5-Aza-7-deazaguanine

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]

Hachimoji DNA new base pairs
Hydrogen bonding (dashed lines) between unnatural bases in hachimoji DNA
5-Aza-7-deazaguanine
Names
IUPAC name
2-Aminoimidazo[1,2-a][1,3,5]triazin-4(1H)-one
Other names
5-Aza-7-deazaguanine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
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).
Infobox references

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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