All Photos(3)
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:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.75
Recommended Products
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
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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).
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Aditya C Bandekar et al.
Current biology : CB, 30(20), 3961-3971 (2020-09-12)
Although the major events in prokaryotic cell cycle progression are likely to be coordinated with transcriptional and metabolic changes, these processes remain poorly characterized. Unlike many rapidly growing bacteria, DNA replication and cell division are temporally resolved in mycobacteria, making
Jeffery T Davis et al.
Chemical Society reviews, 36(2), 296-313 (2007-02-01)
Nature's use of a simple genetic code to enable life's complex functions is an inspiration for supramolecular chemistry. DNA nucleobases carry the key information utilizing a variety of cooperative and non-covalent interactions such as hydrophobic, van der Waals, pi-pi stacking
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
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
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
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