L-Phenylalanine

Modify Date: 2026-07-01 15:03:53

L-Phenylalanine structure	Common Name	L-Phenylalanine
	CAS Number	63-91-2	Molecular Weight	165.189
	Density	1.2±0.1 g/cm3	Boiling Point	307.5±30.0 °C at 760 mmHg
	Molecular Formula	C₉H₁₁NO₂	Melting Point	270-275ºC (dec.)(lit.)
	MSDS	USA	Flash Point	139.8±24.6 °C

Use of L-Phenylalanine

L-Phenylalanine is an antagonist at α2δ calcium channels with a Ki of 980 nM. IC50 Value: 980 nM [1]Target: Calcium ChannelL-Phenylalanine (LPA) is an electrically neutral amino acid, one of the twenty common amino acids used to biochemically form proteins. In the brain, L-phenylalanine is a competitive antagonist at the glycine binding site of NMDA receptor and at the glutamate binding site of AMPA receptor [2, 3]. At the glycine binding site of NMDA receptor L-phenylalanine has an apparent equilibrium dissociation constant (KB) of 573 ?M estimated by Schild regression [4] which is considerably lower than brain L-phenylalanine concentration observed in untreated human phenylketonuria [5]. L-Phenylalanine also inhibits neurotransmitter release at glutamatergic synapses in hippocampus and cortex with IC50 of 980 nM, a brain concentration seen in classical phenylketonuria, whereas D-phenylalanine has a significantly smaller effect [3].

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name	L-phenylalanine
Synonym	More Synonyms

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description	L-Phenylalanine is an antagonist at α2δ calcium channels with a Ki of 980 nM. IC50 Value: 980 nM [1]Target: Calcium ChannelL-Phenylalanine (LPA) is an electrically neutral amino acid, one of the twenty common amino acids used to biochemically form proteins. In the brain, L-phenylalanine is a competitive antagonist at the glycine binding site of NMDA receptor and at the glutamate binding site of AMPA receptor [2, 3]. At the glycine binding site of NMDA receptor L-phenylalanine has an apparent equilibrium dissociation constant (KB) of 573 ?M estimated by Schild regression [4] which is considerably lower than brain L-phenylalanine concentration observed in untreated human phenylketonuria [5]. L-Phenylalanine also inhibits neurotransmitter release at glutamatergic synapses in hippocampus and cortex with IC50 of 980 nM, a brain concentration seen in classical phenylketonuria, whereas D-phenylalanine has a significantly smaller effect [3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Metabolic Disease Natural Products >> Phenylpropanoids
References	[1]. Mortell, K.H., et al., Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels. Bioorg Med Chem Lett, 2006. 16(5): p. 1138-41. [2]. Glushakov, A.V., et al., Specific inhibition of N-methyl-D-aspartate receptor function in rat hippocampal neurons by L-phenylalanine at concentrations observed during phenylketonuria. Mol Psychiatry, 2002. 7(4): p. 359-67. [3]. Glushakov, A.V., et al., L-phenylalanine selectively depresses currents at glutamatergic excitatory synapses. J Neurosci Res, 2003. 72(1): p. 116-24. [4]. Glushakov, A.V., et al., Long-term changes in glutamatergic synaptic transmission in phenylketonuria. Brain, 2005. 128(Pt 2): p. 300-7. [5]. Moller, H.E., et al., Brain imaging and proton magnetic resonance spectroscopy in patients with phenylketonuria. Pediatrics, 2003. 112(6 Pt 2): p. 1580-3.

Description

Related Catalog

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel

Research Areas >> Metabolic Disease

Natural Products >> Phenylpropanoids

References

[1]. Mortell, K.H., et al., Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels. Bioorg Med Chem Lett, 2006. 16(5): p. 1138-41.

[2]. Glushakov, A.V., et al., Specific inhibition of N-methyl-D-aspartate receptor function in rat hippocampal neurons by L-phenylalanine at concentrations observed during phenylketonuria. Mol Psychiatry, 2002. 7(4): p. 359-67.

[3]. Glushakov, A.V., et al., L-phenylalanine selectively depresses currents at glutamatergic excitatory synapses. J Neurosci Res, 2003. 72(1): p. 116-24.

[4]. Glushakov, A.V., et al., Long-term changes in glutamatergic synaptic transmission in phenylketonuria. Brain, 2005. 128(Pt 2): p. 300-7.

[5]. Moller, H.E., et al., Brain imaging and proton magnetic resonance spectroscopy in patients with phenylketonuria. Pediatrics, 2003. 112(6 Pt 2): p. 1580-3.

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density	1.2±0.1 g/cm3
Boiling Point	307.5±30.0 °C at 760 mmHg
Melting Point	270-275ºC (dec.)(lit.)
Molecular Formula	C₉H₁₁NO₂
Molecular Weight	165.189
Flash Point	139.8±24.6 °C
Exact Mass	165.078979
PSA	63.32000
LogP	1.11
Vapour Pressure	0.0±0.7 mmHg at 25°C
Index of Refraction	1.576
InChIKey	COLNVLDHVKWLRT-QMMMGPOBSA-N
SMILES	NC(Cc1ccccc1)C(=O)O

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

L-Phenylalanine MSDS(Chinese)

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY7535000

CHEMICAL NAME :: Alanine, phenyl-, L-

CAS REGISTRY NUMBER :: 63-91-2

LAST UPDATED :: 199706

DATA ITEMS CITED :: 18

MOLECULAR FORMULA :: C9-H11-N-O2

MOLECULAR WEIGHT :: 165.21

WISWESSER LINE NOTATION :: QVYZ1R -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5287 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1322 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 276 gm/kg/13W-C

TOXIC EFFECTS :: Behavioral - alteration of operant conditioning Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 220 gm/kg

SEX/DURATION :: male 2 week(s) pre-mating female 2 week(s) pre-mating - 3 week(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 160 gm/kg

SEX/DURATION :: male 2 week(s) pre-mating female 2 week(s) pre-mating - 8 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - behavioral

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 192 gm/kg

SEX/DURATION :: male 2 week(s) pre-mating female 2 week(s) pre-mating - 15 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - physical

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 21750 mg/kg

SEX/DURATION :: female 15-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - other effects to embryo

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 30 gm/kg

SEX/DURATION :: female 10-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Effects on Newborn - behavioral

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 7930 mg/kg

SEX/DURATION :: female 8-11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 1980 mg/kg

SEX/DURATION :: female 9 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 2640 mg/kg

SEX/DURATION :: female 10 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - other effects to embryo

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 6048 mg/kg

SEX/DURATION :: female 8-11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system Reproductive - Effects on Newborn - biochemical and metabolic

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 30 mg/kg

SEX/DURATION :: female 3 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 33600 mg/kg

SEX/DURATION :: female 1-24 week(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - behavioral

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 10 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 280,279,1992 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5534 No. of Facilities: 792 (estimated) No. of Industries: 4 No. of Occupations: 14 No. of Employees: 19901 (estimated) No. of Female Employees: 14903 (estimated)

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	C: Corrosive;
Risk Phrases	R36/37/38
Safety Phrases	22-24/25-37/39-45-36/37/39-27-26
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	AY7535000
HS Code	29224995

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor 6
CAS#:1004755-04-7 3-phenyl-(2S)-[... CAS#:1202-31-9 (S)-2-hydraziny... CAS#:150-30-1 DL-Phenylalanine CAS#:55895-88-0 α-phenylalanine...
CAS#:100-39-0 Benzyl bromide CAS#:962-39-0 benzyl 3-phenyl...
DownStream 10
CAS#:33305-77-0 BOC-L-4-Nitrophe CAS#:310404-47-8 Benzenepropanoi... CAS#:7400-08-0 p-Hydroxy-cinna... CAS#:500-38-9 Nordihydroguaia...
CAS#:57060-88-5 L-1,2,3,4-Tetra... CAS#:37553-65-4 Boc-N-Me-Phe-OH CAS#:55533-24-9 Boc-4-Amino-L-p... CAS#:3182-93-2 H-Phe-OEt.HCl
CAS#:41994-51-8 h-dl-tic-oh CAS#:37736-82-6 Boc-Cha-OH

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code	29224995

This table lists relevant public references with title, journal and publication metadata for this compound.

Assessment of protein modifications in liver of rats under chronic treatment with paracetamol (acetaminophen) using two complementary mass spectrometry-based metabolomic approaches.

J. Proteomics 120 , 194-203, (2015)

Liver protein can be altered under paracetamol (APAP) treatment. APAP-protein adducts and other protein modifications (oxidation/nitration, expression) play a role in hepatotoxicity induced by acute o...

Enhanced Indirect Photochemical Transformation of Histidine and Histamine through Association with Chromophoric Dissolved Organic Matter.

Environ. Sci. Technol. 49 , 5511-9, (2015)

Photochemical transformations greatly affect the stability and fate of amino acids (AAs) in sunlit aquatic ecosystems. Whereas the direct phototransformation of dissolved AAs is well investigated, the...

Use of Commercial Dry Yeast Products Rich in Mannoproteins for White and Rosé Sparkling Wine Elaboration.

J. Agric. Food Chem. 63 , 5670-81, (2015)

In sparkling wines, mannoproteins released during yeast autolysis largely affect their final quality. This process is very slow and may take several months. The aim of this work was to study the effec...

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: pKa (acid-base dissociation constant) as determined by Avdeef ref: DOI: 10.1002/04714...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2449007

Name: Cis-inhibition of human LAT1 expressed in TREx HEK293 cells at 200 uM assessed as inh...
Source: ChEMBL
Target: Large neutral amino acids transporter small subunit 1
External Id: CHEMBL4386800

Name: Activity of human recombinant CA2 cytosolic isoform after 15 mins by phenol red stain...
Source: ChEMBL
Target: Carbonic anhydrase 2
External Id: CHEMBL2156561

Name: Activity of Sulfurihydrogenibium yellowstonense YO3AOP1 recombinant CA expressed in E...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2156562

Name: Activity of Sulfurihydrogenibium yellowstonense YO3AOP1 recombinant CA expressed in E...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2156559

Name: Activity of human recombinant CA1 cytosolic isoform after 15 mins by phenol red stain...
Source: ChEMBL
Target: Carbonic anhydrase 1
External Id: CHEMBL2156560

Name: Activation of recombinant human carbonic anhydrase 2 at 10 uM incubated for 15 mins p...
Source: ChEMBL
Target: Carbonic anhydrase 2
External Id: CHEMBL3870984

Name: Activation of recombinant Methanosarcina thermophila gamma carbonic anhydrase at 10 u...
Source: ChEMBL
Target: Carbonic anhydrase
External Id: CHEMBL3870985

Name: Activation of Burkholderia pseudomallei gamma carbonic anhydrase at 10 uM incubated f...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3870986

Name: Activation of Malassezia globosa beta-carbonic anhydrase incubated for 15 mins prior ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3772432

Total 249, Current Page 1 of 25

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Benzenepropanethioic acid,S-phenyl ester

(S)-phenylalanine

L-Phenylalanine

EINECS 200-568-1

(2S)-2-amino-3-phenylpropanoic acid

L-PHENYLALININE

H-Phe-OH

L-phenylalanine zwitterion

S-phenylalanine

(S)-(-)-Phenylalanine

Thiohydrozimtsaeurephenylester

(S)-a-Amino-b-phenylpropionic Acid

L-2-Amino-3-phenylpropionic acid

(S)-2-Amino-3-phenylpropionic acid

(S)-2-Amino-3-phenylpropanoic acid

C6H5CH2CH(NH2)COOH

(S)-a-Aminohydrocinnamic Acid

Phenylalanine

(L)-Phenylalanine

Phenylalanine (VAN)

l-Phe

PhE

phenyl 4-phenylthiobutanoate

S-Phenyl-3-phenylpropanthioat

β-phenyl-L-alanine

(-)-Phenylalanine

(S)-α-Aminobenzenepropanoic acid

MFCD00064227

3-Phenylpropionyl-phenyl-thioether

α-Amino-β-phenylpropionic acid

3-Phenylthiopropionic acid,S-phenyl ester

(S)-A-Aminobenzenepropanoic Acid

Acetylcysteine Impurity 3

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the English name of L-phenylalanine?

A: The English name of L-phenylalanine is L-phenylalanine.

Q: What is the safety information for L-phenylalanine?

A: Safety information for L-phenylalanine: 22-24/25-37/39-45-36/37/39-27-26.

Q: What is the polar surface area (PSA) of L-phenylalanine?

A: Polar surface area (PSA) of L-phenylalanine is 63.32000.

Q: What is the molecular formula of L-phenylalanine?

A: Molecular formula of L-phenylalanine is C9H11NO2.

Q: What is the boiling point of L-phenylalanine?

A: Boiling point of L-phenylalanine is 307.5±30.0 °C at 760 mmHg.

Q: What is the LogP of L-phenylalanine?

A: LogP of L-phenylalanine is 1.11.

Q: What is the InChIKey of L-phenylalanine?

A: InChIKey of L-phenylalanine is COLNVLDHVKWLRT-QMMMGPOBSA-N.

Q: What is the SMILES notation of L-phenylalanine?

A: SMILES notation of L-phenylalanine is NC(Cc1ccccc1)C(=O)O.

Q: What is the melting point of L-phenylalanine?

A: Melting point of L-phenylalanine is 270-275ºC (dec.)(lit.).

Q: What is the CAS number of L-phenylalanine?

A: CAS number of L-phenylalanine is 63-91-2.

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd

BioBioPha

Dayang Chem (Hangzhou) Co., Ltd.

Henan Tianfu Chemical Co., Ltd.

Zhongshan Xingrui Chemical Co. , Ltd.

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: L-Phenylalanine
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

BioBioPha
China
Product Name: L-Phenylalanine
Price: ￥Inquiry/5mg
Purity: 98.0%
Delivery: 10 Day
Contact: Xueping-Zheng
Email: 1477035482@qq.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: L-Phenylalanine
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

Henan Tianfu Chemical Co., Ltd.
China
Product Name: L-Phenylalanine
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
Email: info@tianfuchem.com

Zhongshan Xingrui Chemical Co. , Ltd.
China
Product Name: L-Phenylalanine
Price: ￥Inquiry/25kg
Purity: 99.0%
Delivery: Inquiry
Contact: Wang Jie
Email: 3096638339@qq.com

Get all suppliers and price by the below link:

L-Phenylalanine suppliers

Price: ￥55.9/25g

Reference only. check more L-Phenylalanine price

L-Phenylalanine

Use of L-Phenylalanine

Names

L-Phenylalanine Biological Activity

Chemical & Physical Properties

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

Safety Information

Synthetic Route

Precursor & DownStream

Customs

Articles233

L-PhenylalanineBioassay

Synonyms

L-Phenylalanine | FAQ

L-Phenylalaninefactory

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.