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

Pradeep S. Pallan; Christopher J. Wilds; Zdzislaw Wawrzak; Ramanarayanan Krishnamurthy; Albert Eschenmoser; Martin Egli

doi:10.1002/anie.200352553

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

Pradeep S. Pallan, Christopher J. Wilds, Zdzislaw Wawrzak, Ramanarayanan Krishnamurthy, Albert Eschenmoser, Martin Egli^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

61 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	5893-5895
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	47
DOIs	https://doi.org/10.1002/anie.200352553
State	Published - Dec 8 2003

Keywords

Conformation analysis
DNA
RNA
Structure elucidation
TNA

ASJC Scopus subject areas

Chemistry(all)
Catalysis

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10.1002/anie.200352553

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abstract = "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.",

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AU - Pallan, Pradeep S.

AU - Wilds, Christopher J.

AU - Wawrzak, Zdzislaw

AU - Krishnamurthy, Ramanarayanan

AU - Eschenmoser, Albert

AU - Egli, Martin

PY - 2003/12/8

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AB - 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.

KW - Conformation analysis

KW - DNA

KW - RNA

KW - Structure elucidation

KW - TNA

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

Abstract

Keywords

ASJC Scopus subject areas

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