Boc-L-Lys(iPr,Z)-OH is a protected, stereochemically defined lysine derivative in which the α-amino group is carbamylated with a Boc group and the side chain bears an iPr-substituted functionality with a specified Z geometry. The molecule contains a free carboxylic acid and a Boc-protected α-amino group, while the modified lysine side chain provides a functional handle for controlled reactivity and for maintaining chemoselectivity during stepwise peptide assembly. In peptide chemistry, this compound is used as a protected amino acid building block to introduce the iPr-bearing, Z-configured lysine side-chain motif into peptides or peptide intermediates under conditions compatible with Boc-protected amines.
CAT No: CP25248
CAS No:125323-99-1
Chemical Name:N-alpha-t-Butyloxycarbonyl-N-epsilon-benzyloxycarbonyl-N-epsilon-i-propyl-L-lysine
Boc-L-Lys(iPr,Z)-OH is a Boc-protected lysine derivative featuring an isopropyl-substituted side chain and a Z-configured functional handle, supplied as a protected amino acid building block for downstream peptide and intermediate synthesis. The N-terminal Boc group supports controlled coupling chemistry, while the side-chain substitution pattern provides a defined reactivity profile for constructing lysine-containing sequences or preparing specialized protected intermediates used in chemical biology and medicinal chemistry workflows.
1. Solid-Phase Peptide Assembly
Boc-L-Lys(iPr,Z)-OH is used by peptide synthesis teams to incorporate a lysine-residue equivalent into solid-phase peptide synthesis workflows where N-terminal protection and side-chain functionality must be carried through multiple coupling/deprotection cycles. The Boc group enables compatibility with standard stepwise assembly strategies, and the defined side-chain substitution supports the preparation of peptides requiring lysine-like spacing and a controlled functional motif for later elaboration. Custom peptide manufacturers and research groups rely on this building block when they need a reproducible lysine derivative for library synthesis, segment coupling, or late-stage side-chain modification after the peptide backbone is assembled.
2. Side-Chain Functional Intermediate Synthesis
Boc-L-Lys(iPr,Z)-OH serves as a protected amino acid intermediate for preparing lysine-derived fragments used in medicinal chemistry and chemical biology programs. The Z-configured side-chain functionality and the isopropyl substitution pattern provide a handle that can be carried through protection/deprotection steps and then converted into a downstream reactive intermediate for conjugation, derivatization, or incorporation into larger scaffolds. Pharmaceutical intermediate development groups use this type of building block to access defined stereochemical and substitution-controlled intermediates, improving reproducibility when synthesizing complex, multifunctional molecules that require a lysine-derived unit.
3. Peptide Library Building Blocks
Boc-L-Lys(iPr,Z)-OH is frequently selected for peptide library construction where lysine positions must be encoded with a consistent protecting-group and side-chain substitution scheme across many analogs. Researchers performing structure-activity relationship studies or mapping campaigns often require lysine-containing peptides that preserve a specific side-chain motif for uniform downstream processing, such as standardized post-assembly functionalization or controlled deprotection sequences. By starting from a single, well-defined protected lysine derivative, teams can reduce variability between library members and streamline analytical comparison of peptide variants that differ at other positions while sharing the same lysine-handling logic.
4. Chemical Biology Conjugation Precursors
Boc-L-Lys(iPr,Z)-OH is applied as a precursor building block for generating lysine-derived conjugation-ready intermediates used in chemical biology workflows. After peptide or fragment assembly, the preserved side-chain functionality can be leveraged to introduce defined functional groups onto biomolecule-reactive scaffolds, enabling preparation of labeled peptides, affinity reagents, or other molecular tools that require a lysine-derived linkage element. Chemical biology laboratories use this protected form to maintain synthetic control during upstream steps, then convert the side-chain handle into the appropriate conjugation functionality in the downstream workflow.
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