2,4,6- Trifluoro -L-Phenylalanine is a fluorinated, proteinogenic amino acid derivative in which three fluorine atoms are substituted at the 2, 4, and 6 positions of the phenyl side chain while retaining the amino acid backbone. The molecule contains both an amino group and a carboxyl group and is specified as the L stereochemical form, with the electron-withdrawing fluorinated aromatic ring altering side-chain polarity and hydrogen-bonding behavior relative to unsubstituted phenylalanine. It is used in peptide and protein structure-function studies, chemical biology labeling strategies, and analytical method development where fluorination provides a distinct spectroscopic or mass spectrometric signature and can modulate aromatic side-chain interactions during synthesis or characterization.
CAT No: CP17001
2,4,6- Trifluoro -L-Phenylalanine is a fluorinated, L-configured phenylalanine analog used as a non-natural amino acid building block in peptide and medicinal chemistry research. The three fluorine atoms on the aromatic ring strongly influence electronics, hydrophobicity, and metabolic stability trends often explored in structure-activity relationship (SAR) studies. This reagent is frequently selected when researchers need a defined aromatic fluorination pattern to probe binding interactions, improve physicochemical profiles, or generate metabolically informative analogs for downstream analytical work.
1. Peptide Building Block
2,4,6- Trifluoro -L-Phenylalanine is used as an amino acid building block for incorporating a trifluorinated phenyl ring into peptides via standard peptide synthesis workflows. Medicinal chemistry groups and custom peptide manufacturers employ it to create analog series where aromatic fluorination is used to modulate conformational preferences, local polarity, and side-chain electronic effects while maintaining an L-amino acid backbone. The defined substitution pattern supports systematic SAR and structure-property studies in peptide drug discovery, including evaluation of how fluorinated aromatic residues affect potency-related trends and stability proxies in biochemical assays.
2. Medicinal Chemistry SAR Studies
2,4,6- Trifluoro -L-Phenylalanine serves as a key intermediate for preparing fluorinated amino acid derivatives and peptidomimetic scaffolds used in medicinal chemistry programs. Researchers use the 2,4,6-trifluorinated aromatic motif to tune lipophilicity and electronic characteristics of lead compounds, and to generate well-defined analogs for SAR mapping where the aromatic ring substitution pattern is the variable of interest. This compound is also valuable for developing analytical reference materials for fluorinated analogs, enabling consistent comparison across synthesis batches and supporting impurity profiling and method transfer during lead optimization.
3. Metabolic and Stability Analog Research
2,4,6- Trifluoro -L-Phenylalanine is frequently incorporated into metabolically informative analogs to support stability and biotransformation studies in chemical biology and metabolic research workflows. The trifluorinated aromatic ring can provide a chemically robust handle for tracking compound-related species by LC-MS, since fluorinated metabolites often yield distinctive mass signatures and fragmentation behavior. Metabolism-focused researchers use this approach to compare relative degradation patterns across analogs, to identify metabolite classes, and to generate standards for targeted quantification in method development and metabolite identification campaigns.
4. Analytical Reference Standards
2,4,6- Trifluoro -L-Phenylalanine is used to prepare analytical standards and calibration references for LC-MS workflows targeting fluorinated amino acid derivatives and related peptide fragments. Analytical chemistry teams select this reagent when they need a structurally exact trifluorinated phenylalanine reference to support identification, retention-time alignment, and impurity characterization in synthetic and stability studies. Because the substitution pattern is unambiguous, it helps reduce ambiguity when interpreting chromatograms and mass spectra from complex mixtures containing fluorinated analogs.
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