Boc-Lys(2-chloro-Z)-OH · t-butylamine is a protected lysine derivative in which the α-amino group is masked with a Boc (tert-butoxycarbonyl) protecting group and the ε-amino side chain bears a 2-chloro-Z (2-chloro-Cbz-type benzyloxycarbonyl) protection, while the carboxyl group is present as a free acid. The molecule contains both amino-protecting carbamate/urethane functionalities and a side-chain ε-nitrogen that is rendered non-nucleophilic by the Z-type group, and it exists as a salt/adduct with t-butylamine, which influences its handling and solubility without changing the core protected amino acid framework. In peptide synthesis workflows, the orthogonal protection pattern supports stepwise coupling by keeping the α-amino group protected until deprotection and by maintaining chemoselectivity at the lysine side chain for controlled incorporation into longer peptide intermediates.
CAT No: CP27287
CAS No:62559-79-9
Synonyms/Alias:62549-92-2;Boc-L-Tryptophanamide;(S)-tert-Butyl(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate;Boc-Trp-NH2;SCHEMBL7413708;CTK8B9847;MolPort-023-331-654;ZINC2562518;ANW-63298;KM0628;AKOS016003597;AM82288;AJ-40771;AK-87742;KB-48370;TC-152043
Boc-Lys(2-chloro-Z)-OH · t-butylamine is a Boc-protected lysine derivative featuring a side-chain protected as a 2-chloro-Z carbamate and supplied as a salt with t-butylamine. This protected amino acid building block is designed for controlled stepwise peptide assembly, where orthogonal side-chain protection helps maintain lysine functionality during coupling and subsequent fragment condensation. The combination of a Boc N-terminus and a chloro-Z side-chain protecting group makes it a practical intermediate for preparing lysine-containing peptide segments under protected conditions.
1. Solid-Phase Peptide Assembly
Boc-Lys(2-chloro-Z)-OH · t-butylamine is used by peptide synthesis groups to introduce a protected lysine residue into peptide chains while minimizing side reactions from the ε-amino group. The Boc-protected α-amino functionality supports standard protected-amino-acid coupling workflows, and the 2-chloro-Z side-chain protection helps preserve lysine integrity through sequence elongation steps. This format is particularly useful when lysine needs to remain masked until later stages of deprotection or when building lysine-rich peptides where controlling orthogonality is important for downstream purification and fragment assembly.
2. Lysine-Containing Segment Condensation
Boc-Lys(2-chloro-Z)-OH · t-butylamine is commonly selected for solution-phase or fragment condensation strategies that require a lysine residue carried through multiple synthetic steps as a stable, protected intermediate. Peptide chemists use this building block to prepare defined lysine-containing segments where the side-chain must remain protected during activation, coupling, and purification of intermediates. The presence of a Boc N-terminus and the chloro-Z side-chain protection pattern supports controlled handling of lysine during the assembly of longer peptide targets, including sequences that benefit from predictable deprotection timing at the final stages.
3. Orthogonally Protected Peptide Intermediates
Boc-Lys(2-chloro-Z)-OH · t-butylamine serves as a protected lysine intermediate for preparing peptide precursors intended for later functionalization, such as generating lysine-reactive derivatives after selective deprotection. Chemical biology and medicinal chemistry teams often rely on orthogonally protected amino acid building blocks to manage when the lysine side chain is unmasked relative to other protecting groups present in the peptide. By keeping the ε-amino group protected during early assembly, this reagent supports the preparation of well-defined peptide intermediates that can be carried into subsequent derivatization steps with improved reproducibility and reduced risk of premature side-chain reactions.
4. Pharmaceutical-Grade Peptide Building Blocks
Boc-Lys(2-chloro-Z)-OH · t-butylamine is used in pharmaceutical intermediate development and custom peptide manufacturing research to supply a reliable, protected lysine unit for constructing peptide candidates and peptide-like intermediates. Process development chemists value protected amino acid salts and defined protecting-group patterns because they simplify handling and help maintain structural fidelity across multi-step manufacturing workflows. In this context, the reagent's protected lysine functionality supports consistent incorporation into peptide sequences during development, enabling downstream analytical characterization and controlled deprotection/derivatization into the intended peptide intermediate forms.
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