Page last updated: 2024-11-07

alpha-methylphenylalanine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Alpha-methylphenylalanine (α-MP) is a non-proteinogenic amino acid that acts as a competitive inhibitor of the enzyme phenylalanine hydroxylase (PAH), the enzyme responsible for the conversion of phenylalanine to tyrosine in the biosynthesis of catecholamines. α-MP is often used in research to study the effects of phenylalanine depletion on various biological processes. It has been shown to decrease the production of dopamine, norepinephrine, and epinephrine, which can have a variety of effects on the body, including changes in mood, behavior, and cognitive function. α-MP is also used to study the role of PAH in the pathogenesis of phenylketonuria (PKU), a genetic disorder caused by a deficiency in PAH activity. α-MP can be synthesized by a variety of methods, including the reaction of benzaldehyde with α-methyl-β-aminoethyl acetate. Because of its ability to modulate dopamine levels, α-MP is also being investigated as a potential therapeutic agent for the treatment of neuropsychiatric disorders, such as Parkinson's disease, schizophrenia, and depression.'

alpha-methylphenylalanine: induces chronic hyperphenylalaninemia in suckling rats; models for the study of inborn errors of metabolism; RN given refers to parent cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID108055
CHEMBL ID1222268
CHEBI ID173496
SCHEMBL ID122295
MeSH IDM0059458

Synonyms (49)

Synonym
2-amino-2-methyl-3-phenylpropanoic acid
CHEBI:173496
CHEMBL1222268
AKOS015841817
nsc-11202
nsc11202
1132-26-9
alpha-methyl-dl-phenylalanine, 98%
alpha-methylphenylalanine
alpha-methyl-dl-phenylalanine
2-amino-2-methyl-3-phenylpropionic acid
4415-69-4
phenylalanine, alpha-methyl-
FT-0633387
FT-0637541
FT-0638308
AB01038
gtpl5093
SCHEMBL122295
d,l-phe(alphame)-oh
alpha-methyl-d,l-phenylalanine
dl-alpha-methylphenylalanine
2-methylphenylalanine #
.alpha.-methyl-phenylalanine
?-methylphenylalanine
mfcd00010512
J-002923
alanine, 2-methyl-3-phenyl-, dl-
67265d2jsg ,
methylphenylalanine, alpha
dl-phenylalanine, alpha-methyl-
unii-67265d2jsg
AS-64353
h-dl-(me)phe-oh
h-alpha-me-dl-phe-oh
phenylalanine, .alpha.-methyl-
.alpha.-methyl-dl-phenylalanine
dl-phenylalanine, .alpha.-methyl-
h--me-dl-phe-oh
F10556
CS-0201627
Q27074405
dl-2-amino-2-methyl-3-phenylpropanoic acid
3-amino-3-benzo[1,3]dioxol-5-yl-propionicacid
(5-chloro-7-iodo-quinolin-8-yloxy)-aceticacidhydrazide
DTXSID601312866
HY-W141831
EN300-147031
alpha -methyl-dl-phenylalanine

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" On doubling the dosage of PHE, body and brain weights and myelin yields were significantly lowered."( Effects of alpha-methylphenylalanine plus phenylalanine treatment during development on myelin in rat brain.
Johnson, RC; Shah, SN, 1980
)
0.65
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
monocarboxylic acidAn oxoacid containing a single carboxy group.
benzenesAny benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1345169Rat L-Phenylalanine hydroxylase (Catecholamine turnover)1976Science (New York, N.Y.), Jun-04, Volume: 192, Issue:4243
Alpha-methylphenylalanine, a new inducer of chronic hyperphenylalaninemia in sucling rats.
AID500816Inhibition of nitrogen-starved wild type sigma1278b yeast Gap1-mediated amino acid uptake at 5 mM after 60 secs relative to L-citrulline2009Nature chemical biology, Jan, Volume: 5, Issue:1
Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (41)

TimeframeStudies, This Drug (%)All Drugs %
pre-199022 (53.66)18.7374
1990's10 (24.39)18.2507
2000's6 (14.63)29.6817
2010's2 (4.88)24.3611
2020's1 (2.44)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.95

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.95 (24.57)
Research Supply Index3.76 (2.92)
Research Growth Index4.17 (4.65)
Search Engine Demand Index22.84 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.95)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (4.76%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other40 (95.24%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]