2,3-Difluoro-L-Phenylalanine is a fluorinated, proteinogenic amino acid derivative belonging to the phenylalanine family, bearing a phenyl side chain substituted with two fluorine atoms at the 2- and 3-positions relative to the alpha carbon. The molecule contains both an α-amino group and a carboxyl group, with the L stereochemical configuration indicated in the name, and the difluorinated aromatic environment modulates side-chain electronic properties while maintaining the amino acid backbone required for peptide incorporation. It is used in peptide and protein structure-function studies, chemical biology labeling strategies, and analytical method development where fluorinated amino acid analogues provide spectroscopic or mass spectrometric distinguishability.
CAT No: CP12601
2,3-Difluoro-L-Phenylalanine is a fluorinated phenylalanine analog in the L-configuration, featuring two fluorine atoms on the aromatic ring that strongly influence electronic properties and metabolic stability patterns in downstream chemistry. As a non-proteinogenic amino acid building block, it is used in peptide and medicinal chemistry workflows where controlled fluorination of side-chain electronics and sterics are valuable for structure-activity relationship studies and conformational/interaction tuning. Its defined aromatic substitution also makes it a practical candidate for analytical method development and isotope-free reference experiments where fluorinated aromatic motifs are required.
1. Peptide Drug Lead Building
2,3-Difluoro-L-Phenylalanine is used by peptide chemistry groups to introduce a fluorinated aromatic residue into peptide backbones for lead optimization and SAR studies. Researchers commonly incorporate this building block into custom peptide synthesis projects to probe how ring fluorination affects local physicochemical behavior of the side chain, including aromatic interaction patterns and overall peptide property trends. Because it is a defined L-amino acid analog, it fits established peptide assembly workflows used to generate small libraries and compare structure-property relationships across closely related sequences.
2. Medicinal Chemistry SAR Studies
2,3-Difluoro-L-Phenylalanine supports medicinal chemistry programs that require precise aromatic fluorination for analog generation, particularly when exploring how electron-withdrawing substituents on phenylalanine-like motifs alter binding-site interactions in peptidomimetic and small-molecule contexts. Medicinal chemistry teams use fluorinated amino acid building blocks to create series of analogs that differ specifically at the aromatic substitution pattern, enabling clearer interpretation of SAR outcomes than with less controlled modifications. The difluoro substitution pattern provides a chemically well-defined handle for downstream characterization by NMR and mass spectrometry, which is valuable during iterative design and profiling.
3. Chemical Biology Probe Design
2,3-Difluoro-L-Phenylalanine is applied in chemical biology workflows that require fluorinated aromatic residues as reporters or structural elements within probes and affinity reagents. Chemical biology researchers often use defined fluorinated amino acid analogs to create probe scaffolds where the aromatic ring electronics and fluorine-specific spectroscopic signatures support characterization and tracking during assay development. This product is particularly relevant when the experimental design benefits from a stable, non-radioactive fluorine label embedded in an amino acid-derived motif, supporting robust analytical readouts without relying on isotopic enrichment.
4. Analytical Reference Development
2,3-Difluoro-L-Phenylalanine is frequently used as an analytical reference material for LC-MS and NMR method development involving fluorinated aromatic amino acid motifs. Analytical chemistry groups and method-development teams use it to confirm retention behavior, fragmentation patterns, and spectral assignments for difluorinated phenylalanine-containing standards encountered in peptide digests, metabolite screens, or synthetic intermediate profiling. Its defined, non-isotopic fluorination makes it a straightforward calibration or qualification component when the target analytes include 2,3-difluoro-substituted aromatic residues.
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