Boc-[15N]Phe-OH is a protected, isotopically labeled phenylalanine derivative in which phenylalanine is bearing a Boc (tert-butoxycarbonyl) protecting group on the amino functionality and an incorporated 15N isotope at the labeled nitrogen. The molecule retains the free carboxylic acid (-COOH) for subsequent coupling chemistry and features the benzyl side chain characteristic of phenylalanine, while the isotopic enrichment enables nitrogen-specific tracking in analytical and labeling workflows. In synthetic and research contexts, this compound is employed as a stepwise building block for peptide-related assembly and as a labeled amino acid precursor for mass spectrometry-based quantification, NMR studies, and structure-labeling experiments where the 15N label provides an identifiable marker.
CAT No: CP27556
CAS No:87713-13-1
Synonyms/Alias:Boc-Phe-OH-15N;L-Phenylalanine-15N,N-t-Bocderivative;N-(tert-Butoxycarbonyl)-L-phenylalanine-15N;87713-13-1;BOC-[15N]PHE-OH;486833_ALDRICH
Boc-[15N]Phe-OH is a 15N-stable isotope-labeled phenylalanine derivative supplied as the Boc-protected amino acid, providing a defined mass shift for quantitative LC-MS workflows. The labeled nitrogen enables sensitive tracking of phenylalanine-containing structures and supports rigorous isotopically resolved measurements in peptide and protein-related experiments. As a protected amino acid building block, it is commonly selected for controlled incorporation into peptide synthesis and for preparing isotope-resolved analytical standards.
1. Isotope-Resolved Peptide Synthesis
Boc-[15N]Phe-OH is used by peptide synthesis groups to introduce a defined 15N label at the phenylalanine residue during custom peptide assembly. The Boc-protected amino functionality supports downstream coupling strategies used in protected-amino-acid workflows, enabling preparation of isotope-tagged peptides for method development, reference material generation, and mechanistic studies where isotopic identity must be preserved. Researchers often choose the labeled nitrogen specifically to obtain unambiguous MS signal separation from unlabeled phenylalanine-containing peptides.
2. Quantitative LC-MS Standards
Boc-[15N]Phe-OH is frequently incorporated into isotope-labeled peptide standards and calibration mixtures for quantitative LC-MS analysis. Analytical chemistry teams use 15N-labeled phenylalanine-containing peptides to improve quantitation robustness by providing a chemically matched internal standard signal with a predictable isotopic mass difference. This is particularly useful when monitoring proteolytic digests, peptide recovery, or workflow variability, where an isotope-resolved standard helps distinguish target analytes from matrix background and closely related peptide species.
3. Proteomics and Digestion Controls
Boc-[15N]Phe-OH is applied in proteomics workflows that require isotopically defined controls tied to phenylalanine-containing peptide sequences. Protein science laboratories use 15N-labeled amino acid building blocks to construct reference peptides that serve as digestion and processing benchmarks, supporting assessment of sample preparation consistency and instrument performance. The Boc-protected, isotope-labeled format helps ensure that the label is introduced at the residue level, supporting reliable interpretation of isotope-resolved peptide readouts in complex biological matrices.
4. Pharmaceutical Intermediate Labeling
Boc-[15N]Phe-OH supports pharmaceutical intermediate development and analytical reference preparation where isotopically labeled phenylalanine derivatives are needed for traceable characterization. Development chemists use this labeled building block to prepare isotope-resolved intermediates or labeled fragments that can be tracked by MS during synthesis optimization, impurity profiling, or stability-related studies. The defined 15N incorporation provides a practical way to follow phenylalanine-derived components through multi-step routes with high analytical specificity.
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