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SML1852

Sigma-Aldrich

8-Aminoguanosine

≥98% (HPLC)

Sinonimo/i:

2,8-Diamino-inosine, NSC 90390

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25 MG
CHF 58.40

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About This Item

Formula empirica (notazione di Hill):
C10H14N6O5
Numero CAS:
3868-32-4
Peso molecolare:
298.26
Codice UNSPSC:
12352200
NACRES:
NA.77

CHF 58.40

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Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to brown

Solubilità

DMSO: 1 mg/mL, clear (warmed)

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
FNXPTCITVCRFRK-UHFFFAOYSA-N

Azioni biochim/fisiol

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.[1] It is an analog of guanosine, that can block purine nucleoside phosphorylase, in vitro and in intact lymphoid cells.[2] 8-aminoguanosine triphosphate can be used to block GTP (guanosine triphosphate) cyclohydrolase I from human liver and Escherichia coli.[3]
Orally available and highly efficacious potassium-sparing diuretic/natriuretic

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000051316
017M4722V

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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
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