Boc-D-Ser(Bzl)-OSu is a protected derivative of the D-serine amino acid in which the α-amino group is carbamate-protected with a Boc (tert-butoxycarbonyl) group and the side-chain hydroxyl is benzyl-protected (Bzl). The molecule also contains an activated N-hydroxysuccinimide ester (OSu) at the carboxylate position, while retaining the serine side chain bearing a benzyl ether functionality and the amino acid backbone stereochemistry indicated as D. As an activated amino acid ester, it is used in peptide coupling strategies to form amide bonds under conditions compatible with Boc-protected amino acid building blocks, supporting stepwise assembly of peptide derivatives while minimizing undesired side reactions from the free carboxyl group and controlling chemoselectivity via the protecting groups.
CAT No: CP27504
CAS No:82155-85-9
Synonyms/Alias:BOC-D-SER(BZL)-OSU;82155-85-9;C19H24N2O7;6349AH;KM2108;ZINC71788008
Boc-D-Ser(Bzl)-OSu is a D-configured serine derivative bearing a benzyl-protected side-chain hydroxyl and an N-terminal Boc protecting group, supplied as an activated N-hydroxysuccinimide (OSu) ester. This combination makes it a practical peptide-coupling building block for assembling protected peptide segments while minimizing side reactions from the serine side chain during standard coupling workflows. The OSu activation is specifically leveraged to promote efficient amide bond formation under peptide synthesis conditions, and the benzyl ether further supports orthogonal handling of the serine functionality during downstream transformations.
1. Peptide Segment Coupling
Boc-D-Ser(Bzl)-OSu is used by peptide synthesis groups to couple a D-serine-containing residue into growing peptide chains, particularly when an activated ester format improves coupling efficiency compared with less reactive carboxylic acid forms. Custom peptide manufacturers and medicinal chemistry teams commonly employ this reagent in solution-phase workflows where controlled residue incorporation and reliable amide bond formation are required for building protected peptide intermediates. The Boc group on nitrogen and the benzyl-protected side-chain hydroxyl help maintain the serine functionality in a protected state during the coupling step, supporting consistent downstream deprotection and functionalization strategies.
2. D-Serine-Containing Libraries
Boc-D-Ser(Bzl)-OSu supports peptide library construction where stereochemical control at the serine position is critical for structure-activity relationship studies and conformational tuning in peptidomimetic development. Research laboratories assembling analog panels for lead optimization often prefer activated amino acid ester reagents to streamline parallel synthesis and reduce variability between coupling steps across many analogs. The OSu activation enables rapid conversion of carboxylate functionality into an amide linkage, while the benzyl ether protects the side-chain hydroxyl from premature derivatization, allowing the library to be processed through common purification and later-stage deprotection steps.
3. Protected Serine Building Blocks
Boc-D-Ser(Bzl)-OSu is frequently selected for preparing protected peptide intermediates that retain a masked serine side chain for later chemical modification, such as conversion of the serine hydroxyl after deprotection into downstream functional handles. Pharmaceutical intermediate development teams use this reagent to build segments where the serine hydroxyl must remain inert during early assembly but still be available for controlled elaboration once the peptide backbone is complete. The presence of both N-terminal Boc and side-chain benzyl protection aligns with standard protection/deprotection logic used in peptide chemistry, helping ensure that the serine oxygen does not interfere with coupling selectivity or purification during intermediate stages.
4. Stereodefined Medicinal Chemistry Precursors
Boc-D-Ser(Bzl)-OSu is applied in medicinal chemistry programs that require stereodefined D-serine incorporation to generate peptide-based scaffolds and analogs for mechanistic studies and lead optimization. Teams working on peptide-derived candidates often use activated amino acid esters to improve reproducibility when assembling protected fragments that later undergo global deprotection and conversion into final research materials. By combining D-configuration with stable side-chain protection, this reagent provides a controlled entry point to serine-containing sequences where stereochemistry and functional-group masking must be maintained through peptide assembly and intermediate handling.
3. Myotropic activity of allatostatins in tenebrionid beetles
5. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
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