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Names | |
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Preferred IUPAC name 9H-Purin-2-amine | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.545 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C5H5N5 | |
Molar mass | 135.130 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
2-Aminopurine (2AP), a purine analog of guanine and adenine, is a fluorescent molecular marker used in nucleic acid research. [1] [2] It most commonly pairs with thymine as an adenine-analogue. It uses a different ketone oxygen on thymine for H-bonding and forms a stronger bond. [3]
It can also pair with cytosine at low pH in a protonated wya like a functional analogue of guanine. [4] For this reason it is sometimes used in the laboratory for mutagenesis. A mixture of structures are present according to NMR. [5] An atomic-resolution structures of the 2AP·C pair has been produced. [6]