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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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
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
Maria del Pilar Carrera et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 31(6), 583-588 (2010-07-24)
Angiotensin II in particular and/or the local renin-angiotensin system in general could have an important role in epithelial tissue growth and modelling; therefore, it is possible that it may be involved in breast cancer. In this sense, previous works of
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.
Brandon A Kemp et al.
Hypertension (Dallas, Tex. : 1979), 60(2), 387-395 (2012-06-13)
In angiotensin type 1 receptor-blocked rats, renal interstitial (RI) administration of des-aspartyl(1)-angiotensin II (Ang III) but not angiotensin II induces natriuresis via activation of angiotensin type 2 receptors. In the present study, renal function was documented during systemic angiotensin type
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