2-Fluoro-D-Phenylalanine is a fluorinated, non-natural amino acid derivative featuring a D-configuration at the α-carbon and a benzyl side chain bearing a fluorine substituent at the 2-position relative to the benzylic carbon. It contains a free amino group and a free carboxyl group, with the aryl fluorine providing a distinct electronic and steric profile that can influence hydrogen bonding patterns and aromatic interactions in peptide or small-molecule contexts. The molecule is used in peptide and protein structure-function studies, chemical biology labeling strategies, and analytical method development where fluorinated amino acid analogues enable structural probing or spectroscopic contrast.
CAT No: CP14402
CAS No:97731-02-7
Synonyms/Alias:2-Fluoro-D-phenylalanine;97731-02-7;D-2-Fluorophenylalanine;(R)-2-Amino-3-(2-fluorophenyl)propanoicacid;o-Fluoro-D-phenylalanine;2-FLUORO-D-PHE;(2R)-2-amino-3-(2-fluorophenyl)propanoicacid;122839-51-4;2-fluor-d-phenylalanin;D-2-FLUOROPHE;(R)-2-FluorophenylalanineHydrochlorideSalt;(R)-2-FluorophenylalanineHydrochloride;AmbotzHAA1566;AC1LEQEO;PubChem23304;AC1Q4O3N;D-2-F-PHE-OH;D-PHE(2-F)-OH;H-D-PHE(2-F)-OH;SCHEMBL268942;47298_FLUKA;CTK4B3285;D-PHENYLALANINE,2-FLUORO-;MolPort-001-777-551;ZINC113796
2-Fluoro-D-Phenylalanine is a D-configured fluorinated phenylalanine analog featuring a side-chain aryl ring bearing a fluorine substituent. As a non-proteinogenic amino acid building block, it is widely used in peptide and peptidomimetic synthesis to introduce steric and electronic effects from the C-F group while maintaining a stereochemically defined amino acid backbone. Its fluorinated aromatic functionality also makes it a practical handle for chemical biology workflows and analytical studies where fluorine-containing motifs are advantageous.
1. Peptidomimetic Building Block
2-Fluoro-D-Phenylalanine is used by medicinal chemistry and peptide chemistry teams to incorporate a D-amino acid residue into peptide analogs and peptidomimetics, supporting structure-activity relationship studies that probe stereochemical and side-chain electronic effects. The fluorine-substituted phenyl ring provides a distinct physicochemical signature that can be leveraged when designing analog series intended for conformational modulation, improved synthetic tractability, or differentiation of closely related aromatic residues during downstream characterization. This residue is commonly selected for custom peptide synthesis workflows where site-specific incorporation of a defined D-configured amino acid is required to generate non-natural peptide scaffolds for binding and stability characterization in chemical biology campaigns.
2. Protein Engineering Probes
2-Fluoro-D-Phenylalanine is employed in protein engineering and chemical biology research as a fluorinated amino acid analog for constructing non-natural peptide or protein segments in systems designed to tolerate or incorporate non-proteinogenic residues. Researchers use it to introduce a fluorine-bearing aromatic side chain into engineered constructs, enabling residue-level differentiation and supporting experiments where fluorine-containing motifs serve as structural reporters. In practice, it is often chosen when teams want a stereochemically defined D-amino acid within a synthetic protein segment or when developing labeling strategies that benefit from the presence of a single, well-defined fluorine substituent on an otherwise phenylalanine-like side chain.
3. Fluorinated Analytical Standards
2-Fluoro-D-Phenylalanine is a valuable reference material for analytical method development and quantitative measurements involving fluorinated amino acid motifs. Analytical chemists and LC-MS method developers use it as a chemically defined standard to verify retention behavior, ionization response, and mass spectral assignment for fluorinated aromatic amino acid derivatives and peptide fragments that contain the 2-fluoro-D-phenylalanine residue. Because the compound contains a single fluorine substituent on a stereochemically defined D-amino acid backbone, it is frequently used to support accurate identification and calibration when analyzing peptide digests, degradation samples, or synthetic intermediate mixtures where fluorinated phenylalanine analogs are expected.
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More