2-fluorophenylalanine profile

2-Fluorophenylalanine (2FPA) is a synthetic analog of the amino acid phenylalanine. It is a structural analog of phenylalanine, meaning it has a similar structure but differs in the presence of a fluorine atom at the 2-position of the phenyl ring. 2FPA is an inhibitor of phenylalanine hydroxylase (PAH), the enzyme responsible for the conversion of phenylalanine to tyrosine. This inhibition leads to the accumulation of phenylalanine in the body, which can have toxic effects. 2FPA is studied for its potential as a therapeutic agent for phenylketonuria (PKU), a genetic disorder characterized by a deficiency in PAH. 2FPA has shown promise in animal models of PKU, reducing phenylalanine levels and improving neurological function. The compound has also been studied for its potential applications in cancer research. 2FPA can inhibit the growth of certain types of cancer cells by interfering with protein synthesis. Furthermore, it has been investigated for its potential to enhance the delivery of therapeutic agents to the brain. 2FPA can act as a carrier molecule for drugs that are difficult to cross the blood-brain barrier. '

2-fluorophenylalanine: p-fluorophenylalanine is a minor descriptor; RN given refers to cpd with unspecified isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-fluoro-DL-phenylalanine : A racemate comprising equimolar amounts of 2-fluoro-L-phenylalanine and 2-fluoro-D-phenylalanine. [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]

2-fluorophenylalanine : A phenylalanine derivative in which the hydrogen at position 2 on the benzene ring is replaced by a fluoro group. [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]

ID Source	ID
PubMed CID	9465
CHEMBL ID	4597435
CHEBI ID	155833
SCHEMBL ID	44126
MeSH ID	M0088674

Synonym
3-(o-fluorophenyl)alanine
alanine, 3-(o-fluorophenyl)-
o-fluorophenylalanine
BB 0257784
TIMTEC1_001819
F-6372
2629-55-2
2-fluorophenylalanine
o-fluoro-dl-phenylalanine, >=98%
dl-o-phenylalanine
HMS1539C15
AKOS000184152
BRD-A54914915-001-01-6
ortho-fluorophenylalanine
2-amino-3-(2-fluorophenyl)propanoic acid
3-(2-fluorophenyl)-2-aminopropionic acid
325-69-9
CHEBI:155833
2-fluoro-phe
o-fluoro-dl-phenylalanine
F0170
2-amino-3-(2-fluorophenyl)propionic acid
2-fluoro-dl-phenylalanine
h-dl-phe(2-f)-oh
(s)-2-amino-3-(2-fluorophenyl)propanoic acid hydrochloride
(r)-2-fluorophenylalaninehydrochloride
35175-89-4
2-amino-3-(2-fluoro-phenyl)-propionic acid
dl-3-(2-fluorophenyl)alanine
einecs 220-105-7
FT-0686374
FT-0613548
FT-0627612
FT-0613549
STL374077
AB02697
AB00346
AB02696
dl-(2-fluorophenyl)alanine
AKOS016344084
AM83329
SCHEMBL44126
dl-.beta.-o-fluorophenylalanine
dl-o-fluorophenylalanine
dl-2-fluorophenylalanine
dl-phenylalanine, 2-fluoro-
2-fluorophenylalanine #
F2147-6664
mfcd00004271
AS-64482
J-016366
n-a-phthaloyl-l-asparagine
SY040068
CHEMBL4597435
2-amino-3-(2-fluorophenyl)propanoicacid
SY049820
DTXSID501313097
SY106935
CS-W017053
HY-W016337
PD196712

Class	Description
phenylalanine derivative	An amino acid derivative resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of phenylalanine by a heteroatom. The definition normally excludes peptides containing phenylalanine residues.
non-proteinogenic alpha-amino acid	Any alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
monofluorobenzenes	Any member of the class of fluorobenzenes containing a mono- or poly-substituted benzene ring carrying a single fluorine substitutent.
[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]

Assay ID	Title	Year	Journal	Article
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	2 (14.29)	18.7374
1990's	5 (35.71)	18.2507
2000's	3 (21.43)	29.6817
2010's	4 (28.57)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	1 (7.14%)	4.05%
Observational	0 (0.00%)	0.25%
Other	13 (92.86%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
1-anilino-8-naphthalenesulfonate 1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.	2.06	1	aminonaphthalene; naphthalenesulfonic acid	fluorescent probe
guanidine Guanidine: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.. guanidine : An aminocarboxamidine, the parent compound of the guanidines.	1.98	1	carboxamidine; guanidines; one-carbon compound
p-fluorophenylalanine p-Fluorophenylalanine: 3-(p-Fluorophenyl)-alanine.. 4-fluorophenylalanine : A phenylalanine derivative in which the hydrogen at position 4 on the benzene ring is replaced by a fluoro group.	2.91	4	fluoroamino acid; monofluorobenzenes; non-proteinogenic alpha-amino acid; phenylalanine derivative
thymidine [no description available]	1.99	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite
alanine Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.	1.95	1	alanine zwitterion; alanine; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; fundamental metabolite
tyrosine Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.	2.06	1	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
methionine Methionine: A sulfur-containing essential L-amino acid that is important in many body functions.. methionine : A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.	1.99	1	aspartate family amino acid; L-alpha-amino acid; methionine zwitterion; methionine; proteinogenic amino acid	antidote to paracetamol poisoning; human metabolite; micronutrient; mouse metabolite; nutraceutical
phenylalanine Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.	3.87	12	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; phenylalanine; proteinogenic amino acid	algal metabolite; EC 3.1.3.1 (alkaline phosphatase) inhibitor; Escherichia coli metabolite; human xenobiotic metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	2.37	2	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
3-fluorophenylalanine 3-fluorophenylalanine: p-fluorophenylalanine is a minor descriptor; RN given refers cpd with unspecified isomeric designation	2.91	4
fluorine Fluorine: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.	1.98	1	diatomic fluorine; gas molecular entity	NMR chemical shift reference compound
ethionine L-ethionine : An S-ethylhomocysteine that has S-configuration at the chiral centre.	1.95	1	S-ethylhomocysteine	antimetabolite; carcinogenic agent
methionine methyl ester [no description available]	1.99	1
triazoles Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.	1.95	1	1,2,3-triazole
triazolealanine triazolealanine: RN given refers to parent cpd. triazolealanine : A non-proteinogenic alpha-amino acid that is alanine in which one of the methyl hydrogens is replaced by a 1,2,4-triazol-3-yl group.	1.95	1	non-proteinogenic alpha-amino acid; triazoles
4-fluorotryptophan 4-fluorotryptophan: RN given refers to cpd without isomeric designation	1.98	1
2-fluorotyrosine 2-fluorotyrosine: RN given refers to (+-) cpd; RN for cpd without isomeric designation not available 8/89; PET tracer of protein synthesis	2.06	1
puromycin [no description available]	2.02	1	puromycins	antiinfective agent; antimicrobial agent; antineoplastic agent; EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor; EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor; nucleoside antibiotic; protein synthesis inhibitor
7-azatryptophan 7-azatryptophan: RN given refers to cpd without isomeric designation; structure	1.95	1
muramidase Muramidase: A basic enzyme that is present in saliva, tears, egg white, and many animal fluids. It functions as an antibacterial agent. The enzyme catalyzes the hydrolysis of 1,4-beta-linkages between N-acetylmuramic acid and N-acetyl-D-glucosamine residues in peptidoglycan and between N-acetyl-D-glucosamine residues in chitodextrin. EC 3.2.1.17.	1.98	1

Condition	Relationship Strength	Studies
Encephalitis, Polio [description not available]	2.06	1
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	2.06	1
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	1.98	1
Anterior Choroidal Artery Infarction [description not available]	1.98	1
Cerebral Ischemia [description not available]	1.98	1
Cerebral Infarction The formation of an area of NECROSIS in the CEREBRUM caused by an insufficiency of arterial or venous blood flow. Infarcts of the cerebrum are generally classified by hemisphere (i.e., left vs. right), lobe (e.g., frontal lobe infarction), arterial distribution (e.g., INFARCTION, ANTERIOR CEREBRAL ARTERY), and etiology (e.g., embolic infarction).	1.98	1
Brain Ischemia Localized reduction of blood flow to brain tissue due to arterial obstruction or systemic hypoperfusion. This frequently occurs in conjunction with brain hypoxia (HYPOXIA, BRAIN). Prolonged ischemia is associated with BRAIN INFARCTION.	1.98	1
Experimental Hepatoma [description not available]	1.99	1

2-fluorophenylalanine

Description

Cross-References

Synonyms (61)

Drug Classes (3)

Bioassays (2)

Research

Studies (14)

Market Indicators

Research Demand Index: 11.95

Study Types