Boc-D-Ser(tBu)-OH · DCHA is a protected amino acid derivative featuring a serine backbone with an N-terminal Boc (tert-butoxycarbonyl) protecting group and a side-chain tert-butyl (tBu) protection on the hydroxymethyl functionality, forming a carbamate and an ether-like masked alcohol. The molecule bears both an amino group protected as the Boc carbamate and a free carboxylic acid, and the "D-" prefix indicates the stereochemical configuration at the serine alpha-carbon as D. As a stepwise peptide synthesis intermediate, it supports chemoselective coupling at the carboxyl and protected amino sites while the protected side-chain hydroxyl helps control side reactions and enables incorporation of a protected serine residue into peptide-building sequences or related amino acid derivative preparations.
CAT No: CP26862
CAS No:248921-67-7
Synonyms/Alias:248921-67-7;Dicyclohexylamine(R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)propanoate;BOC-D-SER(TBU)-OHDCHA;Boc-D-Ser-OH;Boc-D-Ser(tBu)-OH.DCHA;MolPort-020-003-898;6350AH;AKOS024462375;AK159623;4CH-020147;ST24046499;K-6602;D-Serine,N-[(1,1-dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-,compd.withN-cyclohexylcyclohexanamine(1:1)
Boc-D-Ser(tBu)-OH · DCHA is a D-configured serine amino acid building block supplied as a Boc-protected, tert-butyl side-chain protected derivative, paired with dicyclohexylamine (DCHA) to form a salt for improved handling in synthesis. The protected hydroxymethyl side chain and N-terminal Boc group make it a practical reagent for controlled peptide assembly where serine stereochemistry and side-chain protection are required. This form is commonly selected in peptide chemistry workflows that demand reliable coupling performance and straightforward downstream deprotection to reveal the serine functionality.
1. Solid-Phase Peptide Synthesis
Boc-D-Ser(tBu)-OH · DCHA is used by peptide synthesis groups to introduce D-serine residues into peptide sequences while maintaining orthogonal protection of the side-chain hydroxyl. The Boc group supports peptide assembly strategies where Boc-protected amino acids are employed, and the tert-butyl protection on the serine side chain helps prevent undesired side reactions during chain elongation. Researchers developing D-amino acid-containing peptides for structure-activity relationship studies, protease selectivity investigations, or conformational modulation commonly rely on this protected serine derivative to ensure the correct stereochemical incorporation and clean functional group presentation in the final product.
2. D-Serine Peptide Library Building
Boc-D-Ser(tBu)-OH · DCHA is a practical building block for constructing peptide libraries that systematically vary D-serine content, sequence context, or neighboring residues. In medicinal chemistry and chemical biology settings, D-serine incorporation is frequently used as a design variable to probe how stereochemistry and side-chain availability affect peptide behavior in solution and during binding assays. The protected side-chain hydroxyl and Boc protection enable parallel synthesis workflows where multiple analogs are assembled under consistent conditions, supporting reproducible downstream deprotection and purification of library members.
3. Pharmaceutical Intermediate Development
Boc-D-Ser(tBu)-OH · DCHA is also used in the preparation of protected amino acid intermediates for downstream synthesis of D-serine-containing peptide fragments and peptidomimetic scaffolds. Pharmaceutical intermediate developers value this reagent form because it packages the serine functionality in a protected, stable format that can be carried through multi-step assembly before final deprotection and functionalization. Teams working on custom peptide manufacturing or specialized fragment synthesis often select Boc-D-Ser(tBu)-OH · DCHA to control stereochemistry and minimize side-chain reactivity during intermediate handling and coupling steps.
2. Immune-awakening Saccharomyces-inspired nanocarrier for oral target delivery to lymph and tumors
3. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
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