Guanosine

Not to be confused with Guanine, Guanidine, or Guanfacine.

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	118-00-3 Y
PubChem	765
ChemSpider	6544 Y
UNII	12133JR80S Y
DrugBank	DB02857
KEGG	C00387 Y
MeSH	Guanosine
ChEBI	CHEBI:16750 Y
ChEMBL	CHEMBL375655 Y
Jmol-3D images	Image 1
SMILES c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI 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 Y Key: NYHBQMYGNKIUIF-UUOKFMHZSA-N Y InChI=1/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 Key: NYHBQMYGNKIUIF-UUOKFMHZBU
Properties
Molecular formula	C10H13N5O5
Molar mass	283.241
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.

Guanosine with numbered carbons