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A6402

Sigma-Aldrich

[Asn1, Val5]-Angiotensin II

≥97% (HPLC)

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Empirical Formula (Hill Notation):
C49H70N14O11
CAS Number:
20071-00-5
Molecular Weight:
1031.17
MDL number:
MFCD00167643
UNSPSC Code:
12352209
PubChem Substance ID:
329770893
NACRES:
NA.32

Quality Level

200

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)

Related Categories

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

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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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
Mitochondrial Cyclophilin D in Vascular Oxidative Stress and HypertensionNovelty and Significance
Itani HA, et al.
Hypertension, 67(6), 1218-1227 (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)
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)
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