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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

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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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
R C Johnson et al.
Neurochemical research, 9(4), 517-528 (1984-04-01)
We studied DNA metabolism (synthesis and degradation) in brain to investigate the effect of hyperphenylalaninemia induced in rats by treatment with PCPA or alpha MPA plus PHE during suckling (4th-20th days of postnatal age) on cell proliferation and naturally occurring
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
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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