C6506

Sigma-Aldrich

4-Chloro-DL-phenylalanine

greener alternative
Synonym(s):
PCP, PCPA
Linear Formula:
ClC6H4CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
199.63
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

greener alternative product characteristics

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mp

>240 °C (dec.) (lit.)

greener alternative category

Re-engineered

storage temp.

room temp

SMILES string

NC(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)

InChI key

NIGWMJHCCYYCSF-UHFFFAOYSA-N

Gene Information

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Application

4-Chloro-DL-phenylalanine has been used:
  • as tryptophan hydroxylase 1 (TPH1) inhibitor to treat kras+ male zebrafish
  • to induce insomnia in rat models
  • used to treat embryos to examine its effect on serotonin
  • for the selection of Enterococcus faecalis transformants with pESentA32 plasmid
  • to feed flies to explore serotonin effect

Packaging

5, 25 g in poly bottle

Biochem/physiol Actions

4-Chloro-DL-phenylalanine (PCPA) is an inhibitor of 5-hydroxytrytamine (5-HT) synthesis. It helps to improve the inflammation of lung tissue and remodeling pulmonary artery. PCPA can reduce the expression of tryptophan hydroxylase 1 (TPH1), matrix metalloproteinase (MMP) and pro-inflammatory factors.
Tryptophan hydroxylase inhibitor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

hazcat

Acute Tox. 3 Oral - Skin Sens. 1

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Serotonin activated hepatic stellate cells contribute to sex disparity in hepatocellular carcinoma
Yang Q, et al.
Cellular and molecular gastroenterology and hepatology, 3(3), 484-499 (2017)
Jacob Nielsen et al.
Translational psychiatry, 7(11), 1261-1261 (2017-12-01)
1q21.1 hemizygous microdeletion is a copy number variant leading to eightfold increased risk of schizophrenia. In order to investigate biological alterations induced by this microdeletion, we generated a novel mouse model (Df(h1q21)/+) and characterized it in a broad test battery...
In silico analysis and experimental validation of lignan extracts from kadsura longipedunculata for potential 5-HT1AR agonists
Zheng Y, et al.
PLoS ONE, 10(6), e0130055-e0130055 (2015)
Asmae Belhaj et al.
PloS one, 12(7), e0181899-e0181899 (2017-07-29)
The mechanisms of brain death (BD)-induced lung injury remain incompletely understood, as uncertainties persist about time-course and relative importance of mechanical and humoral perturbations. Brain death was induced by slow intracranial blood infusion in anesthetized pigs after randomization to placebo...
PCPA protects against monocrotaline-induced pulmonary arterial remodeling in rats: potential roles of connective tissue growth factor
Bai Y, et al.
Testing, 8(67), 111642-111642 (2017)

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