2,4,5-Trifluoro-L-Phenylalanine is an L-phenylalanine derivative bearing three fluorine atoms substituted at the 2-, 4-, and 5-positions of the phenyl ring, classifying it as a fluorinated, non-natural aromatic amino acid. The molecule retains the amino and carboxyl functional groups characteristic of amino acids while the electron-withdrawing fluorinated aryl side chain modulates hydrophobicity and aromatic electronic properties relevant to peptide incorporation and structure-property relationships. In synthetic and chemical biology workflows, it is used as a defined building block for preparing fluorinated peptides and for analytical method development or structure-activity studies where controlled aromatic fluorination and stereochemically defined amino acid incorporation are required.
CAT No: CP16901
2,4,5-Trifluoro-L-Phenylalanine is a fluorinated, proteinogenic amino acid analog where three fluorine atoms are installed on the phenyl side chain, retaining the L-amino acid stereochemistry and the standard α-amino/α-carboxyl functionality for downstream derivatization. The electron-withdrawing fluorine pattern makes this building block valuable for structure-property studies, peptide and peptidomimetic design, and medicinal chemistry workflows that require precise aromatic substitution. In practice, it is used as a chemically defined aromatic amino acid to probe how ring fluorination influences conformation, physicochemical behavior, and molecular recognition in peptide-based and small-molecule research programs.
1. Peptide Building Block Incorporation
2,4,5-Trifluoro-L-Phenylalanine is used as a site-specific aromatic amino acid building block for custom peptide synthesis, enabling researchers to introduce a highly fluorinated phenyl ring at defined positions. Peptide chemists and medicinal chemistry groups rely on this analog to generate fluorinated peptide series for structure-activity relationship (SAR) studies, where the trifluorinated aromatic motif can modulate local electronic effects and alter intermolecular interactions without changing the peptide backbone. Because the compound is an L-amino acid, it is commonly selected when maintaining stereochemical consistency with standard peptide frameworks is important for comparing analogs and interpreting structure-property trends.
2. Medicinal Chemistry SAR Probes
2,4,5-Trifluoro-L-Phenylalanine supports medicinal chemistry programs focused on aromatic substitution effects in lead optimization, particularly when a trifluorinated phenyl group is desired to tune lipophilicity, metabolic stability trends, and binding-site interactions through strong inductive and steric influences of fluorine. Medicinal chemists incorporate this amino acid analog into peptide-like scaffolds and peptidomimetic intermediates to build defined analog panels for SAR and property screening. The rigid, electron-poor aromatic character provided by the 2,4,5-trifluoro pattern is especially useful when researchers want a reproducible fluorinated motif rather than relying on less-defined aromatic fluorination strategies.
3. Chemical Biology Labeling Analogues
2,4,5-Trifluoro-L-Phenylalanine is frequently used as a chemically defined aromatic substitute in chemical biology workflows where fluorinated amino acids serve as tracers or reference components in labeling and detection strategies. Researchers can incorporate the trifluorinated phenyl motif into peptides or peptide fragments to create well-characterized standards for analytical characterization and method development, including studies that benefit from the distinct chemical signature of fluorinated aromatics. This product is also used when designing fluorinated probe scaffolds or affinity-tagged peptide intermediates, where the presence of multiple fluorines helps distinguish the labeled construct from non-fluorinated controls during downstream characterization.
4. Pharmaceutical Intermediate Development
2,4,5-Trifluoro-L-Phenylalanine is employed as a defined chiral starting material for pharmaceutical intermediate development, particularly for routes that require a trifluorinated aromatic amino acid motif to be carried through to downstream coupling, cyclization, or side-chain functionalization steps. Process chemists and intermediate development teams use this building block to prepare fluorinated peptide fragments, protected amino acid derivatives, and other aromatic fluorinated intermediates that feed into larger synthetic sequences. The L-configuration and the standardized amino acid functionality make it practical for integration into established intermediate manufacturing workflows where consistent stereochemistry and a robust aromatic fluorination pattern are required.
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