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690694

Sigma-Aldrich

α-Methyl-L-phenylalanine

purum, ≥97.5% (HPLC), ≥97.0% (HPLC)

Synonym(s):

α-Me-Phe-OH, (S)-(−)-2-Amino-2-methyl-3-phenylpropionic acid

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2
CAS Number:
23239-35-2
Molecular Weight:
179.22
Beilstein:
4668990
MDL number:
MFCD00145244
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
329761358
NACRES:
NA.22

grade

purum

Assay

≥97.0% (HPLC)
≥97.5% (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-/m0/s1

InChI key

HYOWVAAEQCNGLE-JTQLQIEISA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM1407V
1388454V
1388454

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A T Wyse et al.
Neurochemical research, 19(9), 1175-1180 (1994-09-01)
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 activity in synaptosomes from rats subjected to experimental hyperphenylalaninemia (alpha-methylphenylalanine plus phenylalanine)
R Reynolds et al.
Experimental neurology, 124(2), 357-367 (1993-12-01)
The severe hypomyelination seen in the CNS of untreated phenylketonuria (PKU) patients has been suggested to be the result of a defect in the process of myelination itself. Using chronic hyperphenylalaninemia (HPA) in rats as a model of PKU we
O Greengard et al.
Biochemical pharmacology, 36(6), 965-970 (1987-03-15)
Severe hyperphenylalaninemia induced in infant rats by 3 days of treatment with p-chlorophenylalanine (p-cl phe) plus phenylalanine (phe) did not lower the tryptophan concentration of the brain, and the cerebral serotonin (5-HT) deficiency was attributable entirely to the known suppression
Yoshiyasu Ichikawa et al.
Bioscience, biotechnology, and biochemistry, 69(5), 939-943 (2005-05-26)
The stereochemistry and efficiency of an allyl cyanate-to-isocyanate rearrangement for the construction of quaternary stereocenter with nitrogen substituent was investigated by the synthesis of (R)-alpha-methylphenylalanine. The rearrangement was found to be stereospecific, and the chirality of allyl carbamate was transferred
M A Rubin et al.
Journal of inherited metabolic disease, 15(2), 252-260 (1992-01-01)
Wistar rats from the same litter were randomly divided into four groups and received subcutaneously from the 6th to 28th day post partum one of the following drugs: L-proline, methylmalonate, L-phenylalanine plus alpha-methylphenylalanine, or equivalent volumes of 0.9% (w/v) saline
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