Boc-D-Phe-Pro-OH is a protected dipeptide-like amino acid derivative featuring a Boc-protected D-phenylalanine residue linked to proline through an amide bond, placing it in the class of Boc-protected amino acid building blocks for peptide assembly. The molecule contains a Boc carbamate on the N-terminus, a free carboxylic acid at the C-terminus, and side chains characterized by the phenyl group of D-Phe and the cyclic secondary amine of proline, with stereochemistry indicated as D for the phenylalanine residue. In synthesis, it functions as a stepwise coupling precursor that enables controlled chemoselective formation of peptide bonds while the Boc group suppresses undesired N-acylation during fragment condensation and subsequent peptide chain extension.
CAT No: CP27074
CAS No:38675-10-4
Synonyms/Alias:BOC-D-PHE-PRO-OH;38675-10-4;C19H26N2O5;AC1LXAOA;SCHEMBL5900839;ZINC2145086;6347AH;AKOS022180946;AJ-33578;AK-58963;FT-0623153;K-8414;(S)-1-((R)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropanoyl)pyrrolidine-2-carboxylicacid;(2S)-1-[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylicacid;138971-65-0
Boc-D-Phe-Pro-OH is a Boc-protected dipeptide building block composed of D-phenylalanine linked to proline, supplied in the free carboxylic acid form at the C-terminus. The presence of the N-terminal Boc protecting group makes it directly compatible with common protected-peptide intermediate workflows, while the D-configuration at the phenylalanine residue supports stereochemically defined peptide assembly. This reagent is typically used to introduce a specific D-amino acid/proline motif into larger peptide sequences for structure-activity studies, peptide library synthesis, and stereochemical mapping of peptide behavior.
1. Peptide Library Synthesis
Boc-D-Phe-Pro-OH is used by peptide chemistry groups to build stereochemically defined peptide libraries where the D-Phe-Pro motif is required for conformational and sequence-specific effects. Researchers incorporate this dipeptide unit as a protected fragment during stepwise peptide assembly to maintain the intended N-terminal protection state and to control the stereochemistry at the phenylalanine position. The C-terminal carboxylic acid functionality supports downstream coupling to additional residues, enabling rapid generation of analog series for SAR profiling and sequence optimization in academic and industrial screening campaigns.
2. Stereodefined Peptide Fragments
Boc-D-Phe-Pro-OH serves as a practical stereodefined fragment for constructing longer peptides and peptidomimetics where the D-amino acid content and proline incorporation are used to tune backbone geometry and local conformational preferences. Medicinal chemistry and chemical biology teams often select this type of protected dipeptide building block when they need a precise residue order and stereochemical composition rather than relying on mixed or scrambling-prone intermediate strategies. By delivering a preassembled D-Phe-Pro segment with a Boc-protected N-terminus, the reagent streamlines segment condensation workflows and helps ensure consistent fragment identity across parallel syntheses.
3. Pharmaceutical Intermediate Development
Boc-D-Phe-Pro-OH is frequently positioned in pharmaceutical intermediate development for the preparation of defined peptide intermediates used in process research, scale-up route scouting, and late-stage assembly of peptide-based candidates or reference materials. Custom peptide manufacturing groups use this building block to reduce the number of synthetic steps required to reach a target intermediate that contains the D-Phe-Pro sequence element. The combination of an N-terminal Boc group and a terminal carboxylic acid supports integration into established protected-peptide manufacturing workflows, facilitating reproducible coupling to upstream or downstream fragments during iterative intermediate optimization.
1. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
2. Implications of ligand-receptor binding kinetics on GLP-1R signalling
5. Emerging applications of nanotechnology for diagnosis and therapy of disease: a review
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