Synthesis and Functionality Study of Photoswitchable Hydrazone Oligodeoxynucleotides

Zhihua Chang; Song Mao; Ya Ying ZhengJia Sheng

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Synthesis and Functionality Study of Photoswitchable Hydrazone Oligodeoxynucleotides

机译：Synthesis and Functionality Study of Photoswitchable Hydrazone Oligodeoxynucleotides

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This article provides a detailed procedure for the chemical synthesis and characterization of photoswitchable hydrazone phosphoramidite and its incorporation into oligodeoxynucleotides. The synthesis starts with commercially available deoxyuridine, followed by conversion of the 4-oxo into a 4-chloro moiety via Appel reaction to install the key hydrazone group in the absence of base. The hydrazone phosphoramidite building block is compatible with the conventional amidite chemistry protocols for solid-phase synthesis of oligodeoxynucleotides. Our method expands the current nucleotide pool by adding a novel, functional DNA building block that is suitable for a broad spectrum of applications, including the regulation of DNA-enzyme interactions and DNA synthesis by irradiation with cell-friendly blue light.

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《Current Protocols in Nucleic Acid Chemistry》 |2021年第11期|e295-1-e295-15|共15页
作者
Zhihua Chang; Song Mao; Ya Ying ZhengJia Sheng;
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作者单位

Department of Chemistry and The RNA Institute, University at Albany, State University of New York, Albany, New York;

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正文语种英语
中图分类生物化学;
关键词
hydrazone modification; nucleic acids; phosphoramidite; pho-toswitch; solid phase synthesis;

Synthesis and Functionality Study of Photoswitchable Hydrazone Oligodeoxynucleotides

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