Fmoc-Gly-Gly-Phe-Gly-NH-CH2-O-CO-CH3 connects an Fmoc-protected tetrapeptide to an esterified linker for versatile synthetic modification. Researchers evaluate its role in resin-bound elongation and fragment condensation. The sequence offers balanced flexibility and aromatic interaction potential. Applications include peptide scaffold design, synthetic optimization, and linker engineering.
CAT No: R2483
CAS No:2866301-96-2
Synonyms/Alias:Fmoc-Gly-Gly-Phe-Gly-NH-CH2-O-CO-CH3;2866301-96-2;SCHEMBL25412858;(S)-11-Benzyl-1-(9H-fluoren-9-yl)-3,6,9,12,15-pentaoxo-2-oxa-4,7,10,13,16-pentaazaheptadecan-17-yl acetate;HY-49412;CS-0775791;G79951;
Fmoc-Gly-Gly-Phe-Gly-NH-CH2-O-CO-CH3 is a synthetic peptide derivative featuring an N-terminal Fmoc (9-fluorenylmethyloxycarbonyl) protecting group and a C-terminal acyl modification. Structurally, it comprises a tetrapeptide sequence (Glycine-Glycine-Phenylalanine-Glycine) with specialized terminal modifications that enhance its versatility for biochemical and peptide research. The Fmoc group is widely utilized in solid-phase peptide synthesis (SPPS), allowing for controlled, stepwise assembly of peptide chains, while the unique C-terminal modification introduces additional chemical functionality. This compound's defined sequence and dual functionalization make it particularly valuable for a range of experimental and synthetic applications in peptide chemistry, molecular biology, and bioconjugation studies.
Peptide Synthesis: In the context of synthetic peptide chemistry, this Fmoc-protected tetrapeptide serves as a valuable building block for the elongation of peptide chains using Fmoc-based SPPS protocols. The presence of the Fmoc group at the N-terminus enables selective deprotection under mild basic conditions, facilitating sequential coupling with other protected amino acids or peptide fragments. Its C-terminal modification allows for further chemical elaboration or conjugation, supporting the generation of custom peptide constructs for advanced research applications.
Bioconjugation Studies: The unique C-terminal acyl group in this peptide derivative provides a reactive handle for site-specific conjugation to biomolecules, surfaces, or reporter groups. Researchers can exploit this functionality to produce labeled peptides, immobilize peptide sequences on solid supports, or design multifunctional bioconjugates for use in biosensor development, affinity purification, or diagnostic assay platforms. Such targeted modifications are essential for probing protein-peptide interactions and developing novel analytical tools.
Structure-Activity Relationship (SAR) Analysis: The defined sequence and functionalized termini of this tetrapeptide make it an excellent model for SAR investigations. By incorporating specific modifications at the C- or N-terminus, researchers can systematically study the influence of chemical structure on peptide stability, binding affinity, or biological recognition. This approach supports the rational design of peptide-based ligands, inhibitors, or molecular probes, advancing the understanding of peptide-receptor interactions at the molecular level.
Peptide-Protein Interaction Research: The sequence motif present in this compound, particularly the inclusion of phenylalanine flanked by glycine residues, is relevant in studies of peptide-protein recognition and binding specificity. Utilizing this peptide as a probe or ligand in in vitro assays enables the elucidation of binding sites, mapping of interaction domains, or screening for modulatory compounds. The terminal modifications further allow for tailored immobilization or detection strategies, enhancing experimental flexibility.
Analytical Method Development: The chemical stability and defined structure of this peptide derivative make it a suitable standard or calibration compound for analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry. Its use supports the validation of analytical platforms, optimization of separation protocols, and quantification of peptide content in complex mixtures. Employing such well-characterized peptides is crucial for ensuring reproducibility and accuracy in peptide analytics and quality control workflows.
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