Skip to Content
Merck
All Photos(1)

Documents

SML1852

Sigma-Aldrich

8-Aminoguanosine

≥98% (HPLC)

Synonym(s):

2,8-Diamino-inosine, NSC 90390

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H14N6O5
CAS Number:
Molecular Weight:
298.26
UNSPSC Code:
12352200
NACRES:
NA.77

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Inhibition of purine nucleoside phosphorylase by 8-aminoguanosine: selective toxicity for T lymphoblasts
Kazmers IS, et al.
Science, 214(4525), 1137-1139 (1981)
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
Edwin K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 359(3), 420-435 (2016-09-30)
In vivo, guanine moieties in DNA, RNA, guanine nucleotides, or guanosine or guanine per se can undergo nitration (for example, by peroxynitrite) or hydroxylation (for example, by superoxide anion) on position 8 of the purine ring. Subsequent catabolism of these

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service