A nonapeptide agonist of the AVT receptor
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Arginine Vasotocin (trifluoroacetate salt)

Item No. 24768

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-L-arginine-oxytocin, trifluoroacetate salt
Synonyms
  • [Arg8]-Vasotocin
  • AVT
Molecular Formula
C43H67N15O12S2 • XCF3COOH
Formula Weight
1050.2
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
NC(CNC([C@H](CCCNC(N)=N)NC([C@@H]1CCCN1C([C@@H](N2)CSSC[C@H](N[H])C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CCC(N)=O)C(N[C@@H](CC(N)=O)C2=O)=O)=O)=O)CC3=CC=C(O)C=C3)=O)=O)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C43H67N15O12S2.C2HF3O2/c1-3-21(2)34-41(69)53-26(12-13-31(45)60)37(65)55-28(17-32(46)61)38(66)56-29(20-72-71-19-24(44)35(63)54-27(39(67)57-34)16-22-8-10-23(59)11-9-22)42(70)58-15-5-7-30(58)40(68)52-25(6-4-14-50-43(48)49)36(64)51-18-33(47)62;3-2(4,5)1(6)7/h8-11,21,24-30,34,59H,3-7,12-20,44H2,1-2H3,(H2,45,60)(H2,46,61)(H2,47,62)(H,51,64)(H,52,68)(H,53,69)(H,54,63)(H,55,65)(H,56,66)(H,57,67)(H4,48,49,50);(H,6,7)/t21-,24-,25-,26-,27-,28-,29-,30-,34-;/m0./s1
InChi Key
MWMKKDDWBHXINT-JLDWLUOQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $262

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    Product Description

    Arginine vasotocin is a nonapeptide hormone agonist of the AVT receptor (EC50 = 13 nM for eliciting membrane currents in X. laevis oocytes).1 Arginine vasotocin is synthesized in the pineal recess and subcommissural organ by ependymal cells and released into the cerebrospinal fluid.2 It inhibits the induction of sleep and release of hypothalamic releasing and inhibiting hormones. Arginine vasotocin stimulates glycogen phosphorylase α activity and incorporation of phosphate into phosphatidylinositol in rat hepatocytes (EC50s = 0.5 nM and 6.3 nM, respectively).3 Following a two-minute pulse of arginine vasotocin (1 μM) to neurons isolated from rat suprachiasmatic nuclei, 40.6% of neurons show an increase in firing rate with 11% of the activated neurons responding only to arginine vasotocin and not argipressin (Item No. 24154).4 Arginine vasotocin (0.1 μg, i.c.v.) activates sexual behavior in male newts and increases the number of clasps per male from saline control levels of 0.6 to 2.9 in an eight-hour period.5 In rainbow trout, arginine vasotocin (0.1 ng/g, i.c.v.) reduces food intake by over 95% and, after eight hours, increases cortisol and glucose levels by 89% and 27%, respectively.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mahlmann, S., Meyerhof, W., Hausmann, H., et al. Structure, function, and phylogeny of [Arg8]vasotocin receptors from teleost fish and toad. Proc. Natl. Acad. Sci. USA 91(4), 1342-1345 (1994).

    2. Pavel, S. Arginine vasotocin as a pineal hormone. J. Neural Transm. Suppl. 13, 135-155 (1978).

    3. Kirk, C.J., Rodrigues, L.M., and Hems, D.A. The influence of vasopressin and related peptides on glycogen phosphorylase activity and phosphatidylinositol metabolism in hepatocytes. Biochem J. 1979, 493-496 (1979).

    4. Mihai, R., Coculescu, M., Wakerley, J.B., et al. The effects of [Arg8]vasopressin and [Arg8]vasotocin on the firing rate of suprachiasmatic neurons in vitro. Neuroscience 62(3), 783-792 (1994).

    5. Moore, F.L., and Miller, L.J. Arginine vasotocin induces sexual behavior of newts by acting on cells in the brain. Peptides 4(1), 97-102 (1983).

    6. Gesto, M., Soengas, J.L., Rodríguez-Illamola, A., et al. Arginine vasotocin treatment induces a stress response and exerts a potent anorexigenic effect in rainbow trout, Oncorhynchus mykiss. J. Neuroendocrinol. 26(2), 89-99 (2014).