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HomeProduct name listGuanosine

Guanosine

Synonym(s):9-(β-D-Ribofuranosyl)guanine;Guanine-9-β-D-ribofuranoside

  • CAS NO.:118-00-3
  • Empirical Formula: C10H13N5O5
  • Molecular Weight: 283.24
  • MDL number: MFCD00010182
  • EINECS: 204-227-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
Guanosine Structural

What is Guanosine?

Description

Guanosine is a purine nucleoside that is comprised of the purine base guanine attached to a ribose moiety. Mono-, di-, tri-, and cyclic monophosphorylated forms of guanosine (GMP, GDP, GTP, and cGMP, respectively) are essential for a variety of endogenous biochemical processes, such as signal transduction, metabolism, and RNA synthesis.

Chemical properties

White, crystalline powder; odorless; mild saline taste. Very slightly soluble in cold water; soluble in boiling water, dilute mineral acids, hot acetic acid, and dilute bases; insoluble in alcohol, ether, chloroform, and benzene.

The Uses of Guanosine

Guanosine is used as a constituent of nucleic acids. It is used in metallic paints, simulated pearls,plastics,cosmetics industry etc,. It has been also used in pharmacokinetics as a prodrug. Guanosine is used in cell culture applications as a precursor of GMP.

The Uses of Guanosine

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

Definition

A NUCLEOSIDE present in DNA and RNA and consisting of guanine linked to D-ribose via a β-glycosidic bond.

Definition

ChEBI: A purine nucleoside in which guanine is attached to ribofuranose via a beta-N9-glycosidic bond.

What are the applications of Application

Guanosine is Guanosine is a purine nucleoside.

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.

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.

Purification Methods

It crystallises from water as a dihydrate. Dry it at 110o.[Beilstein 26/18 V 81.]

Properties of Guanosine

Melting point: 250 °C (dec.) (lit.)
Boiling point: 425.8°C (rough estimate)
alpha  -62 º (c=3, in 0.1 N NaOH)
Density  1.3790 (rough estimate)
refractive index  -76 ° (C=1, 1mol/L NaOH)
storage temp.  room temp
solubility  0.1 M NaOH: 0.1 g/mL, clear, slightly yellow
form  Powder
pka pK1:1.9(+1);pK2:9.25(0);pK3:12.33(OH) (25°C)
color  White to light yellow
Odor Odorless
optical activity [α]20/D -73±2°, c = 1.5% in 1 M NaOH
Water Solubility  0.75 g/L (25 ºC)
Merck  14,4566
BRN  625911
CAS DataBase Reference 118-00-3(CAS DataBase Reference)
NIST Chemistry Reference guanosine(118-00-3)
EPA Substance Registry System Guanosine (118-00-3)

Safety information for Guanosine

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for Guanosine

InChIKey NYHBQMYGNKIUIF-UUOKFMHZSA-N

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