All Photos(1)
Synonym(s):
2,8-Diamino-inosine, NSC 90390
Empirical Formula (Hill Notation):
C10H14N6O5
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to brown
solubility
DMSO: 1 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
NC1=NC(C2=C(N1)N([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(N)=N2)=O
InChI
1S/C10H14N6O5/c11-9-14-6-3(7(20)15-9)13-10(12)16(6)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H2,12,13)(H3,11,14,15,20)
InChI key
FNXPTCITVCRFRK-UHFFFAOYSA-N
Biochem/physiol Actions
8-Aminoguanosine, a guanosine derivative, is an orally available and highly efficacious potassium-sparing diuretic/natriuretic that increased sodium excretion by 26.2-fold and decrease potassium excretion by 69.1%. 8-Aminoguanosine increases glucose excretion by 12.2-fold. Also 8-Aminoguanosine suppressed deoxycorticosterone/salt-induced hypertension.
8-Aminoguanosine is known to stimulate diuresis, natriuresis, glucosuria and antikaliuresis. It is an analog of guanosine, that can block purine nucleoside phosphorylase, in vitro and in intact lymphoid cells. 8-aminoguanosine triphosphate can be used to block GTP (guanosine triphosphate) cyclohydrolase I from human liver and Escherichia coli.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Inhibition of purine nucleoside phosphorylase by 8-aminoguanosine: selective toxicity for T lymphoblasts
Kazmers IS, et al.
Science, 214(4525), 1137-1139 (1981)
The application of 8-aminoguanosine triphosphate, a new inhibitor of GTP cyclohydrolase I, to the purification of the enzyme from human liver
Blau N and Niederwieser A
Biochim. Biophys. Acta Gen. Subj., 880(1), 26-31 (1986)
8-Aminoguanosine Exerts Diuretic, Natriuretic, and Glucosuric Activity via Conversion to 8-Aminoguanine, Yet Has Direct Antikaliuretic Effects
Jackson EK, et al.
Journal of Pharmacology and Experimental Therapeutics, 363(3), 358-366 (2017)
Mohammad Kavianipour et al.
Journal of cardiovascular pharmacology, 41(2), 240-248 (2003-01-28)
Attenuated purine levels are characteristic findings of ischemic preconditioning (PC). Lower energy demand in PC myocardium leading to less nucleotide decay is a reasonable explanation. However, experimental data suggest that the activities of the enzymes involved in purine metabolism are
Julia Festag et al.
Molecular therapy. Nucleic acids, 21, 656-669 (2020-08-03)
The adenosine axis contributes to the suppression of antitumor immune responses. The ectonucleotidase CD39 degrades extracellular adenosine triphosphate (ATP) to adenosine monophosphate (AMP), which is degraded to adenosine by CD73. Adenosine binds to, e.g., the A2a receptor (A2aR), which reportedly
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