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A literature review on Oligonucleotides

Gayle De Maria

Chimica Oggi – Chemistry Today, TKS Publisher

Abstract

Oligonucleotides are short, single-stranded DNA or RNA molecules that have a wide range of applications and are critical as they are constantly being consumed with each experiment performed. According to the findings of a new report from BioInformatics LLC, total spending by research scientists on synthetic DNA oligos is over US$700 million annually.
To keep our readers up to date on the constant novelties in this field, we have decided to prepare a literature review of recent relevant literature on oligonucleotides synthesis, libraries, stability, analysis, antisense and therapeutic oligonucleotides.


OLIGONUCLEOTIDES SYNTHESIS

Synthesis of cross-linked DNA containing oxidized abasic site analogues
Ghosh S, Greenberg MM., J Org Chem., 2014 Jul 3;
79(13):5948-57. doi: 10.1021/jo500944g.
Abstract
DNA interstrand cross-links are an important family of DNA damage that block replication and transcription. Recently, it was discovered that oxidized abasic sites react with the opposing strand of DNA to produce interstrand cross-links. Some of the cross-links between 2’-deoxyadenosine and the oxidized abasic sites, 5’-(2-phosphoryl-1,4-dioxobutane) (DOB) and the C4-hydroxylated abasic site (C4-AP), are formed reversibly. Chemical instability hinders biochemical, structural, and physicochemical characterization of these cross-linked duplexes. To overcome these limitations, we developed methods for preparing stabilized analogues of DOB and C4-AP cross-links via solid-phase oligonucleotide synthesis. Oligonucleotides of any sequence are attainable by synthesizing phosphoramidites in which the hydroxyl groups of the cross-linked product were orthogonally protected using photochemically labile and hydrazine labi ...