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Merck
CN

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

Key Documents

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biological source

synthetic (organic)

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000494140
0000494140
0000452499
0000452466
0000452466

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Yukihiro Kuroda et al.
Journal of pharmaceutical and biomedical analysis, 37(3), 423-428 (2005-03-03)
On-line capillary isoelectric focusing-mass spectrometry (cIEF-MS) was applied to determine concentrations of peptides and proteins using angiotensin II and human tetrasialo-transferrin as the model samples. The concentration of the carrier ampholyte was optimized for both resolution and ion intensity. cIEF-MS
Y-Y Huang et al.
The Journal of international medical research, 40(5), 1735-1744 (2012-12-05)
To investigate the presence of aquaporin (AQP) 1 and AQP2 in kidneys of cirrhotic rats with ascites, and to determine the effect of terlipressin on AQP1 and AQP2 levels and its therapeutic efficacy in ascites treatment. Eighteen rats were randomly
Elsa Solà et al.
Current opinion in organ transplantation, 18(3), 265-270 (2013-05-09)
Hepatorenal syndrome (HRS) is a dreaded complication of end-stage liver disease. The best treatment option for HRS is liver transplantation (LT) in suitable candidates. Pretransplant care of HRS is of utmost importance in order to secure a good posttransplant outcome.
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
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