CAT No: CP26249
CAS No:120893-72-3
Synonyms/Alias:BOC-LYS(BOC)-GLY-OH;120893-72-3;RDJOFHONSQXHOC-LBPRGKRZSA-N;C18H33N3O7;ZINC4899703;6406AH;K-1487;N-(Nalpha,Nepsilon-Bis(t-butoxycarbonyl)-L-lysinoyl)-glycine
Boc-Lys(Boc)-Gly-OH is a Boc-protected amino acid derivative built from lysine and glycine, featuring a Boc-protected lysine side chain and a glycine carboxylic acid for downstream peptide assembly. The presence of Boc protecting groups makes this compound a practical, protected building block for controlled amide bond formation in peptide synthesis workflows, particularly where orthogonality and acid/base compatibility are important for stepwise coupling and purification. Its protected, peptide-ready functionality supports use in preparing short peptide segments and defined intermediates for research-grade peptide and peptidomimetic development.
1. Peptide Segment Building
Boc-Lys(Boc)-Gly-OH is used as a protected dipeptide building segment in custom peptide synthesis where lysine's ε-amino functionality must remain masked during coupling steps. Researchers in peptide chemistry and contract peptide manufacturing commonly incorporate this type of Boc-protected unit to assemble defined sequences while minimizing side reactions from unprotected amines. The glycine carboxylic acid provides the acylating functionality needed for segment condensation into longer peptides, and the dual Boc protection pattern helps maintain chemoselectivity across multi-step syntheses that require careful control of deprotection timing.
2. Solid-Phase Peptide Synthesis
Boc-Lys(Boc)-Gly-OH is applied in solid-phase peptide synthesis workflows as a preprotected lysine-containing segment that can be introduced during sequence assembly to ensure consistent protection of the lysine side chain. Peptide developers use such Boc-protected building blocks when they want lysine to remain protected throughout the SPPS cycle until a planned deprotection step, supporting reliable generation of lysine-containing peptides and peptide libraries. This derivative's protected amine functionality aligns with standard protected-amino-acid handling practices used to reduce sequence-dependent byproducts and improve reproducibility when preparing research peptides for structure-activity relationship studies and biochemical assays.
3. Protected Intermediate For Libraries
Boc-Lys(Boc)-Gly-OH serves as a defined, protected intermediate for generating peptide fragments used in library construction and parallel synthesis. Medicinal chemistry groups and chemical biology teams often rely on such intermediates to standardize the lysine-glycine motif across multiple analogs, enabling systematic variation elsewhere in the peptide while keeping the lysine side chain protected during early-stage assembly. By using a single, well-defined protected building block, downstream purification and characterization workflows become more straightforward when producing series of short peptides, peptidomimetics, or peptide-based probes that require controlled lysine functionality management.
4. Pharmaceutical Intermediate Development
Boc-Lys(Boc)-Gly-OH is also relevant to pharmaceutical intermediate development where lysine-containing peptide fragments must be prepared with robust protecting-group control for later elaboration. Process and development chemists use protected amino acid derivatives like this to manufacture defined intermediates that can be further functionalized, extended, or converted into other protected forms without exposing reactive amines prematurely. The Boc-protected lysine motif and peptide-ready glycine carboxyl group make it a practical input for building sequence-accurate intermediates used in research and industrial chemical development pipelines focused on peptide-derived scaffolds.
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