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Guanosine

CAS No.
118-00-3
Chemical Name:
Guanosine
Synonyms
GR;2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purin-6-one;VERNINE;2-AMINO-9-BETA-D-RIBOFURANOSYL-9H-PURINE-6-(1H)-ONE;2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one;Guo;GCCR;Guanozin;uanosine;usafcb-11
CBNumber:
CB2701721
Molecular Formula:
C10H13N5O5
Molecular Weight:
283.24
MDL Number:
MFCD00010182
MOL File:
118-00-3.mol
MSDS File:
SDS
Last updated:2024-04-08 17:36:13

Guanosine 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
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
InChIKey NYHBQMYGNKIUIF-UUOKFMHZSA-N
LogP -2.331 (est)
CAS DataBase Reference 118-00-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 12133JR80S
NIST Chemistry Reference guanosine(118-00-3)
EPA Substance Registry System Guanosine (118-00-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
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
10-23
Hazard Note  Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup 
HS Code  29349990
NFPA 704
0
3 0

Guanosine price More Price(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 75903 Guanosine ≥97.0% (HPLC) 118-00-3 100g $294 2024-03-01 Buy
Sigma-Aldrich 75903 Guanosine ≥97.0% (HPLC) 118-00-3 500g $1140 2023-06-20 Buy
TCI Chemical G0171 Guanosine >98.0%(HPLC)(T) 118-00-3 5g $19 2024-03-01 Buy
TCI Chemical G0171 Guanosine >98.0%(HPLC)(T) 118-00-3 25g $36 2024-03-01 Buy
Alfa Aesar A11328 Guanosine, 98+% 118-00-3 25g $56.4 2024-03-01 Buy
Product number Packaging Price Buy
75903 100g $294 Buy
75903 500g $1140 Buy
G0171 5g $19 Buy
G0171 25g $36 Buy
A11328 25g $56.4 Buy

Guanosine Chemical Properties,Uses,Production

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 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

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.

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.]

26001-38-7
118-00-3
Synthesis of Guanosine from 8-MERCAPTOGUANOSINE
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View Lastest Price from Guanosine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Guanosine pictures 2024-04-08 Guanosine
118-00-3
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Guanosine pictures 2024-04-07 Guanosine
118-00-3
US $0.00-0.00 / kg 0.10000000149011612kg ≥99% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Guanosine pictures 2024-03-26 Guanosine
118-00-3
US $0.00-0.00 / kg 1kg 99% 50000kg Hebei Yibangte Import and Export Co. , Ltd.
  • Guanosine pictures
  • Guanosine
    118-00-3
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.
  • Guanosine pictures
  • Guanosine
    118-00-3
  • US $0.00-0.00 / kg
  • ≥99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Guanosine pictures
  • Guanosine
    118-00-3
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Yibangte Import and Export Co. , Ltd.
usafcb-11 O-(BETA-D-RIBOFURANOSYL)GUANINE D-GUANOSINE GUANOSINE GUANINE-9-BETA-D-RIBOFURANOSIDE GUANINE RIBOSIDE 9-[BETA-D-RIBOFURANOSYL]GUANINE 9-B-D-RIBOFURANOSYLGUANINE 9-(β-D-Ribofuranosyl)guanine guanosine cell culture tested Guanosine Guanine 9-B-D-ribofuranoside guanosine minimum 99% GUANOSINE CELL CULTURE REAGENT 97-103% USP GUANOSINE ULTRA PURE 98+% Guanine-9-β-D-ribof GuanosineForBiochemistry Guanosine, 98+% 2-AMINO-9-BETA-D-RIBOFURANOSYL-9H-PURINE-6-(1H)-ONE (GUANOSINE) 2-Amino-9-β-D-ribofuranosyl-[9H]-purine-6-[1H]-one GUANOSINE,REAGENT 2-Amino-9-beta-D-ribofuranosyl-9H-purine-6-(1H)-one hydrate Guanine-9-beta-ribofuranoside GUANOSINE extrapure 9-(β-D-Ribofuranosyl)guanine, Guanine-9-β-D-ribofuranoside 2-Amino-9-(β-D-ribofuranosyl)-9H-purin-6(1H)-one Guanosine,99% 2-aMino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one 2-AMino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one 2-aMino-9-β-d-ribofuranosyl-9h-purine-6-(1h)-one hydrate [1',2',3',4',5'-13C5]guanosine Mono-hydrate [2'-2H]guanosine Monohydrate [3'-2H]guanosine Monohydrate GCCR Guanosine Vetec(TM) reagent grade, >=98% 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxy-methyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)- Guanosine, Low endotoxin: ≤ 0.5 EU/mgGrade 1, ≥ 99% (HPLC) Guanine riboside Guanine riboside 2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one 2-Amino-1,9-dihydro-9beta-d-ribofuranosyl-6H-purin-6-one 2-amino-inosin 6H-Purin-6-one, 2-amino-1,9-dihydro-9-beta-d-ribofuranosyl- 9-beta-d-ribofuranosyl-guanin beta-d-Ribofuranoside, guanine-9 Guanine, 9beta-d-ribofuranosyl- guanine-9,beta-d-ribofuranosid Guanozin Guo Inosine, 2-amino- Ribofuranoside, guanine-9, beta-D- USAF cb-11 Adenosine EP Impurity H uanosine Adenosine Impurity 8(Adenosine EP Impurity H)(Guanosine) 2-Amino-9-beta-D-ribofuranosyl-1,9- Guanosine Guanosine Guanosine> Guanosine, 98%, for bio DL-Guanosine