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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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Kenji Oki et al.
Endocrinology, 154(1), 214-221 (2012-12-12)
Aldosterone is synthesized in the zona glomerulosa of the adrenal cortex under primary regulation by the renin-angiotensin system. Angiotensin II (A-II) acts through the angiotensin types 1 and 2 receptors (AT1R and AT2R). A-II is metabolized in different tissues by
Kamila Domińska et al.
Endokrynologia Polska, 60(5), 363-369 (2009-11-04)
The results of many studies have reported that peptides from the angiotensin family are involved in the regulation of cell growth, proliferation, cell migration, apoptosis, inflammation, differentiation, and angiogenesis, which suggests that they might play an important role in carcinogenesis.
Rui Yang et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 34(6), 674-683 (2011-03-18)
Angiotensin (Ang) II, the main effector peptide of the renin-Ang system, increases arterial blood pressure through Ang II type 1A (AT(1a)) receptor-dependent arterial vasoconstriction and by decreasing renal salt and water excretion through extrarenal and intrarenal mechanisms. AT(2) receptors are
Hong Xia Wang et al.
Journal of cardiovascular pharmacology and therapeutics, 15(4), 393-402 (2010-09-24)
This study compared angiotensin II (Ang II) and angiotensin III (Ang III) for their effects on rat neonatal cardiomyocytes and cardiac fibroblasts in vitro and discussed the possible role of Ang III in the pathogenesis of cardiac remodeling. To do
Sadia Rabbani et al.
Analytical chemistry, 83(10), 3793-3800 (2011-04-06)
Time-of-flight secondary ion mass spectrometry (TOF-SIMS) is an established technique for the characterization of solid sample surfaces. The introduction of polyatomic ion beams, such as C(60), has provided the associated ability to perform molecular depth-profiling and 3D molecular imaging. However
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