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A0911

Sigma-Aldrich

[Ile7]-Angiotensin III acetate salt hydrate

≥95% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C43H68N12O9 · xC2H4O2 · yH2O
Molecular Weight:
897.08 (anhydrous free base basis)
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

[Ile7]-Angiotensin III acetate salt hydrate, ≥95% (HPLC)

Quality Level

assay

≥95% (HPLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

O.CC(O)=O.CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@@H](NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@@H](NC(=O)[C@@H](N)CCCNC(N)=N)C(C)C)[C@@H](C)CC)C(O)=O

InChI

1S/C43H68N12O9.C2H4O2.H2O/c1-7-24(5)34(40(61)51-31(20-27-21-47-22-49-27)41(62)55-18-10-12-32(55)38(59)54-35(42(63)64)25(6)8-2)53-37(58)30(19-26-13-15-28(56)16-14-26)50-39(60)33(23(3)4)52-36(57)29(44)11-9-17-48-43(45)46;1-2(3)4;/h13-16,21-25,29-35,56H,7-12,17-20,44H2,1-6H3,(H,47,49)(H,50,60)(H,51,61)(H,52,57)(H,53,58)(H,54,59)(H,63,64)(H4,45,46,48);1H3,(H,3,4);1H2/t24-,25-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1

InChI key

YXASJLHKVNKIRW-ZPJCNHGSSA-N

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Biochem/physiol Actions

In [Ile7]-Angiotensin III (Ile7-AIII) the seventh amino acid of angiotensin III (phe) is replaced with isoleucine. [Ile7]-Angiotensin III (Ile7 AIII) is an angiotensin III (A III) receptor antagonist used to selectively block the action of Angiotensin III.
[Ile7]-Angiotensin III is (Ile7-Ang III) used as a peptide angiotensin receptor antagonist often in comparison with other Ang antagonists such as saralasin.

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)

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K S Lin et al.
The American journal of physiology, 272(5 Pt 2), H2204-H2210 (1997-05-01)
We evaluated the role of endogenous angiotensin II and III (ANG II and ANG III) at the rostral nucleus reticularis ventrolateralis (NRVL) in the modulation of baroreceptor reflex (BRR) response and the subtype of angiotensin receptors involved in this process.
M L Papouchado et al.
Journal of autonomic pharmacology, 15(1), 1-8 (1995-02-01)
1. Effects of angiotensin III (A III) on 3H-noradrenaline (3H-NA) total, neuronal and non-neuronal uptake, 3H intracellular distribution and release were studied in vitro in the rat hypothalamus. 2. A III (1 microM) decreased total, neuronal and non-neuronal 3H-NA uptake
K L Clark et al.
Journal of cardiovascular pharmacology, 19(4), 515-524 (1992-04-01)
Experiments were performed in anesthetized cats to compare the characteristics of angiotensin receptors in the renal and mesenteric vascular beds. Injection of either angiotensin II (Ang II; 0.3-30 ng) or angiotensin III (Ang III; 0.3-30 ng) directly into the superior
M J Robertson et al.
British journal of pharmacology, 106(1), 166-172 (1992-05-01)
1. Experiments were performed with peptidase inhibitors on rabbit aortic strip preparations, to determine whether endogenous peptidase activity can influence the potency estimates for angiotensin receptor agonists and antagonists in this tissue. 2. Angiotensin II (A II) and angiotensin III
E L Bravo et al.
The Journal of clinical endocrinology and metabolism, 40(3), 530-533 (1975-03-01)
The vascular and steroidogenic responses to (1-Sarcosine, 8-Isoleucine)-, and to (1-Des (Aspartic acid), 8-Isoleucine) angiotensin II were compared in bilaterally nephrectomized, ACTH-suppressed dogs receiving constant infusions of angiotensin II. Aldosterone secretion rate was significantly inhibited by pretreatment with 200 ng/Kg/min

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