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10385

Sigma-Aldrich

Angiotensin III trifluoroacetate salt hydrate

≥98% (HPCE)

Synonym(s):

Des-Asp-1-Angiotensin II trifluoroacetate salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C46H66N12O9 · xC2HF3O2 · yH2O
CAS Number:
12687-51-3
Molecular Weight:
931.09 (anhydrous free base basis)
Beilstein:
8385695
MDL number:
MFCD20264812
UNSPSC Code:
12352200
PubChem Substance ID:
57646800
NACRES:
NA.77

Assay

≥98% (HPCE)

solubility

H2O: 1.0 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

O.OC(=O)C(F)(F)F.CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@@H](N)CCCNC(N)=N)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/C46H66N12O9.C2HF3O2.H2O/c1-5-27(4)38(57-40(61)33(21-29-15-17-31(59)18-16-29)53-42(63)37(26(2)3)56-39(60)32(47)13-9-19-51-46(48)49)43(64)54-34(23-30-24-50-25-52-30)44(65)58-20-10-14-36(58)41(62)55-35(45(66)67)22-28-11-7-6-8-12-28;3-2(4,5)1(6)7;/h6-8,11-12,15-18,24-27,32-38,59H,5,9-10,13-14,19-23,47H2,1-4H3,(H,50,52)(H,53,63)(H,54,64)(H,55,62)(H,56,60)(H,57,61)(H,66,67)(H4,48,49,51);(H,6,7);1H2/t27-,32-,33-,34-,35-,36-,37-,38-;;/m0../s1

InChI key

JEOAJMGVSAMVML-UFPGTABSSA-N

Amino Acid Sequence

Arg-Val-Tyr-Ile-His-Pro-Phe

General description

Angiotensin III (Ang III) is a 7-AA bioactive peptide that is formed from the degradation of the Angiotensin II peptide by aminopeptidase A; both are derivatives of angiotensinogen and are components of the renin-angiotensin system (RAS).

Biochem/physiol Actions

Angiotensin III is an AT1 and AT2 agonist, with higher sensitivity for the AT2 receptor. Ang III has been shown to be a main effector peptide in RAS-controlled vasopresin release and a stimulator for aldosterone release.

Features and Benefits

This compound is featured on the Angiotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Antibody Adsorbant

Arg-Val-Tyr-Ile-His-Pro-Phe-OH.3CH3COOH.4H2O

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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Nadja Grobe et al.
American journal of physiology. Endocrinology and metabolism, 302(8), E1016-E1024 (2012-02-10)
To better understand the tissue distribution and activity of enzymes involved in angiotensin II (Ang II) processing, we developed a novel molecular imaging method using matrix-assisted laser desorption ionization-time-of-flight (MALDI-TOF) mass spectrometry. Mouse kidney sections (12 μm) were incubated with
Yannick Marc et al.
Progress in neurobiology, 95(2), 89-103 (2011-07-19)
Hypertension affects 26% of adults and is in constant progress related to increased incidence of obesity and diabetes. One-third of hypertensive patients may be successfully treated with one antihypertensive agent, one-third may require two agents and in the remaining patients
Els Moltzer et al.
Hypertension (Dallas, Tex. : 1979), 55(2), 516-522 (2009-12-23)
Because angiotensin (Ang) metabolites mediate functions independent of Ang II, we investigated their effects on coronary flow in spontaneously hypertensive rats (SHRs). Results were compared with those in the iliac artery and abdominal aorta and the coronary circulation of the
Bing S Huang et al.
Cardiovascular research, 97(3), 424-431 (2012-12-22)
In rats post-myocardial infarction (MI), activation of angiotensinergic pathways in the brain contributes to sympathetic hyperactivity and progressive left ventricle (LV) dysfunction. The present study examined whether angiotensin III (Ang III) is one of the main effector peptides of the
Focus on Brain Angiotensin III and Aminopeptidase A in the Control of Hypertension
Wright, J.W., et al.
International Journal of Hypertension, doi: 10-doi: 10 (2011)
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