Felypressin

As a promising synthetic peptide, Felypressin finds extensive applications in the realms of dental and medical procedures. Its vasoconstrictor properties enable efficacious mitigation of hemorrhages, thereby garnering immense attention for surgical and treatment interventions. Dentistry, in particular, embraces Felypressin fervently, harnessing its attributes as a potent local anesthetic to effectively address periodontal ailments and proffer optimum soothing for individuals enduring discomfort.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Felypressin(CAS 56-59-7)

CAT No: R2009

CAS No:56-59-7

Synonyms/Alias:FELYPRESSIN;PLV-2;56-59-7;Felypressine;Felypressinum;Felipressina;Felipresina;Felipressina [DCIT];2-(L-Phenylalanine)-8-L-lysinevasopressin;Felipresina [INN-Spanish];Felypressine [INN-French];Felypressinum [INN-Latin];Phe(2)-Lys(8)-vasopressin;Felypressin [USAN:INN:BAN];DTXSID6048599;UNII-17N2918V6G;CHEBI:60564;EINECS 200-282-7;DTXCID6028525;Vasopressin, 2-L-phenylalanine-8-L-lysine-;17N2918V6G;(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide;L-Cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysylglycinamide cyclic (1-6)disulfide;Felipresina (INN-Spanish);Felypressine (INN-French);Felypressinum (INN-Latin);FELYPRESSIN (MART.);FELYPRESSIN [MART.];1-{[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-lysylglycinamide;L-Cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysylglycinamide cyclic (1->6)disulfide;FELYPRESSIN (EP IMPURITY);FELYPRESSIN [EP IMPURITY];FELYPRESSIN (EP MONOGRAPH);FELYPRESSIN [EP MONOGRAPH];Phenylalanyl-Lysyl Vasopressin;Vasopressin, Phenylalanyl Lysyl;Lysine Vasopressin, Phenylalanine;Vasopressin, Phenylalanine Lysine;NCGC00182033-01;1-(((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl)carbonyl)-L-prolyl-L-lysylglycinamide;FELYPRESSIN [MI];FELYPRESSIN [INN];SCHEMBL33291;FELYPRESSIN [WHO-DD];PLV-2 (TN);CHEMBL3185126;SFKQVVDKFKYTNA-DZCXQCEKSA-N;HY-A0182;Tox21_112932;AKOS030529558;CS-5837;DB00093;CAS-56-59-7;DA-63405;FF138109;NS00033543;A12648;CYS-PHE-PHE-GLN-ASN-CYS-PRO-LYS-GLY-NH2 (1-6 DISULFIDE);CYS-PHE-PHE-GLN-ASN-CYS-PRO-LYS-GLY-NH2 (1-6 DISULPHIDE);(S)-N-((S)-6-amino-1-((2-amino-2-oxoethyl)amino)-1-oxohexan-2-yl)-1-((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide;200-282-7;L-CYSTEINYL-L-PHENYLALANYL-L-PHENYLALANYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LYSYLGLYCINAMIDE CYCLIC (1->6)DISULPHIDE;

Chemical Name:(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

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M.F/Formula
C46H65N13O11S2
M.W/Mr.
1040.2
Sequence
One Letter Code:CFFQNCPKG
Three Letter Code:H-Cys(1)-Phe-Phe-Gln-Asn-Cys(1)-Pro-Lys-Gly-NH2
Appearance
Solid

Felypressin is a synthetic peptide belonging to the vasopressin analog family, characterized by its structural similarity to natural vasopressin hormones. As a nonapeptide, it features a distinctive sequence that imparts selective vasoactive properties, making it a valuable tool for investigating vascular regulation and peptide-receptor interactions. Its unique profile allows researchers to probe mechanisms of vasoconstriction and study the pharmacological nuances of peptide-based modulators. Felypressin's stability and defined activity have established it as a standard reagent in biochemical and physiological studies centered on peptide signaling pathways and vascular biology.

Vascular physiology research: Felypressin serves as a potent and selective agent for studying vasoconstriction mechanisms in isolated tissue preparations, organ bath experiments, and perfused organ models. Its action on vascular smooth muscle receptors provides a controlled means to examine the dynamics of blood vessel contraction, receptor subtype specificity, and downstream intracellular signaling events. By enabling precise modulation of vascular tone, this peptide supports investigations into endothelial function, vascular reactivity, and the interplay between different vasoactive mediators.

Peptide-receptor interaction studies: The defined sequence and receptor selectivity of felypressin make it an ideal probe for elucidating the structural determinants of peptide-receptor binding. Researchers utilize it to characterize the affinity, kinetics, and specificity of vasopressin receptor subtypes, often employing competitive binding assays, mutagenesis, and structure-activity relationship analyses. These studies contribute to a deeper understanding of ligand recognition, receptor activation, and the development of novel peptide analogs with tailored pharmacological profiles.

Pharmacological assay development: Felypressin is frequently incorporated into in vitro and ex vivo assay systems designed to evaluate the activity of vasopressin analogs, antagonists, and modulators. Its reproducible effects on vascular and smooth muscle tissues enable the calibration of bioassays, standardization of response curves, and validation of experimental protocols. Such applications are critical for benchmarking new compounds, screening for vasoactive agents, and optimizing assay sensitivity and specificity in peptide pharmacology research.

Peptide synthesis and analytical reference: Due to its well-characterized structure, felypressin is used as a reference standard in peptide synthesis, purification, and analytical method development. It supports quality control procedures in solid-phase peptide synthesis workflows, aids in the calibration of chromatographic and spectrometric techniques, and serves as a benchmark for confirming peptide identity and purity. These functions are essential for ensuring the reliability and reproducibility of peptide-based research and manufacturing processes.

Comparative vascular modeling: In experimental models comparing the actions of different vasopressin analogs or other vasoactive peptides, felypressin provides a consistent reference point for assessing relative potency, efficacy, and receptor selectivity. Its predictable activity profile allows researchers to delineate the unique contributions of various analogs in modulating vascular responses, facilitating the rational design of new compounds and the validation of mechanistic hypotheses in vascular pharmacology.

InChI
InChI=1S/C46H65N13O11S2/c47-18-8-7-14-29(40(64)52-23-38(51)62)54-45(69)35-15-9-19-59(35)46(70)34-25-72-71-24-28(48)39(63)55-31(20-26-10-3-1-4-11-26)43(67)56-32(21-27-12-5-2-6-13-27)42(66)53-30(16-17-36(49)60)41(65)57-33(22-37(50)61)44(68)58-34/h1-6,10-13,28-35H,7-9,14-25,47-48H2,(H2,49,60)(H2,50,61)(H2,51,62)(H,52,64)(H,53,66)(H,54,69)(H,55,63)(H,56,67)(H,57,65)(H,58,68)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1
InChI Key
SFKQVVDKFKYTNA-DZCXQCEKSA-N
Canonical SMILES
C1CC(N(C1)C(=O)C2CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=CC=C4)N)C(=O)NC(CCCCN)C(=O)NCC(=O)N
Isomeric SMILES
C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=CC=C4)N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N

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