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V0130

Sigma-Aldrich

[Arg8]-Vasotocin acetate salt

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C43H67N15O12S2
CAS Number:
74927-14-3
Molecular Weight:
1050.22
MDL number:
MFCD00133923
UNSPSC Code:
51111800
PubChem Substance ID:
24900689
NACRES:
NA.32

Quality Level

200

Assay

≥97% (HPLC)

solubility

H2O: soluble 20 mg/mL, clear, colorless

UniProt accession no.

P01185

storage temp.

−20°C

SMILES string

CC[C@@H](C)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O

InChI

1S/C43H67N15O12S2/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/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)/t21-,24+,25+,26+,27+,28+,29+,30+,34+/m1/s1

InChI key

OXDZADMCOWPSOC-QLWWDPKZSA-N

Gene Information

human ... AVP(551)

Amino Acid Sequence

Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]

Application

[Arg8]-Vasotocin acetate salt was used as a test compound for studying whether it can regulate the interspecific cooperative behaviour in fish. The product was used for inducing parturition in viviparous females to study reproduction in oviparous and viviparous lizard females of species Zootoca vivipara.

Biochem/physiol Actions

[Arg8]-Vasotocin (AVT) is a neurohypophyseal peptide of the vasopressin/oxytocin hormone family that mediates social behaviors, coregulates the adrenocortical stress response as well as maintains water balance. AVT stimulates neurones in the mammalian central nervous system.

Preparation Note

[Arg8]-Vasotocin acetate salt dissolves in water at 20 mg/ml to yield a clear, colorless solution.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H Bobby Fokidis et al.
Brain, behavior and evolution, 79(2), 84-97 (2011-11-10)
The neuropeptide arginine vasotocin (AVT: the avian homolog of vasopressin) has numerous functional roles including mediating social behaviors, coregulating the adrenocortical stress response and maintaining water balance. These functions of AVT make it susceptible to environmental influence, yet little is
C D Ingram et al.
Journal of neuroendocrinology, 6(4), 415-422 (1994-08-01)
Using extracellular recordings from brainstem slices in vitro, it was demonstrated that a high proportion (38/56) of neurones in the dorsal vagal complex of dioestrus, virgin female rats exhibit an excitatory response to [Arg8]-vasotocin (AVT). Pharmacological characterization suggests that these
Rute Mendonça et al.
Brain, behavior and evolution, 82(3), 166-176 (2013-10-11)
The nonapeptide arginine vasotocin (AVT) and its mammalian homologue arginine vasopressin are well known for their role in the modulation of several intraspecific social behaviours, such as social approach/withdrawal and aggression. Recently, we suggested that AVT might also be important
Olinda Almeida et al.
Brain, behavior and evolution, 85(3), 203-213 (2015-05-23)
The nonapeptide arginine vasotocin (AVT) and its mammalian homologue arginine vasopressin play a key role in the regulation of social behaviour across vertebrates. In teleost fishes, three AVT neuronal populations have been described in the preoptic area (POA): the parvocellular
D J Conklin et al.
General and comparative endocrinology, 114(1), 36-46 (1999-03-30)
Arginine vasotocin (AVT) is present in the neurohypophysis of all nonmammalian vertebrates and it appears to be the antecedent of the neurohypophysial nonapeptide hormones. Relatively little is known about AVT receptors in lower vertebrates, especially fish, and the present study
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