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Key Documents

A6402

Sigma-Aldrich

[Asn1, Val5]-Angiotensin II

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C49H70N14O11
CAS Number:
Molecular Weight:
1031.17
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97% (HPLC)

form

powder

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

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.
Synthetic angiotensin agonist that is involved in the regulation of blood pressure, water consumption, and hydromineral balance in fish.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Mariacristina Filice et al.
General and comparative endocrinology, 301, 113663-113663 (2020-11-22)
Angiotensin II (AngII), the principal effector of the Renin-Angiotensin System, is a pluripotent humoral agent whose biological actions include short-term modulations and long-term adaptations. In fish, short-term cardio-tropic effects of AngII are documented, but information on the role of AngII
J M Conlon et al.
Peptides, 17(3), 527-530 (1996-01-01)
Incubation of heat-denatured plasma from the rainbow trout Oncorhynchus mykiss with porcine pancreatic kallikrein generates, in addition to bradykinin-related peptides, previously uncharacterized peptides that contract mammalian and amphibian vascular smooth muscle. Using rings of vascular smooth muscle from the bullfrog
D G Butler et al.
General and comparative endocrinology, 98(3), 289-302 (1995-06-01)
Dorsal aortic blood pressure (PSYS, systolic; PDIAS, diastolic; and PDA, mean) and heart rate (HR) were measured in resting freshwater bowfins (n = 6), Amia calva L., before and after i.v. injections of 50, 100, 200, 500, and 1000 ng.kg-1
Control of catecholamine and serotonin release from the chromaffin tissue of the Atlantic hagfish
Bernier N and Perry S
The Journal of Experimental Biology, 199(11), 2485-2497 (1996)
Targeting Angiotensin II Type-1 Receptor (AT1R) Inhibits the Harmful Phenotype of Plasmodium-Specific CD8+ T Cells during Blood-Stage Malaria
Silva-Filho JL, et al.
Frontiers in Cellular and Infection Microbiology, 7, 42-42 (2017)

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