Deoxyguanosine

Deoxyguanosine[1]
Skeletal formula of deoxyadenosine
Ball-and-stick model of the deoxyadenosine molecule
Names
IUPAC name
2-Amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.278 Edit this at Wikidata
MeSH Deoxyguanosine
UNII
  • InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 checkY
    Key: YKBGVTZYEHREMT-KVQBGUIXSA-N checkY
  • InChI=1/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
    Key: YKBGVTZYEHREMT-KVQBGUIXBI
  • c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO)O)[nH]c(nc2=O)N
Properties
C10H13N5O4
Molar mass 267.245 g·mol−1
Melting point 250 °C (482 °F; 523 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Deoxyguanosine is composed of the purine nucleobase guanine linked by its N9 nitrogen to the C1 carbon of deoxyribose. It is similar to guanosine, but with one hydroxyl group removed from the 2' position of the ribose sugar (making it deoxyribose). If a phosphate group is attached at the 5' position, it becomes deoxyguanosine monophosphate.

Deoxyguanosine is one of the four deoxyribonucleosides that make up DNA.[2]

See also

References

  1. ^ "2'-deoxyguanosine". PubChem Compound Database. National Center for Biotechnology Information. 24 December 2016. Archived from the original on 2 January 2017. Retrieved 2 January 2017.
  2. ^ "Human Metabolome Database (HMDB) metabocard for Deoxyguanosine (HMDB0000085)".
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