H-D-Phe(F5)-Gln-Trp-Ala-Val-D-Ala-His-Leu-OMe includes fluorinated aromatic residues and D-amino acids that alter steric and electronic properties. The sequence enables evaluation of stability, hydrophobic interactions, and folding patterns. Researchers examine its behavior in solution and binding studies. Applications include structural probing, ligand-design research, and conformational analysis.
CAT No: R2516
CAS No:136207-23-3
Synonyms/Alias:BIM-26226;136207-23-3;bim26226;SCHEMBL10005187;HY-P0039;DA-51123;CS-0014927;
H-D-Phe(F5)-Gln-Trp-Ala-Val-D-Ala-His-Leu-OMe is a synthetic peptide featuring a sequence of eight amino acid residues, including a pentafluorophenylalanine (Phe(F5)) modification at the N-terminus and a methyl ester (OMe) at the C-terminus. The inclusion of non-standard residues such as D-Ala and Phe(F5) imparts unique physicochemical properties, enhancing its stability and modulating biological interactions. This peptide is of significant interest within biochemical research due to its tailored sequence, which enables precise investigations into structure-activity relationships, receptor binding dynamics, and peptide-based functional studies. Its design supports a wide range of applications in peptide science, including mechanistic analyses, assay development, and synthetic methodology evaluation.
Peptide structure-activity relationship studies: As a model system, this octapeptide supports in-depth structure-activity relationship (SAR) investigations. The incorporation of Phe(F5) and D-Ala allows researchers to systematically evaluate the influence of non-canonical amino acids on peptide conformation, receptor affinity, and biological stability. By comparing analogs with standard residues, scientists can elucidate the contributions of specific side chains or stereochemistry to molecular recognition and functional outcomes, thereby guiding the rational design of novel bioactive peptides.
Receptor binding and signaling research: The sequence and modifications present in this peptide make it an excellent tool for probing peptide-receptor interactions. Its unique features enable the assessment of binding affinity, selectivity, and downstream signaling responses in vitro. By utilizing this compound in ligand-receptor assays, researchers can dissect the molecular determinants of peptide recognition, map binding sites, and characterize the pharmacological profiles of peptide-responsive systems, supporting both basic and applied research in signal transduction.
Peptide stability and proteolytic resistance assays: The presence of D-Ala and the methyl ester C-terminus confer increased resistance to proteolytic degradation, making this peptide a valuable substrate for stability testing. It can be employed in enzymatic assays to compare the proteolytic susceptibility of modified versus unmodified peptides, providing insights into degradation pathways and informing the design of peptides with improved biostability for research purposes. Such studies are critical for understanding peptide half-life and optimizing sequences for experimental use.
Synthetic methodology evaluation: The complex sequence and functional group diversity of this peptide render it an effective standard for testing and optimizing solid-phase peptide synthesis (SPPS) protocols. Its synthesis requires careful orchestration of protecting group strategies and coupling conditions, making it suitable for evaluating the efficiency and fidelity of peptide assembly techniques. Analytical characterization of the final product also provides a benchmark for assessing purification methods and quality control processes in peptide manufacturing.
Analytical method development: Due to its defined sequence and presence of both standard and non-standard amino acids, this peptide serves as an excellent reference compound for developing and validating analytical techniques. It can be used to calibrate chromatographic, spectrometric, or mass spectrometric methods aimed at peptide identification, quantification, and purity assessment. Employing this peptide in analytical workflows enhances the reliability of detection and characterization protocols, supporting high-quality research and development in peptide science.
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