Boc-L-Lys(Biotin)-OH is a Boc-protected lysine derivative bearing a biotinylated side chain, classifying it as a modified, proteinogenic amino acid analogue designed for peptide-related synthesis. The molecule contains an N-terminal Boc carbamate that masks the α-amino group, a free carboxylic acid for coupling, and a lysine ε-amino functionality linked to a biotin moiety, with stereochemistry indicated as L for the lysine backbone. In synthetic workflows, this protected amino acid is used as a building block to introduce a biotin handle into peptides or peptide conjugates via stepwise amide bond formation, supporting chemical labeling, affinity-based detection, or biotin-directed bioconjugation strategies.
CAT No: CP25945
CAS No:62062-43-5
Synonyms/Alias:N-alpha-Boc-N-epsilon-Biotinyl-L-lysine;Boc-Lys(Biotinyl)
Chemical Name:N-alpha-t-Butyloxycarbonyl-N-epsilon-biotinyl-L-lysine
Boc-L-Lys(Biotin)-OH is a protected lysine derivative bearing a Boc-protecting group on the alpha-amino functionality and a biotin-modified side chain, enabling controlled incorporation of a biotinylated lysine unit into peptide and conjugate workflows. The lysine stereochemistry is retained as L, and the biotin substituent provides a high-affinity handle for avidin/streptavidin-based capture, immobilization, and detection. This reagent is commonly used when biotin positioning within a peptide sequence or linker architecture needs to be defined during synthesis rather than introduced as a post-assembly modification.
1. Biotinylated Peptide Synthesis
Boc-L-Lys(Biotin)-OH is used as a lysine building block for assembling biotin-containing peptides by solid-phase or solution-phase peptide synthesis workflows, where the biotin moiety must remain tethered to the lysine side chain throughout chain assembly. Peptide chemists and custom peptide manufacturers select this protected amino acid to achieve sequence-defined biotinylation, avoiding variability that can arise from late-stage biotin attachment to unprotected lysine residues. The Boc protection supports standard peptide coupling strategies for incorporating the biotinylated lysine at a chosen position, enabling downstream avidin/streptavidin affinity capture of the resulting peptide for purification, pull-down experiments, or surface immobilization studies.
2. Avidin/ Streptavidin Affinity Probes
Boc-L-Lys(Biotin)-OH is widely applied in the construction of affinity-based chemical biology probes where biotin serves as the recognition tag for avidin or streptavidin reagents. Researchers use biotinylated peptides and peptide-like ligands prepared from this building block to generate capture-ready probes for pull-down assays, enrichment of target-binding sequences, and standardized immobilization on biotin-binding surfaces. Because the biotin is presented on a lysine side chain, the probe architecture can be tuned by peptide length and local environment while maintaining a consistent affinity handle, which is particularly useful for workflows that require reproducible immobilization or comparative binding readouts across probe variants.
3. Bioconjugate Linker Development
Boc-L-Lys(Biotin)-OH supports the development of bioconjugates and modular linker systems in which a biotin-bearing lysine unit is introduced as part of a defined synthetic intermediate. Chemical biology groups and biomaterials researchers use biotinylated peptide segments derived from this reagent to create conjugates that can be assembled onto avidin/streptavidin-functionalized platforms, including affinity purification resins, sensor surfaces, and immobilized reagent formats. This approach is often preferred when the biotin must be incorporated at a specific location relative to other functional motifs introduced during peptide assembly, enabling controlled spatial presentation of the conjugation handle for downstream assembly and characterization workflows.
4. Protein Interaction Mapping Tools
Boc-L-Lys(Biotin)-OH is used to prepare biotinylated peptide fragments and peptide-based reagents for protein interaction mapping and complex analysis workflows that rely on affinity enrichment. In these studies, biotin-tagged peptides can be used to enrich interacting partners from mixtures using avidin/streptavidin capture, followed by downstream analytical identification. The lysine-biotin side-chain design helps maintain a stable, defined affinity tag on the peptide fragment, supporting comparative experiments where multiple peptide variants are evaluated under consistent capture conditions, such as in screening libraries of binding motifs or in mapping binding preferences across sequence changes.
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