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D-2,4-Dichlorophenylalanine丨CAS 114872-98-9
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-/m1/s1 |
| InChI Key | GWHQTNKPTXDNRM-MRVPVSSYSA-N |
| Smiles | C1=CC(=C(C=C1Cl)Cl)C[C@H](C(=O)O)N |
| EC No. | 800-082-5 |
| MDL No. | MFCD01860873 |
| PubChem CID | 6993648 |
Applications
Solid-Phase Peptide Synthesis
D-2,4-Dichlorophenylalanine may be used as a non-natural amino acid building block in the preparation of modified peptides and peptide analogues. Incorporating this residue can introduce a specific stereochemical configuration and a dichlorinated aromatic side chain, allowing researchers to investigate how structural modifications influence peptide conformation, stability, and biological activity. Its suitability for a particular synthesis depends on the target sequence and the selected coupling and protection strategy.
Pharmaceutical and Medicinal Chemistry Research
In medicinal chemistry research, D-2,4-Dichlorophenylalanine can serve as a structural component for synthesizing and modifying candidate molecules. The dichlorinated aromatic group offers opportunities to explore structure–activity relationships and evaluate the effects of halogen substitution on molecular properties. Researchers may incorporate this building block into compound libraries or specialized synthetic intermediates when developing and optimizing new chemical structures.
Organic Synthesis and Chemical Research
Applications in Non-Natural Amino Acid Research
As a stereochemically defined amino acid derivative, D-2,4-Dichlorophenylalanine is relevant to studies involving non-natural amino acids and their role in molecular design. It can support the preparation of compounds with controlled stereochemistry and distinctive aromatic substitution patterns. Such building blocks are valuable in exploratory research where changes to amino acid configuration and side-chain structure are used to investigate molecular recognition, conformation, and functional properties.

