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G6264

Guanosine

Name: Guanosine
Brand: SIGMA

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:

118-00-3

Molecular Weight:

283.24

PubChem Substance ID:

24895251

UNSPSC Code:

12352205

MDL number:

MFCD00010182

NACRES:

NA.75

EC Number:

204-227-8

Beilstein/REAXYS Number:

625911

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biological source

synthetic

Quality Level

200

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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Related Categories

Cell Culture & Analysis

Molecular Biology & Functional Genomics

Supplements for Cell Culture

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).

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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Cell-Cycle-Associated Expression Patterns Predict Gene Function in Mycobacteria.

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

Supramolecular architectures generated by self-assembly of guanosine derivatives.

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

Antitumor effects of a tetradentate amido-carboxylate ligands and corresponding square-planar palladium(II) complexes toward some cancer cells. Crystal structure, DFT modeling and ligand to DNA probe docking simulation.

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

Bacillus subtilis RNA deprotection enzyme RppH recognizes guanosine in the second position of its substrates.

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

Oxidative damage of DNA confers resistance to cytosolic nuclease TREX1 degradation and potentiates STING-dependent immune sensing.

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

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Global Trade Item Number

SKU	GTIN
G6264-1G	04061833638996
G6264-25G	04061833639009
G6264-5G	04061833639016

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