5-Aza-7-deazaguanine

Last updated
5-Aza-7-deazaguanine
5-aza-7-deazaguanine.svg
Names
Preferred IUPAC name
2-Aminoimidazo[1,2-a][1,3,5]triazin-4(8H)-one
Other names
5-Aza-7-deazaguanine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C5H5N5O/c6-3-8-4-7-1-2-10(4)5(11)9-3/h1-2H,(H3,6,7,8,9,11)
    Key: KSTJOICDZAFYTD-UHFFFAOYSA-N
  • C1=CN2C(=O)NC(=NC2=N1)N
Properties
C5H5N5O
Molar mass 151.1261
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5-Aza-7-deazaguanine or 2-aminoimidazo[1,2-a][1,3,5]triazin-4(1H)-one is a 5-Aza-7-deazapurine base that is an isomer of guanine. It is used as a nucleobase of hachimoji DNA, in which it pairs with 6-Amino-5-nitropyridin-2-one. [1]

Hydrogen bonding (dashed lines) between unnatural bases in hachimoji DNA Hachimoji DNA new base pairs.svg
Hydrogen bonding (dashed lines) between unnatural bases in hachimoji DNA

References

  1. ↑ Hoshika, Shuichi; et al. (22 February 2019). "Hachimoji DNA and RNA: A genetic system with eight building blocks". Science . 363 (6429): 884–887. Bibcode:2019Sci...363..884H. doi:10.1126/science.aat0971. PMC   6413494 . PMID   30792304.
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