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High Purity L-4-Chlorophenylalanine丨CAS 14173-39-8
L-4-Chlorophenylalanine is a halogenated derivative of L-phenylalanine in which a chlorine atom is introduced at the para position of the aromatic ring. Its defined L-configuration, aromatic structure, and chlorine substituent make it a useful building block for research involving modified amino acids, organic synthesis, and medicinal chemistry. The combination of a chiral amino acid framework and a substituted phenyl group provides opportunities to investigate how structural modifications influence molecular properties and biological interactions.
Chemical Identifiers
| InChI | 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 |
| Smiles | C1=CC(=CC=C1C[C@@H](C(=O)O)N)Cl |
| EC No. | 238-023-5 |
| MDL No. | MFCD00063065 |
| PubChem CID | 736190 |
Applications
Pharmaceutical Research and Drug Discovery
Halogenated amino acids are valuable in medicinal chemistry because halogen substitution can influence molecular polarity, lipophilicity, conformation, and interactions with biological targets. L-4-Chlorophenylalanine may serve as a research intermediate for synthesizing structurally modified compounds and investigating structure–activity relationships. Its suitability for a specific pharmaceutical research program depends on the target structure and experimental evidence.
Biochemical and Amino Acid Research
Substituted amino acids provide tools for investigating the relationship between molecular structure and biological activity. L-4-Chlorophenylalanine may support research comparing halogenated and non-halogenated phenylalanine analogues in suitable biochemical or biological systems. Researchers should establish the relevance of the compound to the target pathway or biological model through experimental validation rather than assuming activity from its structure alone.
Organic Synthesis and Chemical Research
Peptide Synthesis and Molecular Design
Modified phenylalanine derivatives can be incorporated into peptide research to explore the effects of aromatic substitution on molecular structure and properties. L-4-Chlorophenylalanine may be considered for peptide synthesis and the preparation of specialized peptide analogues where a para-chlorinated aromatic side chain is desired. Successful incorporation depends on the coupling strategy, protection requirements, and compatibility with the intended synthesis.
