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Paper | Special issue | Vol 99, No. 1, 2019, pp.502-520
Published online, 13th December, 2018
DOI: 10.3987/COM-18-S(F)46
Synthesis and Hybridization Properties of Oligonucleotides Including 2’-N-Alkoxycarbonyl-2’-amino-LNA Derivatives

Takashi Osawa, Shoko Yamashita, Ayumi Nakanishi, Yuta Ito, and Yoshiyuki Hari*

*Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Nishihama, Yamashiro-cho, Tokushima 770-8514, Japan

Abstract

2ʹ-Amino-LNA is an attractive material that helps in realizing the practical use of oligonucleotides because it can stabilize complexes with complementary strands and various substituents can be introduced on the 2ʹ-amino group. Here, 2ʹ-N-alkoxycarbonyl derivatives of 2ʹ-amino-LNA were newly designed, synthesized, and incorporated into oligonucleotides. The results of UV-melting analysis indicated that 2ʹ-N-alkoxycarbonyl-modified 2ʹ-amino-LNA could enhance the stability of the duplex formed with single-stranded RNA and the triplex formed with double-stranded DNA.