690694
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:
Molecular Weight:
179.22
Beilstein/REAXYS Number:
4668990
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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.
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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
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)
M Castillo et al.
Neurochemical research, 13(6), 547-550 (1988-06-01)
Supplementation of 5% phenylalanine plus 0.4% alpha-methylphenylalanine to the standard diet or 1% phenylalanine plus 0.08% alpha-methylphenylalanine to the drinking water produced phenylketonuria-like conditions in 5-day-old chicks. An increase of 10 to 15-fold in the phenylalanine content was observed in
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
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