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Best Price L-2-Chlorophenylalanine丨CAS 103616-89-3
L-2-Chlorophenylalanine is a halogenated derivative of L-phenylalanine featuring a chlorine substituent at the ortho position of the aromatic ring. Its defined L-configuration, amino acid framework, and ortho-chlorinated phenyl group make it relevant to peptide synthesis, medicinal chemistry, and specialized organic synthesis. The combination of stereochemical control and aromatic substitution provides researchers with a building block for investigating how molecular structure influences chemical reactivity, conformation, and biological interactions.
Chemical Identifiers
| InChI | InChI=1S/C9H10ClNO2/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1 |
| InChI Key | CVZZNRXMDCOHBG-QMMMGPOBSA-N |
| Smiles | C1=CC=C(C(=C1)C[C@@H](C(=O)O)N)Cl |
| EC No. | 810-848-0 |
| MDL No. | MFCD00077921 |
| PubChem CID | 2761491 |
Applications
Pharmaceutical Research and Drug Discovery
Halogenated amino acids are valuable in medicinal chemistry because the introduction of a chlorine atom can influence molecular properties, including lipophilicity, conformation, and interactions with biological targets. L-2-Chlorophenylalanine may serve as a starting material for synthesizing modified amino acid derivatives and other research compounds designed to investigate structure–activity relationships. Its suitability for specific pharmaceutical research depends on the target structure and experimental validation.
Peptide Synthesis and Modified Peptide Development
L-2-Chlorophenylalanine can be considered for peptide synthesis where an L-configured phenylalanine residue with an ortho-chloro substituent is required. The chlorine atom adjacent to the side-chain attachment point may influence the local steric environment and peptide conformation. Researchers can use this structural feature to explore modified peptide sequences and investigate how aromatic substitution affects molecular properties.
Organic Synthesis and Chemical Research
Structure–Activity and Stereochemical Studies
The ortho position of the chlorine substituent distinguishes L-2-Chlorophenylalanine from other chlorophenylalanine isomers. Researchers may use it in comparative studies examining how the position of aromatic substitution affects molecular geometry, conformational preferences, and interactions with biological systems. Comparisons with the 3-chloro and 4-chloro analogues can help investigate positional effects, provided the compounds are appropriately characterized and evaluated.
