Design And Synthesis Of An Azabicyclic Nucleoside Phosphoramidite For Oligonucleotide Antisense Constructs

被引：1

作者：

Salinas, Juan C. ^{[1
]}

Seth, Punit P. ^{[2
]}

Hanessian, Stephen ^{[1
]}

机构：

[1] Univ Montreal, Dept Chem, POB 6128, Montreal, PQ H3C 3J7, Canada

[2] Ionis Pharmaceut, Dept Med Chem, 2855 Gazelle Court, Carlsbad, CA 92010 USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2020年 / 39卷 / 1-3期

关键词：

antisense; conformational restriction; azabicyclic nucleosides; CONFORMATIONALLY LOCKED NUCLEOSIDES; NUCLEIC-ACID ANALOGS; SUGAR;

D O I：

10.1080/15257770.2019.1646916

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We report the synthesis and biophysical evaluation of an azabicycle dinucleotide with restricted gamma, beta, and epsilon torsion angles, featuring the introduction of a piperidine ring that locks the conformation of the nucleoside into an RNA-type nucleic acid. The conceptual basis of the design is predicated upon the notion that the conformation of the phosphate group linking two RNA nucleotides can be approximated with an azabicyclic phosphoramidite which may also benefit from a unique stereoelectronic effect.

引用

页码：384 / 406

页数：23

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