Phenypressin is an oxytocin neuropeptide belonging to the vertebrae vasopressin family and has similar pharmacological properties as arginine vasopressin.
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
Phenypressin is a synthetic peptide analog of vasopressin, distinguished by the substitution of phenylalanine for tyrosine at the eighth position of the nonapeptide sequence. Structurally, it retains the hallmark cyclic configuration of vasopressin-related peptides, which is critical for receptor binding and biological activity. Its unique modification confers distinct receptor affinity and pharmacological properties, making it a valuable tool for dissecting the molecular underpinnings of neurohypophyseal hormone action. As a research-use peptide, phenypressin is of significant interest in the study of peptide-receptor interactions, signal transduction pathways, and the physiological roles of vasopressin analogs across various biological systems.
Receptor specificity studies: Phenypressin serves as an important probe for investigating the specificity and selectivity of vasopressin receptor subtypes, including V1a, V1b, and V2 receptors. By comparing its binding affinity and functional activity to those of native vasopressin and other analogs, researchers gain insight into the structural determinants governing receptor-ligand interactions. This approach enables the mapping of critical residues involved in receptor activation and the elucidation of structure-activity relationships that underpin peptide hormone signaling.
Signal transduction research: The compound is widely employed in studies aimed at dissecting intracellular signaling cascades initiated by vasopressin receptor activation. Its defined sequence alteration allows scientists to assess the impact of specific amino acid substitutions on downstream events such as G-protein coupling, second messenger generation, and kinase activation. These investigations contribute to a deeper understanding of how neuropeptides modulate cellular responses and regulate physiological processes such as water homeostasis, vascular tone, and stress adaptation in experimental models.
Peptide structure-function analysis: Phenypressin is a valuable model for exploring the relationship between peptide conformation and biological activity. Utilizing techniques such as NMR spectroscopy, circular dichroism, and molecular modeling, researchers can analyze how the phenylalanine substitution influences the three-dimensional structure and stability of the peptide. These studies provide foundational data for rational peptide design and the development of novel analogs with tailored functional properties for research applications.
Comparative endocrinology: In comparative physiology and neuroendocrinology, phenypressin is utilized to examine the evolutionary conservation and divergence of vasopressin-like peptides across species. Its use in in vitro and ex vivo systems facilitates the characterization of receptor distribution, ligand specificity, and functional responses in diverse animal models. Such comparative analyses help clarify the adaptive significance of sequence variations in neurohypophyseal hormones and their receptors throughout vertebrate evolution.
Peptide synthesis validation: The compound is also employed as a reference standard in peptide synthesis laboratories to validate solid-phase peptide synthesis methods and analytical protocols. Its well-defined sequence and established chromatographic and spectrometric profiles make it an ideal benchmark for assessing peptide purity, identity, and batch-to-batch consistency. This application supports quality control and method development efforts in peptide chemistry, ensuring the reliability of synthetic neuropeptide preparations for advanced research use.
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