Boc-Lys(Boc)-Gly-OH is a protected amino acid derivative featuring a lysine residue linked to glycine, with both the α-amino group of lysine and the ε-amino side chain of lysine masked as Boc (tert-butoxycarbonyl) carbamates and the glycine α-carboxylic acid present as a free carboxylic acid. The molecule therefore contains a carboxyl functional group and two Boc-protected amines, and its stepwise peptide-building character is reflected by the remaining unprotected carboxyl functionality at the glycine end while the amine functionalities are protected to suppress undesired coupling or side reactions. Boc-Lys(Boc)-Gly-OH is used as an intermediate in peptide synthesis and related peptide-derivative preparation where controlled chemoselectivity for amide bond formation and subsequent deprotection of Boc groups supports the assembly of lysine-containing sequences.
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.
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More