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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

Quality Level

100

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

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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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
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
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
K L Hall et al.
Regulatory peptides, 44(2), 225-232 (1993-03-19)
This study demonstrates the existence of a previously unrecognized class of angiotensin binding sites on vascular smooth muscle that exhibit high affinity and specificity for the hexapeptide (3-8) fragment of angiotensin II (AngIV). Binding of [125I]AngIV is saturable, reversible and
T Kono et al.
Acta endocrinologica, 99(4), 577-584 (1982-04-01)
The biological activity of des-asp1-des-arg2-angiotensin II (3-8AII) was studied in man. When 3-8AII was infused iv at rates of 22 and 308 pmol (17.5 and 250 ng)/kg . min separately into 5 normal men each for 120 min, blood pressure
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