Boc-[15N]Ala-OH is a protected, isotopically labeled alanine derivative in which the amino acid nitrogen is enriched with 15N and the amino group is masked as a Boc (tert-butoxycarbonyl) carbamate. The molecule contains a free carboxylic acid functional group for coupling chemistry and a Boc-protected α-amino functionality that controls chemoselectivity by preventing unprotected amine reactivity during peptide-building steps. In synthesis and analytical workflows, this labeled protected amino acid is used as a precursor for incorporating 15N into peptides or peptide fragments and for supporting isotopic labeling strategies in structural studies and mass spectrometry method development.
CAT No: CP26363
CAS No:139952-87-7
Synonyms/Alias:Boc-Ala-OH-15N;N-(tert-Butoxycarbonyl)-L-alanine-15N;L-Alanine-15N,N-t-Bocderivative;139952-87-7;BOC-[15N]ALA-OH;489913_ALDRICH
Boc-[15N]Ala-OH is an N-Boc protected alanine derivative bearing a stable isotope label at the amino nitrogen (15N), provided as a protected amino acid suitable for peptide and analytical workflows. The Boc group supports protected-amino-acid handling and downstream coupling strategies, while the 15N enrichment provides a distinct mass shift for isotope-resolved quantification and labeling studies. In practice, it is used where alanine-level incorporation or 15N-specific tracking is required, including peptide synthesis for labeled standards and isotope-aware LC-MS applications.
1. Isotope-Labeled Peptide Synthesis
Boc-[15N]Ala-OH is used to incorporate an alanine residue with a defined 15N label into peptides and peptide segments during custom peptide synthesis. Researchers and peptide manufacturing groups select this protected, isotopically labeled building block when they need isotope-resolved peptides for method development, reference material preparation, or mechanistic studies that benefit from a clean mass tag at the backbone nitrogen position. The Boc protection supports standard protected amino acid handling in peptide assembly workflows, enabling consistent incorporation of the labeled residue into larger peptide constructs used for analytical characterization and downstream experiments.
2. Quantitative LC-MS Internal Standards
Boc-[15N]Ala-OH is frequently used as a building block toward 15N-labeled peptide standards that serve as internal calibrants in quantitative LC-MS workflows. Analytical chemists and proteomics method developers rely on the predictable 15N mass shift to improve quantitation robustness, correct for variability in sample preparation, and support isotope-resolved peak assignment. Because the label is positioned on the amino nitrogen of alanine, labeled peptides generated from this reagent provide a targeted isotopic signature that is particularly useful when alanine-containing peptides are monitored or when isotope-differentiated species are required for accurate measurement.
3. Proteomics and Peptide Mapping Standards
Boc-[15N]Ala-OH supports the preparation of 15N-labeled peptide references used in protein science workflows such as peptide mapping and targeted proteomics assay development. Protein characterization teams and analytical laboratories use isotope-labeled alanine-containing peptides to validate chromatographic behavior, retention time alignment, and fragmentation consistency for LC-MS/MS methods. The protected, isotopically defined nature of the reagent helps ensure that the resulting labeled peptides carry the intended 15N signature, enabling reliable comparison against unlabeled counterparts and supporting structured assay qualification in research settings.
4. Stable Isotope Method Development
Boc-[15N]Ala-OH is also applied in stable isotope chemistry workflows where controlled incorporation of a 15N label is required to test labeling strategies, evaluate analytical separation, or generate calibration materials. Chemical biology and analytical chemistry teams use the reagent to create defined isotopic reference compounds that help interpret isotope patterns and confirm instrument response to 15N-containing species. This use case is especially relevant when alanine-derived fragments or peptides are part of the analytical panel, and when a protected, isotopically enriched amino acid building block is preferred to maintain label integrity through peptide assembly and sample preparation steps.
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