity

ee: ≥98.0% (HPLC)

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

SMILES string

C[C@@](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)/t10-/m1/s1

InChI key

HYOWVAAEQCNGLE-SNVBAGLBSA-N

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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
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
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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