CAT No: CP01805
CAS No:3262-72-4
Synonyms/Alias:Boc-Ser-OH;3262-72-4;N-Boc-L-serine;Boc-L-serine;N-(tert-Butoxycarbonyl)-L-serine;(S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxypropanoicacid;N-Boc-serine;(S)-N-BOC-SERINE;BOC-L-SER;N-(tert-butoxycarbonyl)serine;N-T-BUTOXYCARBONYL-L-SERINE;MFCD00037243;SBB028534;(2S)-2-[(tert-Butoxycarbonyl)amino]-3-hydroxypropanoicacid;N-T-BOC-L-serine;N-[(1,1-DIMETHYLETHOXY)CARBONYL]-L-SERINE;(S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-HYDROXYPROPANOICACID;Boc-L-Ser-OH;N-alpha-t-BOC-L-SERINE;(2S)-2-[(tert-butoxy)carbonylamino]-3-hydroxypropanoicacid;Bocserine;Boc-Serine;N-BocSerine;t-butyloxycarbonylserine;BOC-SERINE-OH
Boc-L-Serine is an L-serine amino acid building block protected at the alpha-amino group with a Boc (tert-butyloxycarbonyl) group, leaving the side-chain hydroxyl as the key functional handle for downstream peptide and derivative construction. As a protected serine, it is commonly selected for controlled incorporation into peptide sequences and for maintaining side-chain reactivity management during synthesis and intermediate preparation. Its stereochemistry is aligned with L-serine chemistry used broadly in peptide chemistry workflows and pharmaceutical intermediate development.
1. Solid-Phase Peptide Building
Boc-L-Serine is used as a protected serine input for peptide synthesis workflows where segment or intermediate preparation benefits from Boc-protected amino functionality. Researchers preparing serine-containing peptide fragments rely on the Boc group to control amine reactivity during coupling steps, while the serine side-chain hydroxyl provides a chemically meaningful site for later functionalization or for generating defined serine motifs in peptide libraries. This application is particularly common in custom peptide synthesis and peptide fragment assembly where protected amino acid building blocks are handled under standardized coupling and purification conditions.
2. Serine Side-Chain Functionalization
Boc-L-Serine serves as a practical starting material for constructing serine-derived intermediates that retain the side-chain hydroxyl for selective derivatization. Medicinal chemistry and chemical biology teams use serine hydroxyl-bearing intermediates to introduce controlled polarity, to generate protected alcohol derivatives for subsequent coupling, or to prepare serine-containing motifs used in SAR studies and peptide-based reagent development. In these workflows, the Boc-protected alpha-amine helps preserve the amino functionality until the desired stage of intermediate conversion, enabling more orderly downstream chemistry around the serine side chain.
3. Pharmaceutical Intermediate Synthesis
Boc-L-Serine is frequently employed in the preparation of protected amino acid intermediates used to build larger peptidomimetic or amino acid-containing structures in small-molecule and peptide-drug discovery programs. Process and development chemists value Boc-protected amino acid reagents for their predictable handling as synthetic building blocks, especially when a serine-derived alcohol functionality must be carried through multiple transformations before final coupling or deprotection. The combination of an L-serine backbone with a Boc-protected amino group supports reliable intermediate staging for custom manufacturing and research-scale synthesis.
4. Peptide Library Serine Units
Boc-L-Serine is also used to supply defined serine units for peptide library construction, where consistent stereochemistry and protected amine control are important for reproducible library synthesis. Peptide chemistry groups incorporate Boc-protected serine fragments into diverse sequence contexts to generate serine-enriched panels for structure-activity relationship exploration, affinity reagent development, or protein-interaction mapping studies. The serine side-chain hydroxyl enables later diversification strategies, allowing library members to be differentiated by side-chain chemistry while maintaining a controlled backbone building-block identity.
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