Phenypressin

Phenypressin is an oxytocin neuropeptide belonging to the vertebrae vasopressin family and has similar pharmacological properties as arginine vasopressin.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Phenypressin(CAS 30635-27-9)

CAT No: 10-101-327

CAS No:30635-27-9

Synonyms/Alias:L-cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparagyl-L-cysteinyl-L-prolyl-L-arginyl-glycinamide (1->6)-disulfide

Chemical Name:(2S)-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]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

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M.F/Formula
C46H65N15O11S2
M.W/Mr.
1068.2
Sequence
One Letter Code: CFFQNCPRG
Three Letter Code: H-Cys(1)-Phe-Phe-Gln-Asn-Cys(1)-Pro-Arg-Gly-NH2; H-Cys-Phe-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 (disulfide bond: Cys1-Cys6)

Phenypressin, also known as [Phe2]-Arginine Vasopressin, is a synthetic peptide analog of the naturally occurring antidiuretic hormone vasopressin. Characterized by the substitution of phenylalanine at the second position, this compound exhibits unique receptor-binding affinities and biological activities compared to its endogenous counterpart. Phenypressin's structural modifications enable researchers to explore vasopressin receptor selectivity, signaling pathways, and physiological responses in a controlled experimental context. Its stability and well-defined activity profile make it an invaluable tool for a variety of scientific investigations, particularly in the fields of neuroendocrinology, renal physiology, and behavioral science. As a research-grade peptide, Phenypressin provides a reliable means to dissect complex hormonal interactions and to model specific physiological processes in vitro and in vivo.

Neuroendocrine Research: In the study of neuroendocrine mechanisms, Phenypressin serves as a critical probe for elucidating the roles of vasopressinergic signaling in the central nervous system. Its selective interaction with vasopressin receptors allows scientists to investigate the modulation of neuronal circuits involved in stress responses, social behavior, and circadian rhythms. By administering this peptide in animal models or cell-based systems, researchers can delineate the contributions of specific receptor subtypes to neuroendocrine regulation, advancing our understanding of hormone-driven brain function.

Renal Physiology Studies: The unique properties of [Phe2]-Arginine Vasopressin are harnessed in renal physiology research to assess water reabsorption and electrolyte balance mechanisms. Its action on V2 receptors in the kidney enables detailed examination of the molecular pathways governing antidiuretic effects. Experimental use of this compound helps clarify the dynamics of aquaporin channel insertion, sodium handling, and urine concentration, providing insights into the hormonal regulation of fluid homeostasis and the pathophysiology of water balance disorders.

Cardiovascular Function Analysis: Scientists utilize Phenypressin to investigate the regulation of vascular tone and blood pressure. Through its vasopressor activity mediated primarily via V1a receptors, the peptide facilitates studies on smooth muscle contraction, endothelial function, and the interplay between neurohormonal signals and hemodynamic parameters. These investigations are pivotal for understanding the molecular underpinnings of cardiovascular adaptation, autonomic control, and the impact of peptide hormones on systemic circulation.

Behavioral Neuroscience: In behavioral neuroscience, Phenypressin is employed to explore the influence of vasopressin analogs on social cognition, memory, and emotional processing. Its application in animal models enables the dissection of peptide-mediated signaling pathways that underlie affiliative behaviors, aggression, and stress-related responses. By manipulating vasopressinergic tone with this analog, researchers can probe the neurochemical substrates of complex behaviors and identify potential molecular targets for modulating social and emotional functions.

Signal Transduction Research: The use of [Phe2]-Arginine Vasopressin extends to the study of intracellular signaling cascades initiated by G protein-coupled receptor activation. Its defined receptor selectivity allows for precise mapping of downstream effectors such as cyclic AMP, phospholipase C, and calcium mobilization. Employing this peptide in biochemical assays and cell signaling models aids in unraveling the intricate network of molecular events triggered by vasopressin receptor engagement, contributing to a broader understanding of hormone action at the cellular level.

Phenypressin stands as a versatile and robust tool in modern biomedical research, supporting a spectrum of experimental applications from neuroendocrinology to cellular signaling. Its structural refinement and receptor-specific actions empower scientists to decode the physiological and molecular complexities of vasopressin-related pathways. By enabling targeted investigation into hormone-driven processes, Phenypressin continues to advance fundamental knowledge in physiology, pharmacology, and behavioral science, reinforcing its value as a cornerstone compound for innovative scientific inquiry.

InChI
InChI=1S/C46H65N15O11S2/c47-27-23-73-74-24-33(45(72)61-18-8-14-34(61)44(71)56-28(13-7-17-53-46(51)52)39(66)54-22-37(50)64)60-43(70)32(21-36(49)63)59-40(67)29(15-16-35(48)62)55-41(68)31(20-26-11-5-2-6-12-26)58-42(69)30(57-38(27)65)19-25-9-3-1-4-10-25/h1-6,9-12,27-34H,7-8,13-24,47H2,(H2,48,62)(H2,49,63)(H2,50,64)(H,54,66)(H,55,68)(H,56,71)(H,57,65)(H,58,69)(H,59,67)(H,60,70)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
InChI Key
ANZXJGXSHMINOI-LGYYRGKSSA-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(CCCN=C(N)N)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](CCCN=C(N)N)C(=O)NCC(=O)N

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