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Nucleic acid containing photosensitive unit and preparation method thereof

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, cumbersome synthesis steps, difficult separation and purification, etc., and achieves good experimental operability, simplified operation steps, and simplified modification steps.

Active Publication Date: 2022-07-01
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

Method used

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  • Nucleic acid containing photosensitive unit and preparation method thereof
  • Nucleic acid containing photosensitive unit and preparation method thereof
  • Nucleic acid containing photosensitive unit and preparation method thereof

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preparation example Construction

[0036] An 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 ester: including using 5-hydroxy-2-nitrobenzyl alcohol as starting material, selectively protecting its benzyl alcohol hydroxyl group by 4,4'-dimethoxytriphenyl chloride, After etherification reaction to obtain 5-hydroxy-2-nitrobenzyl-(4,4'-dimethoxytriphenyl) ether, 2-nitrobenzyl-(4 ,4'-dimethoxytriphenyl) ether-5-(2-O-cyanoethyl-N,N-diisopropylphosphoramidite);

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

[0039]In an optional embodiment, the synthesized product in the second step is dispersed in ammonia water, sealed and heated, ce...

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 4.0 g of 4,4'-dimethoxytriphenylchloromethane dissolved in 30 ml of anhydrous pyridine was added dropwise to the water pyridine under stirring in an ice bath, and the reaction solution was stirred at 0°C after the dropwise addition was completed. After 1 hour, return to room temperature and stir overnight; after the reaction is completed, the organic phase is rotary evaporated, the crude product is dissolved in 30 ml of ethyl acetate, washed twice with 50 ml of water, and the organic phase is dried with anhydrous sodium sulfate; filtered; After the organic solvent was removed by rotary evaporation, the obtained dark yellow oily liquid was dissolved in 5 ml of ethyl acetate, and added dropwise to 100 ml of n-hexane cool...

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Abstract

The present invention provides a nucleic acid containing a photosensitive unit and a preparation method thereof, including preparing 2-nitrobenzyl-(4,4'-dimethoxytriphenyl) ether-5-(2-O-cyanide ethyl-N,N-diisopropyl phosphoramidite). Among them, phosphoramidite can be used to prepare nucleic acid containing photosensitive unit. In the present invention, phosphoramidite is used to prepare nucleic acid containing photosensitive units. Experiments show that it has high reactivity, good substrate adaptability, sufficient chemical stability and good light responsiveness during preparation, and is a functional nucleic acid. Chem provides a more concise and efficient option, simplifies the method for preparing nucleic acid containing photosensitive units, improves the sensitivity of photodegradation, reduces its preparation cost, and expands the market application of nucleic acids for preparing photosensitive units.

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, functionalization of natural biological macromolecules is an important method in the fields of bio-based material design, genetic testing, and gene therapy. In the research field of polyribonucleic acid (RNA) and polydeoxyribonucleic acid (DNA), the introduction of non-enzymatically cleavable linking units is the basic design for aptamer screening, gene therapy, protein engineering and biomaterial design. Controllable cleavage of nucleic acid sequences has important theoretical significance and application value in the fields of molecular biology, high-sensitivity detection technology, protein engineering, and construction of new biological materials. In recent years, a variety of linking reagents tha...

Claims

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Application Information

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Patent Type & Authority Patents(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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