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G6752

Sigma-Aldrich

Guanosine

≥98%

Synonym(s):
9-(β-D-Ribofuranosyl)guanine, Guanine-9-β-D-ribofuranoside
Empirical Formula (Hill Notation):
C10H13N5O5
CAS Number:
Molecular Weight:
283.24
Beilstein:
625911
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Quality Level

biological source

microbial

assay

≥98%

form

powder

mp

250 °C (dec.) (lit.)

solubility

formic acid:water (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

SMILES string

[H]O[H].NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1

InChI

1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1

InChI key

NYHBQMYGNKIUIF-UUOKFMHZSA-N

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General description

Guanosine is an aromatic organic molecule and a purine nucleoside. It is present in the cerebrospinal fluid, intestinal cells, blood-brain barrier and in brain microvessels.

Application

Guanosine has been used:
  • as a reference standard for the analysis of glucosinolates by high-performance liquid chromatography with diode-array detection and electrospray ionization tandem mass spectrometry (HPLC-DAD-ESI/MS)
  • as a component of Mouse Embryonic Fibroblasts (MEFs) culture
  • as a standard for the detection of residual RNA contaminant in oil palm plant genome samples by HPLC

Packaging

1, 25, 100, 500 g in poly bottle

Biochem/physiol Actions

Guanosine nucleoside elicits cellular effect as the guanine-based purinergic system. It modulates glutamate uptake by glutamate transporters. It may have neuroprotective functionality in central nervous system disorders. Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Administration of guanosine replenished GTP and elicits protective function in renal ischemic injury.

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Guanosine supplementation reduces apoptosis and protects renal function in the setting of ischemic injury
Kelly KJ, et al.
The Journal of Clinical Investigation, 108(9), 1291-1298 (2001)
Guanosine: a neuromodulator with therapeutic potential in brain disorders
Lanznaster D, et al.
Aging and disease, 7(5), 657-657 (2016)
Qualitative and quantitative analysis of glucosinolates and nucleosides in Radix Isatidis by HPLC and liquid chromatography tandem mass spectrometry
Wang X, et al.
Acta Pharmaceutica Sinica. B, 3(5), 337-344 (2013)
mTORC1 couples nucleotide synthesis to nucleotide demand resulting in a targetable metabolic vulnerability
Valvezan AJ, et al.
Cancer Cell, 32(5), 624-638 (2017)
Variations in genomic DNA methylation during the long-term in vitro proliferation of oil palm embryogenic suspension cultures
Rival A, et al.
Plant Cell Reports, 32(3), 359-368 (2013)

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