Guanosine Chemical Properties

Melting point:

250 °C (dec.) (lit.)

alpha 

-62 º (c=3, in 0.1 N NaOH)

Boiling point:

425.8°C (rough estimate)

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

pka

pK1:1.9(＋1);pK2:9.25(0);pK3:12.33(OH) (25°C)

form 

Powder

color 

White to light yellow

Odor

Odorless

PH

2.14；9.03

optical activity

[α]20/D -73±2°, c = 1.5% in 1 M NaOH

Water Solubility 

0.75 g/L (25 ºC)

λmax

256 (pH 0.7)；253，276 (pH 7)；256～266 (pH 11.3)

Merck 

14,4566

BRN 

625911

InChIKey

NYHBQMYGNKIUIF-UUOKFMHZSA-N

LogP

-2.331 (est)

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

Hazard Codes 

T,Xi

Risk Statements 

25

Safety Statements 

45-24/25-23

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

MF8750000

F 

10-23

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29349990

MSDS

• Language:English Provider:2-Amino-9-beta-D-ribofuranosyl-9H-purine-6-(1H)-one hydrate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Guanosine Usage And Synthesis

Description

Guanosine is a purine nucleoside, in which the guanine attached to the C1 carbon of a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Its phosphorylated derivatives include GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate), and GTP (guanosine triphosphate). These guanosine derivatives are very important in various biochemical processes, such as synthesis of nucleic acids and proteins, photosynthesis, muscle contraction, and intracellular signal transduction.
Guanosine is thought to have neuroprotective properties. It can reduce neuroinflammation, oxidative stress, and excitotoxicity, as well as exerting trophic effects in neuronal and glial cells. It is shown to be protective in central nervous system diseases including ischemic stroke, Alzheimer’s disease, Parkinson’s disease, spinal cord injury, nociception, and depression. Guanosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism.

Reference

L. E. B. Bettio, J. Gil-Mohapel, A. L. S. Rodrigues, Guanosine and its role in neurophathologies, Purinergic Signal, 2016, vol. 12, pp. 411-426

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.

Uses

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.

Uses

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.

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.]

Guanosine(118-00-3)Related Product Information

• GUANOSINE-3':5'-CYCLIC MONOPHOSPHORIC ACID
• GUANOSINE 5'-DIPHOSPHATE SODIUM SALT
• Uridine
• UDP
• Uridine-5'-diphosphate disodium salt
• guanosine 5'-(tetrasodium triphosphate)
• Guanosine 5'-triphosphate trisodium salt
• URIDINE 5'-DIPHOSPHORIC ACID SODIUM SALT
• URIDINE-13C9, 15N2-5 TRIPHOSPHATE SODI U
• Uridine-5'-triphosphoric acid trisodium salt
• 2',3',5'-Triacetylguanosine
• N2-METHYLGUANOSINE
• 5'-Guanylic acid
• GUANOSINE-3',5'-CYCLIC-MONOPHOSPHORIC ACID SODIUM SALT,GUANOSINE 3',5'-MONOPHOSPHATE MONOSODIUM SALT,GUANOSINE 3',5'-CYCLOPHOSPHATE MONOSODIUM SALT
• GUANOSINE 5'-DIPHOSPHATE
• 2-Amino-6-chloropurine-9-riboside
• Purine
• Guanine