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Merck
CN

G6264

Guanosine

BioReagent, suitable for cell culture

Synonym(s):

9-(β-D-Ribofuranosyl)guanine, Guanine-9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O5
CAS Number:
Molecular Weight:
283.24
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
NACRES:
NA.75
EC Number:
204-227-8
Beilstein/REAXYS Number:
625911
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biological source

synthetic

Quality Level

product line

BioReagent

assay

≥98%

form

powder

technique(s)

cell culture | mammalian: suitable

mp

250 °C (dec.) (lit.)

solubility

0.05 M acetic acid: 1 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

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

Application

Guanosine has been used:
  • as a ribonucleoside component of the basal medium to study its effects on Bacillus mojavensis′s anaerobic growth
  • as a component of the Dulbecco′s modified Eagle medium (DMEM) to culture mouse-derived embryonic stem cells
  • as a component of the nucleoside solution to culture chicken embryonic stem cells

Biochem/physiol Actions

Guanosine is a purine nucleoside that exhibits important functions in cell metabolism. It has also shown neuroprotective and neurotrophic effects in glial cells, hippocampal neurons, and pheochromocytoma cells by inducing proliferation and differentiation and also exerting anti-apoptotic effects. Guanosine acts as a therapeutic agent against several neuropathologies. It exerts its effects against sepsis-induced cognitive impairment, hepatic encephalopathy, lipopolysaccharide (LPS)-induced inflammation, ischemic injury, and azide-induced oxidative damage. Guanosine is suitable for use in cell culture applications as a precursor of guanosine monophosphate (GMP), guanosine diphosphate (GDP), guanosine triphosphate (GTP), and cyclic GMP (cGMP).


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Nadine Gehrke et al.
Immunity, 39(3), 482-495 (2013-09-03)
Immune sensing of DNA is critical for antiviral immunity but can also trigger autoimmune diseases such as lupus erythematosus (LE). Here we have provided evidence for the involvement of a damage-associated DNA modification in the detection of cytosolic DNA. The oxidized base
Jérémie Piton et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(22), 8858-8863 (2013-04-24)
The initiation of mRNA degradation often requires deprotection of its 5' end. In eukaryotes, the 5'-methylguanosine (cap) structure is principally removed by the Nudix family decapping enzyme Dcp2, yielding a 5'-monophosphorylated RNA that is a substrate for 5' exoribonucleases. In
Zoran D Matović et al.
Journal of inorganic biochemistry, 121, 134-144 (2013-02-05)
Novel square-planar palladium(II) complexes with O-N-N-O-type ligands H4mda (H4mda=malamido-N,N'-diacetic acid) and H4obp (H4obp=oxamido-N,N'-di-3-propionic acid) were prepared and characterized. The ligands coordinate to the palladium(II) ion via two pairs of deprotonated ligating atoms with square chelation. A four coordinate, square-planar geometry



Global Trade Item Number

SKUGTIN
G6264-1G04061833638996
G6264-25G04061833639009
G6264-5G04061833639016