Abstract
A new functional bifacial nucleoside derived from 7-aminopyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione, a Janus-type nucleobase, has been synthesized and incorporated into DNA oligonucleotides. The nucleobase, having self-complementary H-bonding faces, mimics both T and A and engages in the corresponding Watson-Crick-like base pairs, forming stable duplexes.
© 2011 American Chemical Society
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Adenosine / chemistry*
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Base Pairing*
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DNA / chemistry*
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Hydrogen Bonding
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Molecular Mimicry*
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Nucleosides / chemical synthesis
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Nucleosides / chemistry*
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Oligodeoxyribonucleotides / chemistry
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Pyrimidinones / chemistry*
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Thermodynamics
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Thymidine / chemistry*
Substances
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7-aminopyrimido(4,5-d)pyrimidine-2,4(1H,3H)-dione
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Nucleosides
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Oligodeoxyribonucleotides
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Pyrimidinones
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DNA
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Adenosine
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Thymidine