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690791

Sigma-Aldrich

α-Methyl-D-phenylalanine

≥98.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2
CAS Number:
17350-84-4
Molecular Weight:
179.22
Beilstein:
5254151
MDL number:
MFCD00153491
UNSPSC Code:
12352209
PubChem Substance ID:
329761363
NACRES:
NA.22

Quality Level

100

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

Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

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

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Certificates of Analysis (COA)

Lot/Batch Number
1388455V
1388455

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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
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
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
M Castillo et al.
Neurochemical research, 13(6), 551-555 (1988-06-01)
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 found after 4 days of supplementation the standard diet with 5% phenylalanine plus 0.4% alpha-methylphenylalanine.
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