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
Beilstein:
2803960
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
reaction suitability
reaction type: solution phase peptide synthesis
mp
293-294 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
CC(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)
InChI key
HYOWVAAEQCNGLE-UHFFFAOYSA-N
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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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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
Shinya Oishi et al.
Journal of medicinal chemistry, 48(3), 764-772 (2005-02-04)
Previous work has shown that incorporation of either 1-aminocyclohexanecarboxylic acid (Ac6c) or alpha-methyl-p-phosphonophenylalanine ((alpha-Me)Ppp) in the phosphotyrosyl (pTyr) C-proximal position (pY + 1 residue) of Grb2 SH2 domain binding peptides confers high affinity. The tetralin-based (S)-2-amino-6-phosphonotetralin-2-carboxylic acid (Atc(6-PO3H2)) simultaneously presents
O Greengard et al.
Neurochemical research, 9(6), 837-848 (1984-06-01)
Brain phenylalanine concentrations at plasma levels raised to that in phenylketonuric subjects were studied in rats from fetal through postnatal life. Suppression of the hepatic phenylalanine hydroxylase with alpha methylphenylalanine, and injections of age-adjusted doses of phenylalanine on the next
C A Brass et al.
The Biochemical journal, 208(3), 765-771 (1982-12-15)
Hyperphenylalaninaemia induced by daily injections of alpha-methylphenylalanine plus phenylalanine caused 20-40% decreases in cerebral dopamine (3,4-dihydroxyphenethylamine) and noradrenaline in 7- and 11-day-old rats. alpha-Methylphenylalanine alone as well as phenylalanine alone caused cerebral dopamine depletion. However, the effects were not additive
Adverse effects of excessive consumption of amino acids.
N J Benevenga et al.
Annual review of nutrition, 4, 157-181 (1984-01-01)
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