C8655

4-Chloro-L-phenylalanine

Tryptophan hydroxylase inhibitor, powder

• Synonym(s): L-PCPA
• Linear Formula: ClC₆H₄CH₂CH(NH₂)CO₂H
• CAS Number: 14173-39-8
• Molecular Weight: 199.63
• NACRES: NA.32
• PubChem Substance ID: 24893091
• eCl@ss: 32160406
• UNSPSC Code: 12352209
• EC Number: 238-023-5
• MDL number: MFCD00063065
• Beilstein/REAXYS Number: 2416150
• Form: powder

Properties

• Product Name: 4-Chloro-L-phenylalanine,
• form: powder
• Quality Segment: 200
• mp: 263 °C (dec.) (lit.)
• storage temp.: −20°C
• SMILES string: N[C@@H](Cc1ccc(Cl)cc1)C(O)=O
• 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
• InChI key: NIGWMJHCCYYCSF-QMMMGPOBSA-N
• Gene Information: human ... TPH1(7166), TPH2(121278) ; mouse ... TPH1(21990), TPH2(216343) ; rat ... TPH1(24848), TPH2(317675)

Description

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 (Papio papio)
• as a substrate for Chromobacterium violaceum phenylalanine hydroxylase
• to incubate sea urchin embryos for immunohistochemistry

Biochem/physiol Actions

4-Chloro-L-phenylalanine (L-PCPA) inhibits the synthesis of 5-hydroxytryptamine (5-HT).[1] 4-Chloro-DL-phenylalanine (PCPA) depletes the serotonin levels in the brain by its inhibitory effect on tryptophan hydroxylase (Tph). Studies support the protective effects of PCPA against monocrotaline-induced pulmonary vascular remodeling as well as in lung inflammation.[2]

Tryptophan hydroxylase inhibitor.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges