Argipressin

Argipressin peptide regulates water balance and blood pressure in biological systems. Shop pure Argipressin peptide online for cardiovascular and kidney research.

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

CAT No: 10-101-70

CAS No:113-79-1

Synonyms/Alias:ARGIPRESSIN;113-79-1;Arginine vasopressin;Argipressine;Argipresina;Argipressina;Argipressinum;Arg-vasopressin;8-Arginine-vasopressin;Arginine-vasopressin;Vasopressin (arginine form);CHEBI:34543;8-L-Arginine-vasopressin;Argipressin tannate;UNII-Y4907O6MFD;DTXSID0048349;EINECS 204-035-4;(Arg8)-Vasopressin;Argipresina [INN-Spanish];Argipressine [INN-French];Argipressinum [INN-Latin];CHEMBL373742;Y4907O6MFD;(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]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide;DTXCID5028324;[Arg8]-Vasopressin;AVP;8-L-Arginine vasopressin;Argipresina (INN-Spanish);Argipressine (INN-French);Argipressinum (INN-Latin);(cyclo S-S)CYFQNCPRG-NH2;[cyclo S-S]CYFQNCPRG-NH2;Argipressin [INN];Argipressina [DCIT];NCGC00166306-01;Argipressin [INN:BAN];Rindervasopressin;Therapeutic ADH;Arg8-vasopressin;[3H]vasopressin;1-(((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl)carbonyl)-L-prolyl-L-arginylglycinamide;1-{[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide;3-(Phenylalanine)-8-arginineoxytocin;MFCD00076738;Arg8-vasopressin;AVP;Recombinant Vasopressin;Arginine-8-vasopressin;[8-Arginine]vasopressin;[3H]Argipressin tannate;arginine vasopressin (AVP);Argipressin tannate [USAN];SCHEMBL43139;Vasopressin, 8-L-arginine-;GTPL2168;Recombinant Antidiuretic Hormone;SCHEMBL17874853;BDBM35667;arginine vasopressin, for bioassay;KBZOIRJILGZLEJ-LGYYRGKSSA-N;Tox21_113037;BDBM50044777;AKOS030529553;NCGC00166306-02;NCGC00188439-01;1,2-Dithia-5,8,11,14,17-pentaazacycloeicosane-10-propionamide, 19-amino-13-benzyl-7-(carbamoylmethyl)-4-[2-[[1-[(carbamoylmethyl)carbamoyl]-4-guanidinobutyl]carbamoyl]-1-pyrrolidinylcarbonyl]-16-p-hyd;CAS-113-79-1;DA-50689;Oxytocin, 3-(L-phenylalanine)-8-L-arginine-;Vasopressin, 8-L-arginine- (7CI,8CI,9CI);G78642;roxybenzyl-6,9,12,15,18-pentaoxo- (6CI);Q183011;BRD-K73028949-001-02-8;Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2[Disulfide Bridge: 1-6];Glycinamide, L-cysteinyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-arginyl-, cyclic (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-benzyl-16-[(4-hydroxyphenyl)methyl]-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
C46H65N15O12S2
M.W/Mr.
1084.2
Sequence
One Letter Code:CYFQNCPRG
Three Letter Code:H-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-Arg-Gly-NH2
Labeling Target
Oxytocin/Vasopressin (V2, V1a, V1b) receptor
Application
Central diabetes insipidus;
Variceal bleeding;
Vasoconstrictor in local anaesthetic injections
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Areas of Interest
Cardiovascular System & Diseases
Pituitary & Hypothalamic Hormones
Veterinary Medicine
Target
Vasopressin Receptor

Argipressin, also known as vasopressin or antidiuretic hormone (ADH), is a naturally occurring peptide hormone widely recognized for its role in modulating water balance and vascular tone within biological systems. As a synthetic or extracted compound, Argipressin is commonly utilized in scientific research due to its multifaceted physiological effects, which include promoting water reabsorption in renal collecting ducts and inducing vasoconstriction in smooth muscle tissues. The peptide's robust bioactivity and receptor specificity make it an indispensable tool for studies investigating endocrine regulation, renal physiology, vascular responses, and neurohypophyseal signaling pathways. Researchers value Argipressin for its stability in various assay formats, as well as its ability to elicit reproducible, quantifiable biological responses in both in vitro and in vivo models.

Renal Physiology Research: Argipressin is extensively employed in experimental models to elucidate mechanisms of water homeostasis and osmoregulation. By binding to V2 receptors in the kidney, it stimulates the insertion of aquaporin-2 channels into the apical membrane of collecting duct cells, thereby enhancing water reabsorption and concentrating urine. This property allows scientists to dissect pathways involved in antidiuretic hormone signaling, assess renal function alterations under different physiological or pathological states, and develop new hypotheses regarding fluid balance disorders. Its use in perfused kidney preparations or cell culture systems enables precise modulation of water transport and offers insights into the molecular underpinnings of nephron function.

Vascular Biology and Smooth Muscle Studies: Vasopressin's potent vasoconstrictive effect, mediated through V1a receptors on vascular smooth muscle, makes it a valuable agent for exploring cardiovascular regulation and vessel reactivity. In laboratory settings, it is applied to isolated tissue baths, arterial ring assays, or perfused organ systems to induce and measure contractile responses. These experiments help delineate the signaling cascades involved in vasoconstriction, investigate receptor pharmacology, and evaluate the impact of various modulators or inhibitors on vascular tone. Such research is fundamental for understanding systemic blood pressure control, regional blood flow distribution, and the pathophysiology of vascular disorders.

Neuroscience and Neuroendocrinology: The role of Argipressin extends beyond peripheral organs, as it is a key neuropeptide in the central nervous system. In neuroscience research, it is used to probe the neural circuits responsible for social behavior, stress responses, and circadian rhythm regulation. By applying it to brain slice preparations, neuronal cultures, or animal models, investigators can examine its effects on synaptic transmission, neuronal excitability, and hormone release from the pituitary gland. These studies contribute to a deeper understanding of neurohypophyseal hormone actions, neuroendocrine feedback loops, and the neurobiological basis of behavior.

Cell Signaling and Receptor Pharmacology: The specificity of vasopressin for its cognate receptors—V1a, V2, and V1b—renders it a powerful tool for receptor characterization and downstream signaling analysis. In cell-based assays, it is used to activate or inhibit distinct signaling pathways, such as cyclic AMP production or phospholipase C activation, depending on the receptor subtype expressed. Researchers leverage these properties to screen for receptor agonists or antagonists, investigate receptor desensitization, and map intracellular cascades triggered by peptide hormones. Such applications are instrumental in drug discovery and in advancing knowledge of G protein-coupled receptor biology.

Comparative and Evolutionary Physiology: Argipressin analogs and homologs are found across a wide range of vertebrate species, making this peptide a subject of interest in evolutionary biology. Scientists utilize it to compare water balance mechanisms, cardiovascular adaptations, and neuroendocrine functions among different taxa. By studying its effects in various animal models, researchers can trace the evolutionary conservation and divergence of peptide hormone systems, shedding light on physiological adaptation to diverse environmental challenges. This comparative approach enriches our comprehension of hormone evolution and functional diversity across the animal kingdom.

Behavioral Science and Social Research: In addition to its physiological actions, vasopressin has gained attention for its influence on social cognition, pair bonding, and affiliative behaviors in animal studies. Behavioral scientists administer it centrally or peripherally to investigate its impact on aggression, parental care, and social recognition. By manipulating its signaling pathways, researchers can parse out the neurochemical substrates underlying complex social interactions. These findings have broad implications for understanding the neurobiology of social behavior and the molecular basis of social disorders.

Source#
Synthetic
Long-term Storage Conditions
Soluble in DMSO
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage Conditions
Dry, dark and at 0 - 4 °C
Solubility
-20 °C
Organism
Human
InChI
InChI=1S/C46H65N15O12S2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
InChI Key
KBZOIRJILGZLEJ-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=C(C=C4)O)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=C(C=C4)O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)N
BoilingPoint
N/A
References

The stress-induced release of ACTH is believed to involve the activation of several humoral and neural pathways, including corticotropin-releasing factor (CRF), catecholamines and vasopressin. The essential role of CRF was supported by our observation that immunoneutralization of this releasing factor significantly lowers plasma ACTH levels of ether-stressed rats. However, the presence of a small but measurable residual ACTH secretion suggested the possible involvement of factors other than CRF in the stress response. We report here that pretreatment with a vasopressin antagonist decreases the plasma ACTH levels of ether-stressed rats in later (10-20 min), but not earlier (0-10 min), phases of ether stress. The ganglionic blocker chlorisondamine, inhibits ACTH release during both phases of the response to ether by 40-60% when used alone, and by 100% when administered with anti-CRF antibody. These results support a role of CRF, catecholamines and vasopressin in mediating ACTH release by ether stress.

Rivier C, Vale W. Modulation of stress-induced ACTH release by corticotropin-releasing factor, catecholamines and vasopressin[J]. Nature, 1983, 305(5932): 325-327.

The rationale for an arginine vasopressin (argipressin) infusion was put forward after it was discovered that patients in shock states might have an endogenous arginine vasopressin deficiency. Subsequently, several investigations impressively demonstrated that arginine vasopressin can successfully stabilise haemodynamics even in advanced vasodilatory shock. We report on physiological and pharmacological aspects of arginine vasopressin, and summarise current clinical knowledge on employing a continuous arginine vasopressin infusion in critically ill patients with catecholamine-resistant vasodilatory shock of different aetiologies. In view of presented experimental evidence and current clinical experience, a continuous arginine vasopressin infusion of approximately 2 to approximately 6 IU/h can be considered as a supplemental strategy to vasopressor catecholamines in order to preserve cardiocirculatory homeostasis in patients with advanced vasodilatory shock. Because data on adverse effects are still limited, arginine vasopressin should be reserved for patients in whom adequate haemodynamic stabilisation cannot be achieved with conventional vasopressor therapy or who have obvious adverse effects of catecholamines that result in further significant haemodynamic deterioration. For the same reasons, arginine vasopressin should not be used as a single, alternative vasopressor agent instead of catecholamine vasopressors. Future prospective studies will be necessary to define the exact role of arginine vasopressin in the therapy of vasodilatory shock.

Dünser M W, Wenzel V, Mayr A J, et al. Management of vasodilatory shock[J]. Drugs, 2003, 63(3): 237-256.

Melting Point
N/A

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