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High Quality L-3,4-Dichlorophenylalanine丨CAS 52794-99-7
L-3,4-Dichlorophenylalanine is a halogenated derivative of L-phenylalanine featuring two chlorine substituents at the 3- and 4-positions of the aromatic ring. Its defined L-configuration and dichlorinated phenyl group make it a specialized building block for peptide synthesis, medicinal chemistry, and organic synthesis research. The presence of two chlorine atoms provides opportunities to investigate how multiple aromatic substituents influence molecular properties, steric interactions, and biological recognition.
Chemical Identifiers
| InChI | InChI=1S/C9H9Cl2NO2/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8H,4,12H2,(H,13,14)/t8-/m0/s1 |
| InChI Key | NRCSJHVDTAAISV-QMMMGPOBSA-N |
| Smiles | C1=CC(=C(C=C1C[C@@H](C(=O)O)N)Cl)Cl |
| EC No. | 113-660-0 |
| MDL No. | MFCD00191203 |
| PubChem CID | 2761498 |
Applications
Pharmaceutical Research and Drug Discovery
Dichlorinated amino acids are of interest in medicinal chemistry because multiple halogen substituents can influence molecular lipophilicity, electronic characteristics, and interactions with biological targets. L-3,4-Dichlorophenylalanine may serve as an intermediate for preparing modified amino acid derivatives and other research compounds used to investigate structure–activity relationships. Its specific value in a pharmaceutical research program depends on the target molecule and experimental findings.
Peptide Synthesis and Modified Peptide Development
Modified phenylalanine derivatives allow researchers to introduce specific aromatic features into peptide structures. L-3,4-Dichlorophenylalanine can be considered for peptide synthesis where an L-configured amino acid bearing a dichlorinated aromatic side chain is desired. The two chlorine substituents may affect local steric and electronic properties, supporting research into how aromatic modification influences peptide conformation and molecular interactions.
Organic Synthesis and Chemical Research
Structure–Activity and Stereochemical Studies
The 3,4-dichloro substitution pattern distinguishes this compound from mono-chlorinated phenylalanine derivatives and other positional isomers. Researchers may use L-3,4-Dichlorophenylalanine in comparative studies to explore how the number and position of aromatic halogen substituents affect molecular conformation, physicochemical properties, and interactions with biological systems. Experimental evaluation is necessary to establish the significance of these structural differences in a particular application.
