Why Does TNA Cross-Pair More Strongly with RNA Than with DNA? An Answer From X-ray Analysis

The TNA twist: L‐α‐threofuranosyl (3′→2′) nucleic acid (TNA) residues adopt a C4′‐exo pucker when incorporated into an A‐ (left) or a B‐form DNA duplex (right). The resulting intranucleotide P⋅⋅⋅P distance in TNA is very similar to that in RNA (represented by a C3′‐endo puckered adenosine residue; g...

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Veröffentlicht in:Angewandte Chemie International Edition 2003-12, Vol.42 (47), p.5893-5895
Hauptverfasser: Pallan, Pradeep S., Wilds, Christopher J., Wawrzak, Zdzislaw, Krishnamurthy, Ramanarayanan, Eschenmoser, Albert, Egli, Martin
Format: Artikel
Sprache:eng
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Zusammenfassung:The TNA twist: L‐α‐threofuranosyl (3′→2′) nucleic acid (TNA) residues adopt a C4′‐exo pucker when incorporated into an A‐ (left) or a B‐form DNA duplex (right). The resulting intranucleotide P⋅⋅⋅P distance in TNA is very similar to that in RNA (represented by a C3′‐endo puckered adenosine residue; green). The structural data explain earlier observations that TNA hydridizes more stably with RNA than with DNA and that RNA constitutes the better template for ligating TNA fragments.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352553