Parallel synthesis of oligonucleotides containing N-acyl amino-LNA and their therapeutic effects as anti-microRNAs. Issue 47 (16th November 2022)

• Record Type: Journal Article
• Authors: Takegawa-Araki, Tomo; Yasukawa, Kai; Iwazaki, Norihiko; Maruyama, Hideto; Furukawa, Hiroyuki; Sawamoto, Hiroaki; Obika, Satoshi
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 47(2022)
• Page Start: 9351
• Page End: 9361
• Publication Date: 2022-11-16
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob01809h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Efficient oligonucleotide synthesis by post elongation modification with direct acylation of 2′-amino-LNA and evaluation of their microRNA inhibitory activity. Abstract : 2′-Amino-locked nucleic acid (ALNA), maintains excellent duplex stability, and the nitrogen at the 2′-position is an attractive scaffold for functionalization. Herein, a facile and efficient method for the synthesis of various 2′- N -acyl amino-LNA derivatives by direct acylation of the 2′-amino moiety contained in the synthesized oligonucleotides and its fundamental properties are described. The introduction of the acylated amino-LNA enhances the potency of the molecules as therapeutic anti-microRNA oligonucleotides.