CAT No: CP25895
CAS No:55533-25-0
Chemical Name:N-alpha-t-Butyloxycarbonyl-4-(benzyloxycarbonyl)amino-L-phenylalanine dicyclohexylamine
Boc-L-Phe(4-NHZ)-OH*DCHA is a Boc-protected L-phenylalanine derivative bearing a 4-NHZ-substituted side chain, supplied as a DCHA salt form to support handling and consistent performance in peptide synthesis workflows. The combination of an N-terminal Boc protecting group with a protected/functionalized aromatic side chain makes this reagent particularly useful for constructing peptides where controlled reactivity and side-chain preservation are required during assembly and subsequent downstream transformations.
1. Solid-Phase Peptide Synthesis
Boc-L-Phe(4-NHZ)-OH*DCHA is used by peptide synthesis groups to introduce a phenylalanine residue with a defined, side-chain-protected aromatic functionality into peptide sequences. The Boc group supports common stepwise coupling and deprotection strategies, while the 4-NHZ substitution helps maintain side-chain integrity during chain elongation, enabling reliable building of peptide intermediates for screening, SAR work, and custom peptide manufacturing. Because the material is provided as a DCHA salt form, it is typically selected to improve practical reagent handling and coupling consistency in automated or semi-automated solid-phase workflows.
2. Peptide Library Building
Boc-L-Phe(4-NHZ)-OH*DCHA is frequently selected for peptide library construction where a specific aromatic side-chain motif must be retained across many analogs. Research teams use this reagent to generate collections of peptides that differ at other positions while keeping the 4-NHZ-functionalized phenylalanine constant, supporting parallel structure-activity relationship studies and epitope/ligand optimization efforts in chemical biology. The protected architecture reduces unwanted side reactions during synthesis, helping ensure that library members can be compared using consistent synthetic quality and defined side-chain chemistry.
3. Pharmaceutical Intermediate Development
Boc-L-Phe(4-NHZ)-OH*DCHA is also used in medicinal chemistry and process development settings to prepare protected amino-acid-derived intermediates that feed into larger synthesis routes. Teams developing peptide-like or peptidomimetic fragments rely on this building block to control functional group presentation and maintain a protected aromatic side chain through key synthetic steps. The Boc-protected backbone and the 4-NHZ side-chain substitution make the reagent a practical choice when downstream assembly requires a specific protected intermediate that can be carried forward into fragment coupling, late-stage functionalization, or conversion into next-generation synthesis targets.
4. Side-Chain Functionalization Strategy
Boc-L-Phe(4-NHZ)-OH*DCHA is applied when the 4-NHZ aromatic side-chain functionality is needed as a controlled handle for later derivatization after peptide assembly. Chemical biology and materials research groups use this reagent to incorporate a phenylalanine variant that preserves the aromatic substitution pattern during synthesis, then enables downstream transformations on the side chain as part of probe or conjugate workflows. This makes the reagent relevant for projects where the timing of side-chain activation is important, such as preparing peptide-derived scaffolds for subsequent chemical modification steps.
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