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V6879

Sigma-Aldrich

[Lys8]-Vasopressin

≥98% (HPLC)

Synonyme(s) :

Lysine vasopressin, Lyspressin

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About This Item

Formule empirique (notation de Hill):
C46H65N13O12S2
Numéro CAS:
50-57-7
Poids moléculaire :
1056.22
Numéro CE :
200-050-5
Numéro MDL:
MFCD00133970
Code UNSPSC :
51111800
ID de substance PubChem :
24900764
Nomenclature NACRES :
NA.32

Source biologique

synthetic (organic)

Stérilité

non-sterile

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

0.1 M acetic acid: 20 mg/mL, clear, colorless

Numéro d'accès UniProt

P01185

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

CC(O)=O.NCCCCC(NC(=O)C1CCCN1C(=O)C2CSSCC(N)C(=O)NC(Cc3ccc(O)cc3)C(=O)NC(Cc4ccccc4)C(=O)NC(CCC(N)=O)C(=O)NC(CC(N)=O)C(=O)N2)C(=O)NCC(N)=O

InChI

1S/C46H65N13O12S2.C2H4O2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34;1-2(3)4/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69);1H3,(H,3,4)

Clé InChI

NKWAIKZITYLOMT-UHFFFAOYSA-N

Informations sur le gène

human ... AVP(551)

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Amino Acid Sequence

Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 [Disulfide Bridge: 1-6]

Application

[Lys8]-Vasopressin was used as a test compound in quantitative analysis of peptides and proteins by using on-line capillary isoelectric focusing-mass spectrometry.The product was used for studying the coupling of a polymer-based microchip electrophoresis to MALDI-TOF MS by using rotating ball interface.

Actions biochimiques/physiologiques

Predominant form of vasopressin present in pigs and marsupials. It has lower vasopressor and antidiuretic activity than Arg8-vasopressin.
[Lys8]-Vasopressin also refers as Lysine vasopressin or Lyspressin is the predominant form of vasopressin present in pigs and marsupials. It antagonizes the amnesia in rats. Lyspressin can also induce resistance to extinction of active avoidance behaviour.

Notes préparatoires

2 mg of [Lys8]-Vasopressin dissolves in 0.1 mL, 0.1M HOAc to yield a clear, colorless solution.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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H B Bookin et al.
Pharmacology, biochemistry, and behavior, 7(1), 51-54 (1977-07-01)
Lysine vasopressin (1 microgram/rat SC) administered 1 hr prior to either the acquisition trial or 24 hr retention trial facilitated passive avoidance retention. Amnesia was produced when a single 50 mg/kg (IP) injection of pentylenetetrazol was given immediately following the
Matthias Hinz et al.
Annals of hepatology, 12(1), 92-99 (2013-01-08)
Combination therapy with terlipressin and albumin substitution is considered a widely accepted treatment regimen for patients with hepatorenal syndrome (HRS). However, only half of the patients respond to treatment and to date albumin substitution and terlipressin therapy are among the
D Crankshaw
European journal of pharmacology, 173(2-3), 183-188 (1989-12-07)
The effects of a number of neurohypophyseal hormones and analogues on the contractility of rabbit urinary bladder smooth muscle in vitro were examined. The order of potency was [Arg8]vasopressin = [Lys8]vasotocin greater than [Lys8]vasopressin greater than [Arg8]vasotocin much greater than
Binoy Shivanna et al.
The Cochrane database of systematic reviews, 3(3), CD009171-CD009171 (2013-04-02)
Neonatal hypotension that is refractory to volume expansion, catecholamines, or corticosteroids has a mortality of about 50%. Optimization of blood pressure and tissue perfusion in refractory hypotension may be crucial to improve clinical outcomes. Vasopressin, a neuropeptide hormone, or its
V Gorbulev et al.
European journal of biochemistry, 215(1), 1-7 (1993-07-01)
[Arg8]vasopressin and oxytocin are the two main members of the neurohypophysial hormone family found to be present in nearly all mammals. [Lys8]vasopressin ([Lys8]VP) has been identified as the antidiuretic hormone in pig and some marsupial families. The porcine-derived kidney epithelial
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