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A0230

Sigma-Aldrich

Angiotensin IV trifluoroacetate salt

≥95% (HPLC), powder

Synonym(s):

Ang IV, Angiotensin II (3-8)

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About This Item

Empirical Formula (Hill Notation):
C40H54N8O8 · xC2HF3O2
CAS Number:
12676-15-2
Molecular Weight:
774.91 (free base basis)
MDL number:
MFCD00167496
UNSPSC Code:
12352200
PubChem Substance ID:
329770587
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

color

white

solubility

H2O: ~1 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](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/C40H54N8O8/c1-5-24(4)34(47-35(50)29(44-37(52)33(41)23(2)3)18-26-13-15-28(49)16-14-26)38(53)45-30(20-27-21-42-22-43-27)39(54)48-17-9-12-32(48)36(51)46-31(40(55)56)19-25-10-7-6-8-11-25/h6-8,10-11,13-16,21-24,29-34,49H,5,9,12,17-20,41H2,1-4H3,(H,42,43)(H,44,52)(H,45,53)(H,46,51)(H,47,50)(H,55,56)/t24-,29-,30-,31-,32-,33-,34-/m0/s1

InChI key

QSBGWDDCOJYQGY-KOQODJNWSA-N

Amino Acid Sequence

Val-Tyr-Ile-His-Pro-Phe

Biochem/physiol Actions

AT4 angiotensin receptor agonist. The AT4 receptor appears to be important in synaptic plasticity and thus in learning and memory.

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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Anthony Lloyd Albiston et al.
Biological & pharmaceutical bulletin, 27(6), 765-767 (2004-06-10)
The angiotensin AT(4) receptor was originally defined as the specific, high affinity binding site for the hexapeptide angiotensin IV (Ang IV). Subsequently, the peptide LVV-hemorphin 7 was also demonstrated to be a bioactive ligand of the AT(4) receptor. Central administration
J J Braszko et al.
Neuroscience, 27(3), 777-783 (1988-12-01)
Angiotensin II-(3-8)-hexapeptide, at the dose of 1 nmol given intracerebroventricularly, only slightly less than angiotensin II (the same dose and route) stimulated exploratory locomotor behaviour in an open field and electromagnetic motimeter. Both peptides considerably enhanced stereotyped behaviour produced by
T Kono et al.
Acta endocrinologica, 109(2), 249-253 (1985-06-01)
Studies were conducted to determine whether or not angiotensin III [AIII] and angiotensin II-(3-8)-hexapeptide [ANG-(3-8)] have their own specific arteriolar binding sites different from angiotensin II [AII] binding site(s) in man. Four patients with Bartter's syndrome were given asn1-,val5-AII by
Vanesa Esteban et al.
Circulation research, 96(9), 965-973 (2005-04-16)
Inflammation is a key event in the development of atherosclerosis. Nuclear factor-kappaB (NF-kappaB) is important in the inflammatory response regulation. The effector peptide of the renin angiotensin system Angiotensin II (Ang II) activates NF-kappaB and upregulates some related proinflammatory genes.
Z Hoły et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 43(2), 183-192 (1992-06-01)
In this work we compared in rats the influence of heptapeptide 1-7-angiotensin II, hexapeptide 2-7-angiotensin II, pentapeptide 3-7-angiotensin II and angiotensin II on motility, stereotypy, learning of conditioned avoidance responses and recall of passive avoidance behaviour allowing to avoid aversive
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