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Bulk Order L-2,4-Dichlorophenylalanine丨CAS 111119-36-9
Chemical Identifiers
| InChI | InChI=1S/C9H9Cl2NO2/c10-6-2-1-5(7(11)4-6)3-8(12)9(13)14/h1-2,4,8H,3,12H2,(H,13,14)/t8-/m0/s1 |
| InChI Key | GWHQTNKPTXDNRM-QMMMGPOBSA-N |
| Smiles | C1=CC(=C(C=C1Cl)Cl)C[C@@H](C(=O)O)N |
| EC No. | |
| MDL No. | MFCD05227922 |
| PubChem CID | 2761497 |
Applications
Solid-Phase Peptide Synthesis
L-2,4-Dichlorophenylalanine can be incorporated into suitable peptide sequences to introduce a dichlorinated aromatic side chain while retaining the L-configuration. Replacing conventional phenylalanine with this modified amino acid allows researchers to explore how multiple halogen substituents affect peptide conformation, stability, and molecular interactions. Its suitability for a specific synthesis depends on the coupling method, reaction conditions, and compatibility with the other amino acids and reagents involved.
Pharmaceutical and Medicinal Chemistry Research
Halogenated amino acids are useful building blocks in medicinal chemistry because halogen substitution can modify molecular lipophilicity, electronic distribution, and interactions with biological targets. L-2,4-Dichlorophenylalanine may support the preparation of modified peptides and amino-acid-derived compounds for structure–activity relationship studies. Researchers can compare dichlorinated structures with mono-chlorinated or non-halogenated analogues to investigate how substitution patterns influence molecular properties and biological activity.
Organic Synthesis and Chemical Research
Modified Peptide and Structure–Activity Studies
Non-standard amino acids provide researchers with opportunities to examine the relationship between molecular structure and biological function. L-2,4-Dichlorophenylalanine can introduce a specifically substituted aromatic side chain into suitable peptide or small-molecule designs. Comparisons with other dichlorophenylalanine isomers can help researchers investigate the effects of chlorine position on molecular recognition, conformation, and physicochemical properties, subject to experimental validation.

