4-Chloro-L-phenylalanine(L-PCPA) - ≥98% , CAS No.14173-39-8

CAS: 14173-39-8 Cat. No.: C100471 Peso molecular: 199.63 Beilstein Registry Number: 2416150 Número EC: 238-023-5

GRADE & PURITY ≥98%

Synonyms

L-PCPA | (S)-4-CHLOROPHENYLALANINE | 4-Chloro-3-phenyl-L-alanine | PD132687 | SNM151OE2C | DTXSID10161813 | L-Phenylalanine, 4-chloro- | (2S)-2-amino-3-(4-chlorophenyl)propionic acid | AKOS010367583 | L-PHE(4-CL)-OH | Q27120767 | (2S)-2-azanyl-3-(4-chloro

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Application

4-Chloro-L-phenylalanine (L-PCPA) has been used:

to block serotonin synthesis by inhibiting tryptophan hydroxylase (TPH)

to study its behavioral and electrographic effects on epileptic senegalese baboon (Papiopapio)

as a substrate for Chromobacteriumviolaceum phenylalanine hydroxylase

to incubate sea urchin embryos for immunohistochemistry

Specifications

Sinónimos

L-PCPA | (S)-4-CHLOROPHENYLALANINE | 4-Chloro-3-phenyl-L-alanine | PD132687 | SNM151OE2C | DTXSID10161813 | L-Phenylalanine, 4-chloro- | (2S)-2-amino-3-(4-chlorophenyl)propionic acid | AKOS010367583 | L-PHE(4-CL)-OH | Q27120767 | (2S)-2-azanyl-3-(4-chloro

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

4-Chloro-L-phenylalanine (L-PCPA) inhibits the synthesis of 5-hydroxytryptamine (5-HT). 4-Chloro-DL-phenylalanine (PCPA) depletes the serotonin levels in the brain by its inhibitory effect on tryptophan hydroxylase (Tph). Studies support the protective ef

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504760046
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760046
• Sonrisas canónicas: C1=CC(=CC=C1CC(C(=O)O)N)Cl
• IUPAC Name: (2S)-2-amino-3-(4-chlorophenyl)propanoic acid
• InChIKey: NIGWMJHCCYYCSF-QMMMGPOBSA-N
• INCHI: 1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
• Isómeros SMILES: C1=CC(=CC=C1C[C@@H](C(=O)O)N)Cl
• WGK Alemania: 3
• Número ONU: 2811
• Peso molecular: 199.63
• Beilstein: 2416150
• Reaxy-Rn: 2805758
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2805758&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: Phenylpropanoic acids L-alpha-amino acids Amphetamines and derivatives Chlorobenzenes Aralkylamines Aryl chlorides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organochlorides Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - L-alpha-amino acid - Aralkylamine - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organohalogen compound - Organochloride - Primary aliphatic amine - Organonitrogen compound - Organooxygen compound - Primary amine - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

TPH2 Tchem Tryptophan 5-hydroxylase 2 (43 Activities)

Discover Target: TPH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in acetic acid. Slightly soluble in water.
• Sensibilidad: Air sensitive
• Punto de fusión (°C): 235-238°C
• Peso molecular: 199.630 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.04 Da
• Monoisotopic Mass: 199.04 Da
• Topological Polar Surface Area: 63.300 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 178.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Kunya Cheng, Binchen Wang, Lin Xiao, Yuxiang Bao, Xianbing Xu, Sufang Zhang, Zhaofang Liu, Liang Dong.  (2022)  Comprehensive metabolite analysis of wheat dough in a continuous heating process.  FOOD RESEARCH INTERNATIONAL,      [PMID:35227483] [10.1016/j.foodres.2022.110972]

2. Zhao Xinchi, Li Chongwei, Jiang Yumeng, Wang Meiting, Wang Binchen, Xiao Lin, Xu Xianbing, Chai Duo, Dong Liang.  (2020)  Metabolite fingerprinting of buckwheat in the malting process.  Journal of Food Measurement and Characterization,  15  (2): (1475-1486).  [PMID:] [10.1007/s11694-020-00737-1]

3. Binchen Wang, Lin Xiao, Duo Chai, Yumeng Jiang, Meiting Wang, Xianbing Xu, Chongwei Li, Liang Dong.  (2020)  Metabolite analysis of wheat dough fermentation incorporated with buckwheat.  Food Science & Nutrition,  8  (8): (4242-4251).  [PMID:32884705] [10.1002/fsn3.1720]