Boc-L-Lys(Boc)-OH*DCHA

Boc-L-Lys(Boc)-OH*DCHA is a doubly protected lysine building block supplied as the dicyclohexylamine salt (DCHA), featuring an N-terminal Boc protecting group and a Boc-protected side-chain amine on the L-lysine scaffold. This protected amino acid derivative is widely used in peptide synthesis workflows where controlled deprotection and minimized side reactions are required, and the salt form supports practical handling and weighing for scale-up synthesis. The presence of two Boc groups makes it a common lysine source for assembling peptide sequences that require lysine side-chain protection during coupling and chain elongation.

1. Solid-Phase Peptide Synthesis

Boc-L-Lys(Boc)-OH*DCHA is used by peptide synthesis groups to introduce lysine residues into peptide chains under Boc-compatible protection strategies, keeping both the α-amine and ε-amine masked throughout iterative coupling cycles. Researchers performing custom peptide synthesis and peptide library construction rely on this derivative to reduce undesired branching or cross-coupling from the lysine side chain during chain assembly, while enabling lysine deprotection at a later stage when the peptide sequence is complete. The DCHA salt form is also selected in many workflows to improve practical handling and consistent reagent performance during automated or semi-automated solid-phase peptide synthesis.

2. Peptide Segment Coupling

Boc-L-Lys(Boc)-OH*DCHA is frequently employed in solution-phase segment condensation and protected intermediate preparation where lysine-bearing fragments must remain chemically inert during activation and coupling steps. Peptide chemists developing longer constructs, including branched or multi-lysine motifs, use this reagent to maintain orthogonality of functional groups within the growing intermediate set, so that only the intended coupling sites react under the chosen conditions. The dual Boc protection pattern supports downstream processing of the final peptide, allowing controlled unmasking of lysine functionality after fragment assembly.

3. Lysine-Containing Peptide Libraries

Boc-L-Lys(Boc)-OH*DCHA is a common lysine source for constructing peptide libraries that require systematic variation of residues while preserving lysine side-chain protection during parallel synthesis. Combinatorial chemistry teams and structure-activity relationship study groups use this derivative to standardize the lysine protection state across library members, improving reproducibility in purification and downstream characterization. By keeping the ε-amine protected during synthesis, the reagent supports consistent chromatographic behavior and minimizes heterogeneity caused by premature or partial side-chain deprotection.

4. Pharmaceutical Intermediate Development

Boc-L-Lys(Boc)-OH*DCHA is used in the preparation of protected lysine-containing intermediates that feed into peptide-based drug discovery programs and other lysine-functional synthetic targets. Process development and medicinal chemistry teams select this protected amino acid derivative when a lysine unit must be introduced while preventing side reactions from both amine sites during intermediate handling, activation, and coupling steps. The dicyclohexylamine salt form is often favored in development settings for reliable material handling and consistent input during scale-up of protected building blocks.

1. Myotropic activity of allatostatins in tenebrionid beetles

2. Extended exenatide administration enhances lipid metabolism and exacerbates pancreatic injury in mice on a high fat, high carbohydrate diet

3. An interdomain binding site on HIV-1 Nef interacts with PACS-1 and PACS-2 on endosomes to down-regulate MHC-I

4. Sex differences in oxidative stress level and antioxidative enzymes expression and activity in obese pre-diabetic elderly rats treated with metformin or liraglutide

5. Crystal Structure of BamB from Pseudomonas aeruginosa and Functional Evaluation of Its Conserved Structural Features