6-Amino-5-nitropyridin-2-one

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6-Amino-5-nitropyridin-2-one
Names
Preferred IUPAC name
6-Amino-5-nitropyridin-2(1H)-one
Other names
6-Amino-5-nitropyridin-2-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C5H5N3O3/c6-5-3(8(10)11)1-2-4(9)7-5/h1-2H,(H3,6,7,9)
    Key: JFGLOZOVAGYLKU-UHFFFAOYSA-N
  • C1=CC(=O)NC(=C1[N+](=O)[O-])N
Properties
C5H5N3O3
Molar mass 155.1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

6-Amino-5-nitropyridin-2-one or 6-amino-5-nitro-2(1H)-pyridinone is a pyridine base. It is used as a nucleobase of hachimoji DNA, in which it pairs with 5-aza-7-deazaguanine.[1]

Hachimoji DNA new base pairs
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.