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Guanosine

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Title: Guanosine  
Author: World Heritage Encyclopedia
Language: English
Subject: Nucleoside, Deoxyguanosine diphosphate, Deoxyadenosine monophosphate, Purine metabolism, Guanine
Collection: Nucleosides, Purines
Publisher: World Heritage Encyclopedia
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Guanosine

Guanosine
IUPAC name

2-Amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one

Other names

Guanine riboside

Identifiers
CAS number  YesY
PubChem
ChemSpider  YesY
UNII  YesY
DrugBank
KEGG  YesY
MeSH
ChEBI  YesY
ChEMBL  YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H13N5O5
Molar mass 283.241
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY   YesY/N?)

Guanosine is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). These forms play important roles in various biochemical processes such as synthesis of nucleic acids and proteins, photosynthesis, muscle contraction, and intracellular signal transduction (cGMP). When guanine is attached by its N9 nitrogen to the C1 carbon of a deoxyribose ring it is known as deoxyguanosine.

The antiviral drug aciclovir, often used in herpes treatment, is structurally similar to guanosine.

Guanosine is required for an RNA splicing reaction in mRNA, when a "self-splicing" intron removes itself from the mRNA message by cutting at both ends, re-ligating, and leaving just the exons on either side to be translated into protein.[1]

Guanosine with numbered carbons

References

  1. ^ Splicing (JPG)
Nucleic acid constituents
Nucleobase
Nucleoside
Ribonucleoside
Deoxyribonucleoside
Nucleotide
(Nucleoside monophosphate)
Ribonucleotide
Deoxyribonucleotide
Cyclic nucleotide
Nucleoside diphosphate
Nucleoside triphosphate
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