Boc-L-Aza-OH is a Boc-protected L-aza amino acid derivative in which the amino acid backbone bears an aza substituent, classifying it as a non-standard amino acid building block for peptide and peptidomimetic synthesis. The molecule contains a Boc (tert-butoxycarbonyl) carbamate protecting group on the amino functionality and a free carboxylic acid group, with the aza-modified side-chain functionality providing a distinct heteroatom-containing handle for incorporation into amide-forming sequences. In synthesis, it is used as a protected amino acid precursor that supports controlled chemoselectivity during stepwise coupling to generate aza-containing peptide analogues and related structures for chemical biology, structure-activity studies, and analytical method development.
CAT No: CP25228
CAS No:122225-54-1
Synonyms/Alias:Boc-L-Dap(N3)-OH*CHA;Boc-L-beta-azidoalanine cyclohexylamine;N-alpha-t-Butyloxycarbonyl-3-azido-L-alanine cyclohexylamine
Chemical Name:(S)-2-t-Butyloxycarbonylamino-3-azidopropanoic acid cyclohexylamine
Boc-L-Aza-OH is a Boc-protected, L-configured amino acid building block designed for incorporation into peptide-like structures where an aza-substituted side-chain motif is required. As a protected amino acid, it is typically handled as a synthetic intermediate rather than a free amino acid reagent, enabling controlled coupling during stepwise assembly. The Boc group provides an N-protection strategy commonly used to manage chemoselectivity in peptide synthesis workflows.
1. Peptide Building Block Incorporation
Boc-L-Aza-OH is used as an amino acid building block for constructing aza-containing peptides and peptide analogs in both solid-phase and solution-phase synthesis workflows. Researchers selecting this protected intermediate typically aim to introduce the aza-substituted functionality at a defined position within a peptide sequence, supporting structure-activity relationship studies and conformational or physicochemical tuning. The Boc-protection pattern supports downstream deprotection and coupling steps within standard peptide assembly processes, making it a practical choice for custom peptide synthesis and medicinal chemistry campaigns that require precise incorporation of non-standard residue motifs.
2. Peptidomimetic And SAR Synthesis
Boc-L-Aza-OH is commonly incorporated into peptidomimetic scaffolds used in medicinal chemistry research, where aza-containing side-chain features are leveraged to modulate hydrogen-bonding patterns, polarity, and local sterics relative to proteinogenic residues. Medicinal chemistry groups and peptide discovery teams use this Boc-protected intermediate to generate analog series with controlled structural variation at the aza position, supporting SAR mapping and iterative optimization of peptide-like leads. Because the reagent is supplied in a protected form, it fits cleanly into established intermediate-to-analogue synthesis pipelines used for library generation and rapid analogue turnaround.
3. Pharmaceutical Intermediate Development
Boc-L-Aza-OH is also used as a pharmaceutical intermediate building block for preparing aza-functionalized amide-containing fragments and peptide-derived intermediates that can be further elaborated toward advanced lead compounds. Process and development chemists often choose Boc-protected amino acid intermediates to improve handling and to maintain compatibility with stepwise functional group management during multi-step synthesis. In this context, the product serves as a controlled, residue-specific precursor that helps ensure the aza motif is introduced with defined stereochemical integrity and protected functionality before final coupling or elaboration steps.
4. Custom Peptide Manufacturing Research
Boc-L-Aza-OH supports custom peptide manufacturing research where non-standard residues are required for internal standards, reference materials, or sequence-specific peptide reagents used in assay development and chemical biology programs. Peptide synthesis service providers and research groups use this intermediate to expand the accessible residue set beyond canonical amino acids, enabling preparation of specialized peptide sequences containing the aza motif. The Boc-protected format aligns with common peptide assembly workflows, allowing consistent integration into peptide synthesis planning when a protected amino acid input is preferred for reliable, position-specific incorporation.
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