Molecules 2011, 16(12), 10695-10708; doi:10.3390/molecules161210695
Article

Cleavage of Oligonucleotides Containing a P3’→N5’ Phosphoramidate Linkage Mediated by Single-Stranded Oligonucleotide Templates

Kosuke Ramon Ito 1 , Tetsuya Kodama 1 , Futaba Makimura 1 , Noritsugu Hosoki 1 , Tomohisa Osaki 1 , Ayako Orita 1,2 , Takeshi Imanishi 1,2  and Satoshi Obika 1,* email
1 Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan 2 BNA Inc., 7-7-20 Saito-asagi, Ibaraki, Osaka 567-0085, Japan
* Author to whom correspondence should be addressed.
Received: 1 November 2011; in revised form: 9 December 2011 / Accepted: 13 December 2011 / Published: 20 December 2011
(This article belongs to the Special Issue DNA-Templated Synthesis)
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Abstract: Double-stranded DNA (dsDNA) templates can hybridize to and accelerate cleavage of oligonucleotides containing a P3’→N5’ phosphoramidate (P-N) linkage. This dsDNA-templated cleavage of P-N linkages could be due to conformational strain placed on the linkage upon triplex formation. To determine whether duplex formation also induced conformational strain, we examined the reactivity of the oligonucleotides with a P-N linkage in the presence of single-stranded templates, and compared these reactions to those with dsDNA templates. P-N oligonucleotides that are cleaved upon duplex formation could be used as probes to detect single-stranded nucleic acids.
Keywords: bridged nucleic acids; DNA sensing; P3’→N5’ phosphoramidate

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MDPI and ACS Style

Ito, K.R.; Kodama, T.; Makimura, F.; Hosoki, N.; Osaki, T.; Orita, A.; Imanishi, T.; Obika, S. Cleavage of Oligonucleotides Containing a P3’→N5’ Phosphoramidate Linkage Mediated by Single-Stranded Oligonucleotide Templates. Molecules 2011, 16, 10695-10708.

AMA Style

Ito KR, Kodama T, Makimura F, Hosoki N, Osaki T, Orita A, Imanishi T, Obika S. Cleavage of Oligonucleotides Containing a P3’→N5’ Phosphoramidate Linkage Mediated by Single-Stranded Oligonucleotide Templates. Molecules. 2011; 16(12):10695-10708.

Chicago/Turabian Style

Ito, Kosuke Ramon; Kodama, Tetsuya; Makimura, Futaba; Hosoki, Noritsugu; Osaki, Tomohisa; Orita, Ayako; Imanishi, Takeshi; Obika, Satoshi. 2011. "Cleavage of Oligonucleotides Containing a P3’→N5’ Phosphoramidate Linkage Mediated by Single-Stranded Oligonucleotide Templates." Molecules 16, no. 12: 10695-10708.

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