Boc-L-Aha-OH*CHA features an amino acid framework bearing a Boc-protected amino group and an Aha side chain (Aha denotes an amino acid with an aliphatic functionality commonly used in peptide chemistry), presented as a substituted analogue with an additional *CHA component. The molecule contains a free carboxylic acid functionality while the Boc group masks the α-amino group to control chemoselectivity during coupling steps, and the stereochemistry is indicated as L by the product name. In peptide synthesis and related chemical biology workflows, this protected amino acid derivative is employed as a building block to introduce the Aha/CHA side-chain element into peptides or peptide-related intermediates where a masked amine and a defined side-chain handle are required for stepwise assembly and downstream functionalization.
CAT No: CP25208
CAS No:120042-08-2
Synonyms/Alias:120042-08-2;Boc-L-Dab(N3)-OHCha;C9H16N4O4.C6H13N;6383AH
Chemical Name:Boc-L-Dab(N3)-OH, N-alpha-t-Butyloxycarbonyl-4-azido-L-homoalanine, (S)-2-t-Butyloxycarbonylamino-4-azidobutanoic acid cyclohexylamine
Boc-L-Aha-OH*CHA is a Boc-protected amino acid derivative used as a building block in peptide and peptidomimetic synthesis, featuring the L-stereochemical configuration and a side-chain architecture characteristic of Aha (aminohexanoic acid) chemistry. The Boc group provides an N-terminal protection state that is commonly leveraged in controlled peptide assembly workflows, while the "OH*CHA" functionality indicates a defined reactive motif for downstream coupling or functionalization strategies in research-grade synthesis. This reagent is typically selected by peptide chemists and process developers when a specific amino acid side-chain identity and protection pattern are required for reproducible segment condensation and subsequent elaboration.
1. Protected Peptide Building Block
Boc-L-Aha-OH*CHA is used by peptide synthesis groups to install the Aha-derived residue as a protected, N-Boc amino acid unit during custom peptide manufacturing and laboratory-scale peptide assembly. The Boc protection supports sequential coupling and purification workflows where the N-terminus must remain masked until the intended condensation step, enabling controlled construction of peptide sequences that incorporate this particular side-chain identity. Researchers commonly choose this specific protected form when they need consistent reactivity and defined residue incorporation for downstream biological or materials-focused peptide studies.
2. Peptidomimetic Side-Chain Incorporation
Boc-L-Aha-OH*CHA is frequently selected in medicinal chemistry and chemical biology programs developing peptidomimetics, where precise side-chain placement and residue composition are critical for structure-activity relationship studies. The Aha-derived functionality provides a handle for incorporating a tailored amino acid-like fragment into larger scaffolds, supporting iterative design of peptide-like molecules used in binding assays, receptor/ligand studies, and mechanistic chemical biology experiments. By using a protected amino acid derivative with a defined stereochemical identity, development teams can maintain reproducibility across analog series and streamline the synthesis of analog libraries.
3. Pharmaceutical Intermediate Development
Boc-L-Aha-OH*CHA is also applied as a specialty intermediate in the preparation of larger, functionalized fragments used in pharmaceutical intermediate workflows. Process chemists and custom synthesis providers incorporate this Boc-protected amino acid derivative as a defined building block when constructing advanced intermediates that require a particular amino acid motif and protection state for reliable downstream transformations. The structured, protected format helps maintain chemoselectivity during multistep assembly, making it a practical choice for development of peptide-adjacent intermediates and complex scaffold precursors.
4. Analytical Method Reference Material
Boc-L-Aha-OH*CHA is used in analytical chemistry workflows to support method development and characterization of peptide-related intermediates, especially when the Aha-derived residue must be tracked or confirmed in synthetic mixtures. Laboratories developing LC-MS methods, peptide impurity profiling strategies, or reaction monitoring protocols may rely on the defined protected amino acid derivative as a chemical reference to validate retention behavior and fragmentation patterns for related intermediates. This application is particularly relevant when researchers need a structurally consistent standard that matches the protected residue identity present in their synthesis pipeline.
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