All Photos(1)

A6402

Sigma-Aldrich

[Asn1, Val5]-Angiotensin II

≥97% (HPLC)

Empirical Formula (Hill Notation):
C49H70N14O11
CAS Number:
Molecular Weight:
1031.17
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CC(C)[C@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](N)CC(N)=O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](Cc4ccccc4)C(O)=O

InChI

1S/C49H70N14O11/c1-26(2)39(61-42(67)33(12-8-18-55-49(52)53)57-41(66)32(50)23-38(51)65)45(70)58-34(20-29-14-16-31(64)17-15-29)43(68)62-40(27(3)4)46(71)59-35(22-30-24-54-25-56-30)47(72)63-19-9-13-37(63)44(69)60-36(48(73)74)21-28-10-6-5-7-11-28/h5-7,10-11,14-17,24-27,32-37,39-40,64H,8-9,12-13,18-23,50H2,1-4H3,(H2,51,65)(H,54,56)(H,57,66)(H,58,70)(H,59,71)(H,60,69)(H,61,67)(H,62,68)(H,73,74)(H4,52,53,55)/t32-,33-,34-,35-,36-,37-,39-,40-/m0/s1

InChI key

JYPVVOOBQVVUQV-CGHBYZBKSA-N

Gene Information

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

Amino Acid Sequence

Asn-Arg-Val-Tyr-Val-His-Pro-Phe

General description

Angiotensin II is a renin-angiotensin system (RAS) effector molecule, which binds to angiotensin II type-1 (AT1R) and angiotensin II type-2 (AT2R) receptors. The gene is located on human chromosome 3q24. Angiotensin II is mainly expressed in vessel walls, lung and kidney.

Application

[Asn1, Val5]-Angiotensin II has been used:
  • to study the effects of ACTH, serotonin, Ang II, carbachol and elevated [K+] on catecholamine and serotonin release
  • to induce cyclophilin D (CypD)–dependent mitochondrial vascular superoxide (O2. - ) production in hypertension
  • to increase the homocysteine-induced ER stress-inducible, ubiquitin-like domain member 1 (HERPUD1) protein level in HeLa cells

Biochem/physiol Actions

Synthetic angiotensin agonist that is involved in the regulation of blood pressure, water consumption, and hydromineral balance in fish.
Angiotensin II functions as a vasoconstrictor and controls cardiovascular function. It maintains water-sodium homeostasis, modulates cellular proliferation and vascular remodelling of renin-angiotensin system. Angiotensin II has inflammatory effects.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

J Fuentes et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 167(6), 438-443 (1997-08-01)
Drinking in Atlantic salmon (Salmo salar) juveniles was investigated in fresh water and following transfer to sea water. There was a significant effect of fish size on drinking, and smolts (20-30 g) imbibed about ten times less water than alevins
HERPUD1 protects against oxidative stress-induced apoptosis through downregulation of the inositol 1, 4, 5-trisphosphate receptor
Paredes F, et al.
Free Radical Biology & Medicine, 90, 206-218 (2016)
Angiotensin II type I receptor (AT1R) is an independent prognosticator of esophageal squamous cell carcinoma and promotes cells proliferation via mTOR activation
Li SH, et al.
Oncotarget, 7(41), 67150-67150 (2016)
Effect of Angiotensin II Receptor Type 1 Antibodies on Kidney Allograft Function
Savaj S, et al.
Iranian Journal of Kidney Diseases, 12(2), 120-120 (2018)
Mitochondrial Cyclophilin D in Vascular Oxidative Stress and HypertensionNovelty and Significance
Itani HA, et al.
Hypertension, 67(6), 1218-1227 (2016)

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