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Merck

A6402

[Asn1, Val5]-Angiotensin II

≥97% (HPLC), angiotensin agonist, powder

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About This Item

Empirical Formula (Hill Notation):
C49H70N14O11
CAS Number:
Molecular Weight:
1031.17
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
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Product Name

[Asn1, Val5]-Angiotensin II, ≥97% (HPLC)

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)

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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
Assessing the potential of angiotensin II type 1 receptor and donor specific anti-endothelial cell antibodies to predict long-term kidney graft outcome
Pinelli DF, et al.
Human immunology, 78(5-6), 421-427 (2017)
The glu298asp polymorphism in the nitric oxide synthase 3 gene is associated with the risk of ischemic stroke in two large independent case-control studies
Berger K, et al.
Human Genetics, 121(2), 169-178 (2007)

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