3-Fluoro-DL-tyrosine is a fluorinated, non-proteinogenic tyrosine analogue featuring a phenolic side chain bearing a fluorine substituent at the 3-position of the aromatic ring, with free amino and carboxyl functional groups on the α-carbon. The molecule is provided as a DL mixture, and its side chain retains the phenolic hydroxyl that can participate in hydrogen bonding and acid-base behavior, while the aryl fluorine introduces a distinct electronic and steric environment useful for spectroscopic and chemical differentiation. In research workflows, this amino acid is used as a building block for peptide and conjugate synthesis to incorporate a fluorinated aromatic residue for structure-activity studies, chemical biology labeling approaches, and analytical method development where fluorinated aromatic motifs improve detectability or enable targeted characterization.
CAT No: CP18503
3-Fluoro-DL-tyrosine is a fluorinated tyrosine analog supplied as a DL mixture, combining a phenolic aromatic side chain with a fluorine substituent on the ring. This amino acid derivative is frequently used as a non-natural building block in peptide and small-molecule research where electronic effects and aromatic fluorination are used to tune structure, reactivity, and physicochemical behavior. Its free amino acid functionality makes it a practical precursor for downstream derivatization and incorporation into labeled or modified chemical entities.
1. Peptide And Peptidomimetic Building
3-Fluoro-DL-tyrosine is used as a non-natural amino acid building block for custom peptide synthesis and peptidomimetic development, enabling incorporation of a fluorinated phenylalanine/tyrosine-like motif into peptide backbones. Research groups and peptide manufacturers select this derivative when they want to introduce ring fluorination to probe structure-property relationships, improve chemical handle compatibility for subsequent functionalization, or generate analog series for medicinal chemistry screening campaigns. The DL stereochemical form is commonly chosen for exploratory SAR work where relative incorporation and downstream analytical characterization are prioritized over enantiopure stereochemical control.
2. Medicinal Chemistry SAR Probing
3-Fluoro-DL-tyrosine supports medicinal chemistry programs that evaluate how aromatic fluorination influences binding-site interactions and overall molecular properties in tyrosine-containing scaffolds. Medicinal chemistry teams use the compound to prepare fluorinated analogs for SAR studies, often as an intermediate toward larger heterocycles, amide-linked fragments, or side-chain-modified structures where the fluorinated aromatic ring serves as a tunable substituent. Because the molecule retains the tyrosine-like phenolic functionality, it can be carried forward into protected or derivatized forms used in fragment elaboration and structure-focused library synthesis.
3. Fluorinated Aromatic Intermediate Development
3-Fluoro-DL-tyrosine is applied as a research-grade intermediate for manufacturing fluorinated aromatic derivatives used in chemical biology and specialty synthesis. Process chemists and R&D teams leverage the fluorinated phenyl ring motif to build substituted aromatic intermediates that can be further converted into activated esters, amide partners, or protected phenolic derivatives for downstream coupling chemistry. The presence of both an amino group and a phenolic side chain makes it a convenient starting material for preparing a range of fluorinated tyrosine-derived intermediates used in iterative synthesis workflows and analytical reference compound preparation.
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