Phe-Met-Arg-Phe amide trifluoroacetate

Phe-Met-Arg-Phe amide trifluoroacetate is an activator of K+ current, with ED50 of 23 nM in the peptidergic caudodorsal neurons.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: R1616

CAS No:159237-99-7

Synonyms/Alias:Phe-Met-Arg-Phe amide trifluoroacetate;159237-99-7;Phe-Met-Arg-Phe amide (trifluoroacetate);(2S)-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanamide;2,2,2-trifluoroacetic acid;HY-P0249A;Phe-Met-Arg-Pheamidetrifluoroacetate;CS-7708;DA-56786;MS-31536;PD063541;G16165;

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M.F/Formula
C33H44F6N8O8S
M.W/Mr.
826.8
Sequence
One Letter Code:FMRF
Three Letter Code:H-Phe-Met-Arg-Phe-NH2.2TFA

Phe-Met-Arg-Phe amide trifluoroacetate is a synthetic peptide compound comprising the amino acid sequence phenylalanine-methionine-arginine-phenylalanine, with an amidated C-terminus and supplied as the trifluoroacetate salt. This tetrapeptide is notable for its structural similarity to biologically active neuropeptides and is frequently employed in the study of peptide-receptor interactions, signaling pathways, and functional assays involving G protein-coupled receptors (GPCRs). Its defined sequence and chemical modifications make it a valuable tool for dissecting structure-activity relationships and for probing the molecular mechanisms underlying peptide function in biochemical and physiological systems.

Receptor activation studies: In peptide pharmacology research, the sequence represented by Phe-Met-Arg-Phe amide is often used as a model ligand for characterizing the activity of formyl peptide receptors (FPRs) and related GPCRs. By serving as a selective agonist or probe, it enables researchers to investigate receptor specificity, downstream signaling events, and dose-response relationships in cellular assays. This facilitates a deeper understanding of receptor-ligand interactions, which is critical for elucidating the functional roles of peptide receptors in diverse biological contexts.

Signal transduction research: The compound's ability to mimic endogenous peptide ligands allows it to be utilized in studies of intracellular signaling cascades. Application of this tetrapeptide in cell-based assays can trigger distinct pathways such as calcium mobilization, MAP kinase activation, or chemotactic responses, depending on the receptor context. By monitoring these cellular responses, investigators can delineate the effects of peptide stimulation on second messenger systems and the broader implications for cell communication and regulation.

Structure-activity relationship (SAR) analysis: As a chemically defined peptide, Phe-Met-Arg-Phe amide trifluoroacetate is instrumental in SAR studies aimed at mapping the functional domains required for receptor binding and activity. Systematic modification of its sequence or chemical groups provides insight into the contributions of individual residues to biological function. Such research supports the rational design of novel peptide analogs with enhanced potency, selectivity, or stability for use in experimental models.

Peptide synthesis and validation: The compound is frequently used as a reference standard or positive control in peptide synthesis laboratories. Its well-characterized sequence and reliable physicochemical properties make it suitable for validating synthetic protocols, optimizing purification strategies, and calibrating analytical techniques such as HPLC and mass spectrometry. This ensures the integrity of peptide production workflows and supports quality control in research environments.

Biochemical assay development: Phe-Met-Arg-Phe amide trifluoroacetate serves as a functional reagent in the optimization and standardization of diverse biochemical assays. Its consistent activity profile makes it an ideal candidate for assay calibration, sensitivity testing, and the establishment of reproducible experimental conditions. Through its use, assay developers can achieve robust performance metrics and facilitate the comparison of results across different laboratories and platforms, thereby advancing peptide-based research methodologies.

InChI
InChI=1S/C29H42N8O4S.2C2HF3O2/c1-42-16-14-23(35-26(39)21(30)17-19-9-4-2-5-10-19)28(41)36-22(13-8-15-34-29(32)33)27(40)37-24(25(31)38)18-20-11-6-3-7-12-20;2*3-2(4,5)1(6)7/h2-7,9-12,21-24H,8,13-18,30H2,1H3,(H2,31,38)(H,35,39)(H,36,41)(H,37,40)(H4,32,33,34);2*(H,6,7)/t21-,22-,23-,24-;;/m0../s1
InChI Key
XVODPBULIXCTET-PAHQJZCISA-N

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