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Key Documents

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 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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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
J Y Chan et al.
Regulatory peptides, 50(3), 247-257 (1994-03-17)
We evaluated possible modulation by angiotensin III (AIII) of the interactive effect of noxious stimuli and elevation in systemic arterial pressure on the responsiveness of neurons in the nucleus reticularis gigantocellularis (NRGC) of the medulla oblongata. Combined extracellular single-neuron recording
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
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.

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