Issue 11, 2009
From the journal:

Organic & Biomolecular Chemistry

Synthesis of terminally modified oligonucleotides and their hybridization dependence on the size of the target RNAs†

Kohji Seio,*a   Yusuke Takaku,a   Kazuya Miyazaki,a   Sayako Kurohagi,a   Yoshiaki Masaki,a   Akihiro Ohkuboa  and  Mitsuo Sekine*a  

* Corresponding authors

a Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuka, Midori-ku, Yokohama, Japan
E-mail: kseio@bio.titech.ac.jp, msekine@bio.titech.ac.jp
Tel: +81 45 924 5706

Abstract

We have developed new artificial oligonucleotide probes that show selective recognition for short RNA targets over long RNA targets. Our results suggested that modification of the termini of the oligonucleotide probes by bulky substituents such as cyclohexyl and 4-(3,6,9-trioxaundecylenedioxy)phenyl (Bzcr) groups significantly improved the selectivity of the probes toward the short RNA targets. The selectivity was further improved by the addition of a phosphate group on the cyclohexane ring. Although much improved selectivity toward short RNA targets is desirable in a general sense, it is particularly applicable to the selective detection of matured-miRNA over pre-miRNAs.

Graphical abstract: Synthesis of terminally modified oligonucleotides and their hybridization dependence on the size of the target RNAs

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Article information

DOI
https://doi.org/10.1039/B900301K
Article type
Paper
Submitted
08 Jan 2009
Accepted
16 Mar 2009
First published
17 Apr 2009

Org. Biomol. Chem., 2009,7, 2440-2451

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Synthesis of terminally modified oligonucleotides and their hybridization dependence on the size of the target RNAs

K. Seio, Y. Takaku, K. Miyazaki, S. Kurohagi, Y. Masaki, A. Ohkubo and M. Sekine, Org. Biomol. Chem., 2009, 7, 2440 DOI: 10.1039/B900301K

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