(arg8,des-Gly-NH29)-vasopressin

(Arg8, des-Gly-NH2⁹)-Vasopressin presents a modified cyclic peptide architecture used to evaluate residue-specific effects on conformation. Substitutions alter charge distribution and receptor-binding determinants. Researchers explore its structural rigidity and solvent-dependent dynamics. Uses include ligand analog design, motif-function mapping, and conformational analysis.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
(arg8,des-Gly-NH29)-vasopressin(CAS 37552-33-3)

CAT No: R2644

CAS No:37552-33-3

Synonyms/Alias:(arg8,des-Gly-NH29)-vasopressin;DGAVP;37552-33-3;HN9TZR2O9V;(2S)-2-[[(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid;[Deglycinamide9, Arginine8]-Vasopressin;Org 5667;DEAVP;9-Des-glynh2-argipressin;9-Deglycinamide-argipressin;(Arg8,de-Gly9)-vasopressin;Arginine vasopression-(1-8);Argipressin, des-glynh2(9)-;Argipressin, desglycinamide(9)-;Argipressin, de-glycinamide(9)-;MFCD00076741;(Deglycinamide9,arginine8)-vasopressin;8-Arginine-9-deglycinamide-vasopressin;Arginine vasopressin, des-glynh2(9)-;(Desglycinamide9-arginine8)-vasopressin;8-Arginine-9-desglycinamide vasopressin;8-Arg-9-des-gly-vasopressin dicitrate salt;UNII-HN9TZR2O9V;Vasopressin, 8-L-arginine-9-deglycinamide-;1-8-Vasopressin, 8-L-arginine-;ORG-5667;DESGLYCINAMIDE ARGININE VASOPRESSIN;HY-106102;CS-0024862;(Arg8,des-Gly-NH29)-Vasopressin (H-L-Cys(1)-L-Tyr-L-Phe-L-Gln-L-Asn-L-Cys(1)-L-Pro-L-Arg-OH);

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M.F/Formula
C44H61N13O12S2
M.W/Mr.
1028.2
Sequence
One Letter Code:CYFQNCPR
Three Letter Code:H-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-Arg-OH

(arg8,des-Gly-NH29)-vasopressin is a synthetic peptide analog of vasopressin, engineered to possess distinct structural modifications that confer unique biological properties. This compound replaces the glycine residue at position 9 with an amide group and substitutes arginine at position 8, resulting in altered receptor binding dynamics and enhanced stability. Its design allows for targeted interaction with vasopressin receptors, making it a valuable tool in various fields of biochemical and physiological research. The modifications incorporated into (arg8,des-Gly-NH29)-vasopressin provide researchers with a molecule that exhibits increased resistance to enzymatic degradation, thus extending its functional lifespan in experimental systems. Its distinct pharmacological profile has attracted significant interest from scientists seeking to dissect the role of vasopressin and its analogs in complex biological processes.

Receptor Binding Studies: In receptor pharmacology, (arg8,des-Gly-NH29)-vasopressin is frequently employed to investigate the specificity and affinity of peptide-receptor interactions within the vasopressin receptor family. Researchers utilize this analog to map receptor subtypes and elucidate the molecular determinants of ligand binding. By comparing its activity to that of native vasopressin, scientists can delineate the structural requirements for receptor activation and signal transduction, facilitating the development of more selective receptor modulators.

Signal Transduction Research: The unique structure of this vasopressin analog enables detailed studies of intracellular signaling pathways triggered by vasopressin receptor activation. It serves as a potent agonist or antagonist in various experimental models, allowing the dissection of downstream signaling cascades such as cAMP production, calcium mobilization, and protein kinase activation. This application is particularly valuable for understanding the molecular underpinnings of hormone action and the modulation of cellular responses, providing insights that can inform the design of novel therapeutic agents targeting related pathways.

Water Homeostasis Investigation: Scientists employ (arg8,des-Gly-NH29)-vasopressin to explore the mechanisms underlying water balance and osmoregulation in mammalian systems. Its ability to interact with vasopressin receptors in renal tissues makes it an important tool for studying antidiuretic effects, aquaporin regulation, and the physiological control of fluid balance. Experimental models using this analog can reveal how alterations in peptide structure impact the regulation of water reabsorption, contributing to a deeper understanding of homeostatic processes.

Vascular Function Analysis: The peptide is instrumental in research focused on vascular tone and blood pressure regulation. By modulating vasopressin receptors on vascular smooth muscle cells, it is possible to assess the mechanisms by which these receptors influence vasoconstriction and vasodilation. Scientists leverage this property to investigate the role of vasopressin analogs in the pathophysiology of hypertension and vascular disorders, as well as to identify potential targets for pharmacological intervention.

Neuroendocrine System Studies: (arg8,des-Gly-NH29)-vasopressin is also utilized in neuroendocrinology to probe the central and peripheral effects of vasopressin analogs on hormone secretion, stress response, and social behavior. Its distinct interaction with neural vasopressin receptors allows for the examination of neuropeptide signaling in brain regions implicated in emotional regulation and cognitive function. These studies are essential for unraveling the complex interplay between the endocrine and nervous systems, as well as for identifying novel mechanisms underlying neuroendocrine disorders.

In summary, the versatility of (arg8,des-Gly-NH29)-vasopressin as a research tool spans receptor pharmacology, signal transduction, water homeostasis, vascular biology, and neuroendocrine science. Its tailored structure not only enhances stability and receptor selectivity but also enables precise experimental manipulation of physiological systems. As a result, this peptide analog continues to support innovative research efforts aimed at elucidating the multifaceted roles of vasopressin and its derivatives in health and disease, fostering advancements in both basic and translational science.

InChI
InChI=1S/C44H61N13O12S2/c45-26-21-70-71-22-32(42(67)57-17-5-9-33(57)41(66)52-28(43(68)69)8-4-16-50-44(48)49)56-40(65)31(20-35(47)60)55-37(62)27(14-15-34(46)59)51-38(63)30(18-23-6-2-1-3-7-23)54-39(64)29(53-36(26)61)19-24-10-12-25(58)13-11-24/h1-3,6-7,10-13,26-33,58H,4-5,8-9,14-22,45H2,(H2,46,59)(H2,47,60)(H,51,63)(H,52,66)(H,53,61)(H,54,64)(H,55,62)(H,56,65)(H,68,69)(H4,48,49,50)/t26-,27-,28-,29-,30-,31-,32-,33-/m0/s1
InChI Key
SXYIOPJBWYQZRQ-DKTXOJPGSA-N

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