4-Chloro-DL-phenylalanine - Moligand™, 10mM in DMSO , Inhibitor of L-Phenylalanine hydroxylase ;Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2, CAS No.7424-00-2, Inhibitor of L-Phenylalanine hydroxylase ;Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2

CAS: 7424-00-2 Cat. No.: C425782 Peso molecular: 199.63 Beilstein Registry Number: 14(1)608 Número EC: 231-051-9
Disponible para pedir
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
CP-10188 | AB02502 | CP 10188 | AB00241 | AS-49808 | R5J7E3L9SP | DTXSID4045139 | NCGC00024889-05 | Phenylalanine, 4-chloro- | DL-Phenylalanine, 4-chloro- | KBioGR_001525 | NSC77370 | NSC-77370 | P-chlorophenylalanine, dl- | Tox21_110114 | Alanine, 3-(4-c
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
C425782-1ml
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58,90US$

69,90US$
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Why this grade

Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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

Specifications

Sinónimos
CP-10188 | AB02502 | CP 10188 | AB00241 | AS-49808 | R5J7E3L9SP | DTXSID4045139 | NCGC00024889-05 | Phenylalanine, 4-chloro- | DL-Phenylalanine, 4-chloro- | KBioGR_001525 | NSC77370 | NSC-77370 | P-chlorophenylalanine, dl- | Tox21_110114 | Alanine, 3-(4-c
Especificaciones y pureza
Moligand™, 10mM in DMSO
Mecanismos bioquímicos y fisiológicos
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 metallo
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Moligand™
Tipo de acción
INHIBITOR
Mecanismo de acción
Inhibitor of L-Phenylalanine hydroxylase ;Inhibitor of L-Tryptophan hydroxylase 1;Inhibitor of L-Tryptophan hydroxylase 2
Nombres e identificadores
Sonrisas canónicasC1=CC(=CC=C1CC(C(=O)O)N)Cl
IUPAC Name2-amino-3-(4-chlorophenyl)propanoic acid
InChIKeyNIGWMJHCCYYCSF-UHFFFAOYSA-N
INCHI1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)
Isómeros SMILES C1=CC(=CC=C1CC(C(=O)O)N)Cl
RTECS AY4390010
Peso molecular 199.63
Beilstein 14(1)608
Reaxy-Rn 2805758
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2805758&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClaseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives
Direct ParentPhenylalanine and derivatives
Alternative Parents Phenylpropanoic acids  Amphetamines and derivatives  Alpha amino acids  Chlorobenzenes  Aralkylamines  Aryl chlorides  Amino acids  Monocarboxylic acids and derivatives  Carboxylic acids  Organopnictogen compounds  Organochlorides  Organic oxides  Monoalkylamines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
TPH1 Tclin Tryptophan 5-hydroxylase 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TPH2 Tchem Tryptophan 5-hydroxylase 2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PAH Tclin Phenylalanine-4-hydroxylase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FEN1 Tchem Flap endonuclease 1 (12055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Punto de fusión (°C)>240°C
Peso molecular199.630 g/mol
XLogP3-0.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass199.04 Da
Monoisotopic Mass199.04 Da
Topological Polar Surface Area63.300 Ų
Heavy Atom Count13
Formal Charge0
Complexity178.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Yu Yang, Zhe Chen, Guangli Yan, Ling Kong, Le Yang, Hui Sun, Ying Han, Jie Zhang, Xijun Wang.  (2023)  Mass spectrum oriented metabolomics for evaluating the efficacy and discovering the metabolic mechanism of Naoling Pian for insomnia.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:37776625] [10.1016/j.jpba.2023.115756]
2. Sun Runbin, Jin Dandan, Fei Fei, Xu Zhi, Cao Bei, Li Juan.  (2023)  Mushroom polysaccharides from Grifola frondosa (Dicks.) Gray and Inonotus obliquus (Fr.) Pilat ameliorated dextran sulfate sodium-induced colitis in mice by global modulation of systemic metabolism and the gut microbiota.  Frontiers in Pharmacology,      [PMID:37351508] [10.3389/fphar.2023.1172963]
3. Yinfang Lai, Liping Hua, Jiali Yang, Juewen Xu, Junduo Chen, Shuangshuang Zhang, Shunyao Zhu, Jingjing Li, Senlin Shi.  (2023)  The Effect of Chinese Agarwood Essential Oil with Cyclodextrin Inclusion against PCPA-Induced Insomnia Rats.  MOLECULES,  28  (2): (635).  [PMID:36677694] [10.3390/molecules28020635]
4. Peng Yu, Xu Zhang, Guohui Cheng, Haizhen Guo, Xiaoen Shi, Xinlu Zhang, Jun Zhou, Sheng Wang, Zhenggang Wu, Jin Chang.  (2021)  Construction of a new multifunctional insomnia drug delivery system.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.132633]
5. Zhengke Zhang, Jialiang Liu, Donald J. Huber, Hongxia Qu, Ze Yun, Taotao Li, Yueming Jiang.  (2021)  Transcriptome, degradome and physiological analysis provide new insights into the mechanism of inhibition of litchi fruit senescence by melatonin.  PLANT SCIENCE,      [PMID:34034874] [10.1016/j.plantsci.2021.110926]
6. Cheng Hu, Ying Chen, Yiyuan Cao, Yiqun Jia, Jiaqi Zhang.  (2020)  Metabolomics analysis reveals the protective effect of quercetin-3-O-galactoside (Hyperoside) on liver injury in mice induced by acetaminophen.  JOURNAL OF FOOD BIOCHEMISTRY,  44  (10): (e13420).  [PMID:32744346] [10.1111/jfbc.13420]
7. Cheng Hu, Jiawen Ye, Licong Zhao, Xiulong Li, Yu Wang, Xinhua Liu, Lingyun Pan, Lisha You, Long Chen, Yiqun Jia, Jiaqi Zhang.  (2019)  5,7,3′,4′-flavan-on-ol (taxifolin) protects against acetaminophen-induced liver injury by regulating the glutathione pathway.  LIFE SCIENCES,      [PMID:31593705] [10.1016/j.lfs.2019.116939]
8. Licong Zhao, Jiaqi Zhang, Lingyun Pan, Long Chen, Yu Wang, Xinhua Liu, Lisha You, Yiqun Jia, Cheng Hu.  (2019)  Protective effect of 7,3′,4′-flavon-3-ol (fisetin) on acetaminophen-induced hepatotoxicity in vitro and in vivo.  PHYTOMEDICINE,      [PMID:30831465] [10.1016/j.phymed.2019.152865]
9. Zhu Jie, Zhang Hua-nan, Wu Jia-kai, Li Fei-fei, Liu Yu-qing, Ning Er-juan, Yu Li-qin, Liang Shen.  (2024)  A low n-6/n-3 PUFA ratio and high level of dietary ɑ-linolenic acid improves sleep behavior in mice with insomnia.  JOURNAL OF FOOD SCIENCE AND TECHNOLOGY-MYSORE,      [PMID:39431184] [10.1007/s13197-024-06004-1]
10. Zhang Qiang, Chen Wanyi, Qin Ming, Wang Yuhao, Pu Zhongji, Ding Keyan, Liu Yuyue, Zhang Qunfeng, Li Dongfang, Li Xinjia, Zhao Yu, Yao Jianhua, Huang Lei, Wu Jianping, Yang Lirong, Chen Huajun, Yu Haoran.  (2025)  Integrating protein language models and automatic biofoundry for enhanced protein evolution.  Nature Communications,  16  (1): (1-16).  [PMID:39934638] [10.1038/s41467-025-56751-8]
11. Weimin Hu, Ling Cheng, Jian Zhao, Yonghui Wu, Ying Lin, Jun Yin.  (2024)  Purine metabolite inosine induced by transforming growth factor‑β promotes epithelial‑mesenchymal transition in colorectal cancer.  Oncology Letters,  28  (3): (1-11).  [PMID:38988443] [10.3892/ol.2024.14549]
12. Xiaoyue Li, Yanai Chen, Huiyan Shao, Zheng Yan, Yun Wang, Shenzhou Lu.  (2025)  Silk fibroin microneedles loaded with melatonin for circadian rhythm regulation.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39892546] [10.1016/j.ijbiomac.2025.140500]
13. Chang Zhou, Yi-fan Hu, Yan Zhang, Cheng-hao Wang, Xue-jing Liao, Fa-feng Cheng, Yan-yan Jiang.  (2024)  Study on chemical characterization and sleep-improvement function of Prunella vulgaris L. based on the functional components.  FOOD RESEARCH INTERNATIONAL,      [PMID:39147482] [10.1016/j.foodres.2024.114737]
14. Peifan Li, Ling Yang, Xinyu Shao, Zhi Zou, Hanyu Shi, Yongbing Sun, Xiaoling Wu, Zhonglin Li, Yongli Li, Zuming Li.  (2025)  Lactobacillales derived from traditional Xizang dairy products improve insomnia and restore neurotransmitter-metabolic profiles via gut microbiota in PCPA-induced mice.  MICROBIOLOGICAL RESEARCH,      [PMID:40645156] [10.1016/j.micres.2025.128276]
15. Yimei Wang, Shuai Huang, Zongrun Li, Jundan Tong, Yile Sheng, Chun Ye, Weixu Huo, Yafan Zhao, Yanxiu Du, Ting Peng, Jing Zhang.  (2025)  Phytochrome B modulates arsenite stress tolerance and arsenic accumulation in rice (Oryza sativa L.).  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40829391] [10.1016/j.jhazmat.2025.139567]
16. Wang Yiming, Chen Yifei, Yang Jianbo, Sun Wei, Zhang Xiaoning.  (2025)  Electro-Acupuncture Therapy Alleviates Post-Stroke Insomnia by Regulating Sirt1 and the Nrf2-ARE Pathway.  NEUROMOLECULAR MEDICINE,  27  (1): (1-14).  [PMID:40381125] [10.1007/s12017-025-08862-0]
17. Jia Honglin, Liang Zhengting, Yan Deqi, Chen Xu, Liang Ruining, Wu Jinhong, Zhang Xingping.  (2025)  Mechanisms of Senegenin in Regulating Oxidative Stress and Mitochondria Damage for Neuroprotection in Insomnia: Evidence from In Vivo and In Vitro Models.  MOLECULAR NEUROBIOLOGY,      [PMID:40614022] [10.1007/s12035-025-05170-3]
18. Tianze Xin, Yuqing Xu, Bixian Han, Zuoqing Li, Quansheng Liu, Hanxiang Li, Bingqiang Xu.  (2026)  Chemophenetic characterization of Pleuropterus multiflorus and Pleuropterus angulatus based on UPLC-MS/MS and molecular networking.  BIOCHEMICAL SYSTEMATICS AND ECOLOGY,      [PMID:] [10.1016/j.bse.2026.105238]
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