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A2900

Sigma-Aldrich

[Val5]-Angiotensin II acetate salt hydrate

≥95% (HPLC), powder

Synonym(s):

Angiotensin II Acetate

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About This Item

Empirical Formula (Hill Notation):
C49H69N13O12 · xC2H4O2 · yH2O
Molecular Weight:
1032.15 (anhydrous free base basis)
UNSPSC Code:
12352209
PubChem Substance ID:
329770803
NACRES:
NA.77

Quality Level

200

Assay

≥95% (HPLC)

form

powder

composition

acetate, 1.2-10.4%

storage temp.

−20°C

SMILES string

O.CC(O)=O.CC(C)[C@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](N)CC(O)=O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](Cc4ccccc4)C(O)=O

InChI

1S/C49H69N13O12.C2H4O2.H2O/c1-26(2)39(60-42(67)33(12-8-18-54-49(51)52)56-41(66)32(50)23-38(64)65)45(70)57-34(20-29-14-16-31(63)17-15-29)43(68)61-40(27(3)4)46(71)58-35(22-30-24-53-25-55-30)47(72)62-19-9-13-37(62)44(69)59-36(48(73)74)21-28-10-6-5-7-11-28;1-2(3)4;/h5-7,10-11,14-17,24-27,32-37,39-40,63H,8-9,12-13,18-23,50H2,1-4H3,(H,53,55)(H,56,66)(H,57,70)(H,58,71)(H,59,69)(H,60,67)(H,61,68)(H,64,65)(H,73,74)(H4,51,52,54);1H3,(H,3,4);1H2/t32-,33-,34-,35-,36-,37-,39-,40-;;/m0../s1

InChI key

INQPQDZJLFYCRH-AXOAQIBVSA-N

Gene Information

human ... AGTR1(185)
mouse ... AGTR1(11607)
rat ... AGTR1(24180)

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Amino Acid Sequence

Asp-Arg-Val-Tyr-Val-His-Pro-Phe

General description

[Val5]-Angiotensin II ([Val5]-ANG II) is an ANG II analog containing valine as the fifth amino acid in place of isoleucine in an ANG II octapeptide.

Application

[Val5]-Angiotensin II acetate salt hydrate has been used to induce:
  • renal damage in mice to study the role of human liver-type fatty acid-binding protein (hL-FABP)
  • vascular inflammation in mice to study the interaction of cytosolic copper chaperone antioxidant-1 (Atox1) with tumor necrosis factor (TNF)-receptor-associated factor 4 (TRAF4)
  • abdominal aortic aneurysm (AAA) in mice to study the role of vascular ATPase copper transporting α (ATP7α)

Biochem/physiol Actions

[Val5]-Angiotensin II acts as an agonist for the angiotensin II type 1 receptor (AT1 receptor).

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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L X Zou et al.
American journal of hypertension, 11(5), 570-578 (1998-06-20)
Previous studies have demonstrated that augmentation of intrarenal angiotensin II (ANG II) levels during ANG II induced hypertension involves both endogenous formation and accumulation of circulating ANG II. The present work extends these findings and determines whether accumulation of infused
H Fujioka et al.
The Tohoku journal of experimental medicine, 177(3), 183-192 (1995-11-01)
We investigated the degradation of angiotensin II by vascular endothelial cells and smooth muscle cells in vitro. When angiotensin II was incubated with confluent culture of endothelial cells or with serum free conditioned medium of the endothelial cells, angiotensin II
Archita Das et al.
American journal of physiology. Cell physiology, 317(6), C1161-C1171 (2019-09-26)
NADPH oxidase (NOX)-derived reactive oxygen species (ROS) and copper (Cu), an essential micronutrient, have been implicated in vascular inflammatory diseases. We reported that in proinflammatory cytokine TNF-α-stimulated endothelial cells (ECs), cytosolic Cu chaperone antioxidant-1 (Atox1) functions as a Cu-dependent transcription
Daisuke Ichikawa et al.
Hypertension (Dallas, Tex. : 1979), 60(4), 973-980 (2012-08-29)
To investigate the role of human liver-type fatty acid binding protein (hL-FABP) in angiotensin (Ang) II-induced renal injury, Ang II was infused systemically into hL-FABP chromosomal transgenic (Tg) and wild-type (WT) mice (Tg-Ang II and WT-Ang II) for 28 days.
D G Butler et al.
Archives internationales de pharmacodynamie et de therapie, 329(2), 272-282 (1995-03-01)
Pressor responses to [Ile5]-Angiotensin II and [Val5]-Angiotensin II were measured following single intravenous doses of 0.0075, 0.075, 0.375, 0.75 and 7.5 micrograms/kg b.w. in anesthetised rats. [Val5]-Angiotensin II was significantly (10 per cent) more potent than [Ile5]-angiotensin II when log
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