Nucleic acid containing photosensitive unit and preparation method of nucleic acid

A photosensitive unit, nucleic acid technology, applied in the field of nucleic acid modification, can solve the problems of inability to meet scientific research and commercial needs, difficult separation and purification, complicated synthesis steps, etc., and achieve the effects of good experimental operability, rich light response, and simplified operation steps.

Active Publication Date: 2018-09-04
北京超精核酸科技有限公司
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Problems solved by technology

However, there are few types of nucleic acids containing photosensitive units modified in commercialization and literature patents at present, which cannot meet the growing scientific research and commercial needs, and in the prior art, the synthesis steps of nucleic acids containing photosensitive units are cumbersome, difficult to separate and purify, and expensive. Problems such as high cost limit its further application

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  • Nucleic acid containing photosensitive unit and preparation method of nucleic acid
  • Nucleic acid containing photosensitive unit and preparation method of nucleic acid
  • Nucleic acid containing photosensitive unit and preparation method of nucleic acid

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preparation example Construction

[0036] The embodiment of the present invention also provides a method for preparing a nucleic acid containing a photosensitive unit, comprising the following steps:

[0037] Step 1: Preparation of phosphoramidite: including using 5-hydroxy-2-nitrobenzyl alcohol as the starting material, selectively protecting the benzyl alcohol hydroxyl group by 4,4'-dimethoxytriphenyl chloride, After the etherification reaction obtains 5-hydroxyl-2-nitrobenzyl-(4,4'-dimethoxytriphenyl) ether, the esterification reaction prepares 2-nitrobenzyl-(4 ,4'-dimethoxytriphenyl)ether-5-(2-O-cyanoethyl-N,N-diisopropylphosphoramidite);

[0038] Step 2: preparing a nucleic acid containing a photosensitive unit: dissolving the phosphoramidite in anhydrous acetonitrile as an end group modification reagent and synthesizing it with nucleic acid to obtain a nucleic acid containing a photosensitive unit.

[0039]In an optional embodiment, the product synthesized in step 2 is dispersed in ammonia water, sealed ...

Embodiment 1

[0060] A method for preparing a nucleic acid containing a photosensitive unit, comprising the following steps:

[0061] Step 1: Preparation of 5-hydroxy-2-nitrobenzyl-(4,4'-dimethoxytriphenyl) ether: Dissolve 1.7 g of 5-hydroxy-2-nitrobenzyl alcohol in 100 ml of Add dropwise to 30 ml of anhydrous pyridine dissolved in 4.0 g of 4,4'-dimethoxytriphenylchloromethane under ice-bath stirring, and stir the reaction solution at 0°C after the addition is complete for 1 hour, returned to room temperature and stirred overnight; after the reaction was completed, the organic phase was rotary evaporated, and the crude product was dissolved in 30 ml of ethyl acetate, washed twice with 50 ml of water, and the organic phase was dried with anhydrous sodium sulfate; filtered Afterwards, the organic solvent was removed by rotary evaporation, and the obtained dark yellow oily liquid was dissolved in 5 ml of ethyl acetate, and added dropwise to 100 ml of n-hexane cooled to 0°C to obtain a yellow p...

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Abstract

The invention provides nucleic acid containing a photosensitive unit and a preparation method thereof. The preparation method comprises the step of preparing to obtain 2-nitrobenzene methyl-(4,4-dimethoxy triphenyl)ether-5-(2-O-cyanoethyl-N,N-diisopropylphosphoramidite). Phosphoramidite can be used for preparing the nucleic acid containing the photosensitive unit. The phosphoramidite is adopted toprepare the nucleic acid containing the photosensitive unit; experiments show that the phosphoramidite has high reaction acvity, favorable substrate adaptability, sufficient chemical stability and favorable light responsiveness when being used for preparing; a simple and high-efficient option is provided for the functionalization of the nucleic acid; the method for preparing the nucleic acid containing the photosensitive unit is simplified; the sensitivity of photodegradation is improved; the preparation cost is reduced; the market application of preparing the nucleic acid containing the photosensitive unit is enlarged.

Description

technical field [0001] The invention belongs to the technical field of nucleic acid modification, and in particular relates to a nucleic acid containing a photosensitive unit and a preparation method thereof. Background technique [0002] With the development of biotechnology, the functionalization of natural biomacromolecules is an important means in the fields of bio-based material design, gene detection and gene therapy. In the research field of polyribonucleic acid (RNA) and polydeoxyribonucleic acid (DNA), the introduction of non-enzymatic cleavage linking unit is the basic design for aptamer screening, gene therapy, protein engineering and biomaterial design. The controllable cutting of nucleic acid sequences has important theoretical significance and application value in the fields of molecular biology, highly sensitive detection technology, protein engineering, and the construction of new biological materials. In recent years, people have developed a variety of link...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H21/04C07H1/00
CPCC07H1/00C07H21/04
Inventor 刘冬生
Owner 北京超精核酸科技有限公司
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