H-Tyr-Phe-Met-Arg-Phe-NH2 is a pentapeptide rich in aromatic and basic residues, forming diverse secondary-structure tendencies. The amidated C-terminus improves backbone stability and reduces terminal flexibility. Researchers use it to probe hydrophobic clustering, ligand recognition, and enzymatic susceptibility. Its defined motif supports biophysical and structural studies.
CAT No: 10-101-308
CAS No:99414-63-8
Synonyms/Alias:H-TYR-PHE-MET-ARG-PHE-NH2;99414-63-8;Tyr-Phe-Met-Arg-Phe-NH2;(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-5-(diaminomethylideneamino)pentanamide;(S)-N-((S)-1-Amino-1-oxo-3-phenylPropan-2-yl)-2-((S)-2-((S)-2-((S)-2-amino-3-(4-hydroxyphenyl)Propanamido)-3-phenylPropanamido)-4-(methylthio)butanamido)-5-guanidinopentanamide;
Chemical Name:(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-5-(diaminomethylideneamino)pentanamide
H-Tyr-Phe-Met-Arg-Phe-NH2 is a synthetic pentapeptide composed of the amino acid sequence tyrosine-phenylalanine-methionine-arginine-phenylalanine, capped at the C-terminus with an amide group. As a custom-designed peptide, it offers a versatile tool for researchers investigating peptide structure-activity relationships, receptor binding affinities, and the molecular mechanisms underlying peptide-mediated signaling. Its sequence and modifications make it particularly valuable in studies where precise control over peptide chemistry and biological activity is required. The compound's biochemical stability and defined sequence enable reproducible results in diverse experimental settings, supporting both fundamental and applied peptide research.
Peptide receptor interaction studies: The pentapeptide serves as a model ligand for probing the specificity and affinity of peptide-binding receptors, including G protein-coupled receptors (GPCRs) and other membrane-associated targets. By varying the sequence or terminal modifications, researchers can systematically assess the impact of each residue on receptor recognition and downstream signaling. This capacity is integral to elucidating binding motifs and mapping critical contact points, thereby advancing the rational design of novel ligands and therapeutic candidates.
Signal transduction research: As an analogue of bioactive peptides, H-Tyr-Phe-Met-Arg-Phe-NH2 can be utilized to dissect intracellular signaling pathways activated by peptide ligands. Its defined structure allows for controlled activation or inhibition of specific signaling cascades in cell-based assays, facilitating the study of second messenger systems, phosphorylation events, and gene expression changes. Such investigations contribute to a deeper understanding of how peptide hormones and neurotransmitters regulate cellular responses.
Structure-activity relationship (SAR) analysis: The compound is well-suited for SAR studies aimed at identifying the functional contributions of individual amino acid residues within a peptide sequence. By comparing the biological activities of this pentapeptide with those of related analogues, scientists can pinpoint residues essential for activity, stability, or receptor engagement. These insights are crucial for the optimization of peptide-based probes, inhibitors, or agonists in both basic and translational research.
Peptide synthesis validation: H-Tyr-Phe-Met-Arg-Phe-NH2 is frequently employed as a reference standard or test substrate in solid-phase peptide synthesis (SPPS) protocols. Its defined sequence and terminal modification provide a benchmark for evaluating the efficiency and fidelity of peptide assembly, purification, and analytical characterization methods. The use of such model peptides supports the development and refinement of synthetic techniques, ensuring high-quality output for research and industrial applications.
Analytical method development: The pentapeptide's well-characterized structure and physicochemical properties make it an ideal candidate for validating and calibrating analytical techniques, including high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis. Employing this compound in method development allows for precise assessment of separation efficiency, detection sensitivity, and quantitation accuracy, thereby supporting robust analysis of peptides and related biomolecules in complex mixtures.
1. The spatiotemporal control of signalling and trafficking of the GLP-1R
2. Implications of ligand-receptor binding kinetics on GLP-1R signalling
3. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
5. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
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