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V2257

Sigma-Aldrich

[deamino-Cys1, D-3-Pyridyl-Ala2, Arg8]-Vasopressin

≥97% (HPLC)

Synonym(s):

D3PVP

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About This Item

Empirical Formula (Hill Notation):
C45H63N15O11S2
CAS Number:
136105-89-0
Molecular Weight:
1054.21
MDL number:
MFCD00214667
UNSPSC Code:
51111800
PubChem Substance ID:
24900730

assay

≥97% (HPLC)

form

solid

shipped in

ambient

storage temp.

−20°C

SMILES string

NC(=N)NCCCC(NC(=O)C1CCCN1C(=O)C2CSSCCC(=O)NC(Cc3cccnc3)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/C45H63N15O11S2/c46-34(61)13-12-28-39(66)58-31(21-35(47)62)42(69)59-32(44(71)60-17-6-11-33(60)43(70)56-27(10-5-16-52-45(49)50)38(65)53-23-36(48)63)24-73-72-18-14-37(64)54-29(20-26-9-4-15-51-22-26)40(67)57-30(41(68)55-28)19-25-7-2-1-3-8-25/h1-4,7-9,15,22,27-33H,5-6,10-14,16-21,23-24H2,(H2,46,61)(H2,47,62)(H2,48,63)(H,53,65)(H,54,64)(H,55,68)(H,56,70)(H,57,67)(H,58,66)(H,59,69)(H4,49,50,52)

InChI key

KEAHYTRPVNOHKL-UHFFFAOYSA-N

Gene Information

human ... AVPR1B(553)
mouse ... AVPR1B(26361)
rat ... AVPR1B(29462)

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Amino Acid Sequence

Mpa-(3-Pyridyl)-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]

Application

[Deamino-Cys1, D-3-Pyridyl-Ala2, Arg8]-Vasopressin is a V1b specific receptor agonist was used to examine vasopressin receptor types involved in regulation of COX expression in BB rats.

Biochem/physiol Actions

[Deamino-Cys1, D-3-Pyridyl-Ala2, Arg8]-Vasopressin also referred to as D3PVP is a selective and potent vasopressor agent that stabilizes the cardiocirculatory function in normal human as well as in patients suffering from catecholamine-resistant vasodilatory shock. It stimulates three acid-base transporters and hence increases the capability of the cell to regulate pHi.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H332

Hazard Classifications

Acute Tox. 4 Inhalation

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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M Sobocinska et al.
Peptides, 16(3), 389-393 (1995-01-01)
A number of analogues of vasopressin, incorporating the substitution of D-3'-(pyridyl)-alanine in position 2, were synthesized and tested for antidiuretic (V2), vasoconstrictor (V1a) and ACTH secretory (V1b; pituitary) activities. One analogue, deamino-[D-3'-(pyridyl)-alanine2]arginine-vasopressin (abbreviated d[D-3Pal]VP) was a potent pituitary agonist, weaker
J Schwartz et al.
Endocrinology, 129(2), 1107-1109 (1991-08-01)
The biological activity of a new synthetic analog of vasopressin, deamino[D-3-(3'-pyridyl)-Ala2, Arg8] vasopressin, was assessed in a number of assays. Antidiuretic (V2) and vasoconstrictor (V1), agonist and antagonist activities were assessed in rats in vivo. Corticotropin-releasing activity was assessed with
M Saito et al.
European journal of pharmacology, 401(3), 289-296 (2000-08-11)
Vasopressin V(2) receptors at high-density and V(1B) receptors are candidates for the V(2)-like receptor, which evokes an increase in [Ca(2+)](i) when stimulated by the vasopressin V(2) receptor agonist 1-desamino-8-D-arginine vasopressin (dDAVP) in kidney inner medullary collecting duct. We compared the
Ming-Zhi Zhang et al.
Endocrinology, 145(3), 1402-1409 (2003-12-20)
The antagonism between prostaglandin and vasopressin represents a classic negative feedback loop. It is not clear whether cyclooxygenase (COX)-2 and/or COX-1 expression is involved in elevated prostaglandin production stimulated by vasopressin in vivo. In the present study, we explored vasopressin
S Lundin et al.
Peptides, 15(5), 809-814 (1994-01-01)
The gastrointestinal absorption of a series of vasopressin (VP) analogues with enhanced enzymatic stability was determined in chronically catheterized, conscious rats. The following peptides were used: [Mpa1,D-Arg8]vasopressin (dDAVP), [Mpa1,Asn4,D-Arg8]VP, [Mpa1,Val4,D-Arg8]VP, [Mpa1,(CH3)3Ala4,D-Arg8]VP, [Mpa1,Tyr(ethyl)2,D-Arg8]VP, and [Mpa1,D-Tyr(ethyl)2,Ile3,Val4,D-Arg8]VP. The peptides were administered by gavage
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