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V6879

Sigma-Aldrich

[Lys8]-Vasopressin

≥98% (HPLC)

Synonym(s):

Lysine vasopressin, Lyspressin

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About This Item

Empirical Formula (Hill Notation):
C46H65N13O12S2
CAS Number:
50-57-7
Molecular Weight:
1056.22
EC Number:
200-050-5
MDL number:
MFCD00133970
UNSPSC Code:
51111800
PubChem Substance ID:
24900764
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

Assay

≥98% (HPLC)

form

powder

solubility

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

UniProt accession no.

P01185

shipped in

ambient

storage temp.

−20°C

SMILES string

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)

InChI key

NKWAIKZITYLOMT-UHFFFAOYSA-N

Gene Information

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.

Biochem/physiol Actions

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.

Preparation Note

2 mg of [Lys8]-Vasopressin dissolves in 0.1 mL, 0.1M HOAc 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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D de Wied et al.
British journal of pharmacology, 45(1), 118-122 (1972-05-01)
1. Lysine vasopressin induces resistance to extinction of active avoidance behaviour (De Wied, 1971).2. Digestion of lysine vasopressin with trypsin almost completely destroys the pressor-, antidiuretic-, oxytocic- and corticotrophin-releasing factor activities of lysine vasopressin, but does not materially influence its
Ornella Piazza et al.
Clinical transplantation, 26(6), E571-E575 (2012-11-06)
Metabolic management of brain-death organ donors includes correction of the hormonal perturbations that occur after cerebral death and impair circulatory function. Vasopressin is a hormone secreted by the posterior pituitary gland, which contributes to maintain systemic blood pressure by regulating
M Radicioni et al.
Journal of perinatology : official journal of the California Perinatal Association, 32(11), 893-895 (2012-11-07)
Experience with terlipressin (TP) in the neonatal field is scarce. We describe the effects of TP on pulmonary circulation, studied with echocardiography, in an asphyxiated septic cooled infant with pulmonary hypertension (PH) who developed catecholamine-resistant hypotension and exacerbation of PH
Vladimír Hrabovský et al.
Wiener klinische Wochenschrift, 124(23-24), 815-821 (2012-11-28)
Hypocholesterolemia is commonly found in critically ill patients; however, the aetiology of this condition remains unclear. Several clinical studies refer to the possible negative impact of haemodilution on cholesterol (CH) metabolism in acute medical conditions. The aim of this study
Chris Corbett et al.
European journal of gastroenterology & hepatology, 25(3), 344-351 (2013-01-29)
Variceal bleeding has a 6-week mortality of 20%. Recent evidence suggests that early covered transjugular intrahepatic portosystemic stent shunts (TIPSS) can improve outcomes following a variceal bleed in selected patients. We aim to assess the outcomes following the insertion of
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