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Linker and support for solid phase synthesis of nucleic acid

A solid-phase synthesis and nucleic acid technology, applied in nucleotide libraries, combinatorial chemistry, library linkers, etc., can solve problems such as complex processes

Inactive Publication Date: 2015-04-29
NITTO DENKO CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

To synthesize modified oligonucleotides, a carrier for solid-phase synthesis previously carrying the modified nucleoside is necessary, which complicates the process

Method used

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  • Linker and support for solid phase synthesis of nucleic acid
  • Linker and support for solid phase synthesis of nucleic acid
  • Linker and support for solid phase synthesis of nucleic acid

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preparation example Construction

[0100] The preparation method of the carrier for solid-phase synthetic nucleic acid of the present invention

[0101] Although the preparation method of the carrier for solid-phase synthesis of nucleic acid of the present invention is not particularly limited, for example, the carrier can be prepared by the following method.

[0102] Aromatic ring compounds with hydroxyl and methylol groups in the ortho or para position (such as 2-hydroxyphenyl alcohol, 4-hydroxyphenyl alcohol) and 4,4'-dimethoxytrityl chloride and so on to protect the hydroxymethyl group. This compound is then reacted with succinic anhydride along with triethylamine to attach the succinyl linker moiety to the hydroxyl group, which is then combined with 2 The solid-phase carrier of the group is combined to obtain the carrier for solid-phase synthesis of nucleic acid of the present invention.

[0103] Method for synthesizing nucleic acid using the carrier of the present invention for solid-phase synthetic ...

Embodiment 1

[0118] Preparation of carrier (A) for solid phase synthesis of nucleic acid

[0119] 2-Hydroxyphenyl alcohol (manufactured by TOKYO CHEMICAL INDSUTRY Co., Ltd.) was dissolved in pyridine, 4,4'-dimethoxytrityl chloride was added, and the mixture was reacted at room temperature for 22 hours to pass The dimethoxytrityl group (DMTr) protects the hydroxyl group. The yield of the compound in which the hydroxymethyl group was protected by DMTr was 41%. The obtained product was dissolved in dichloromethane, succinic anhydride and triethylamine were added, and the mixture was reacted at room temperature for 29 hours to obtain a compound in which a linking portion of a succinyl group was bound. Then, a porous polyethylene solid-phase support having a hydroxyl group (NittoPhase, manufactured by NITTO DENKO Co., Ltd. (registered trademark)) was dispersed in acetonitrile, and the above compound, HBTU and N,N-diisopropylethyl amine. The mixture was reacted at 28 degrees Celsius for 23 ...

Embodiment 2

[0123] Synthesis of 5-mer Thymidine Using Carrier (A) for Solid Phase Synthesis of Nucleic Acid

[0124] The solid phase carrier (A) (31 mg) for nucleic acid synthesis of the present invention prepared in Example 1 was packaged in a reaction column, and the DNA / RNA Synthesizer ABI 3400 (manufactured by Applied Biosystems) synthesized 5-mer thymidine (5'-TTTTTT-3') (synthesis scale 1 micromol). After synthesis, the solid phase support bound to the DNA oligonucleotide was immersed in 30% ammonia / ethanol (2:1), and the solution was mixed at 55 degrees Celsius for 14 hours to cleave the DNA oligonucleotide from the solid phase support.

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Abstract

Provided are a universal linker capable of synthesizing nucleic acid having a phosphate group at the 3' terminal, a universal support carrying the linker, and a synthesis method of nucleic acid using the universal support. A linker for solid phase synthesis of nucleic acid, containing a compound represented by at least one of the following formulae wherein each symbol is as defined in the specification, is provided.

Description

technical field [0001] The present invention relates to a linker for solid-phase synthesis of nucleic acid, a carrier for solid-phase synthesis carrying the linker and a nucleic acid preparation method using the carrier. Background technique [0002] For chemically synthesizing nucleic acids such as DNA, RNA, etc., a solid-phase synthesis process using the phosphoramidite method is widely used. In the solid-phase phosphoramidite method, nucleic acid is generally synthesized through the following steps. [0003] First, the nucleoside at the 3' end of the nucleic acid to be synthesized forms an ester bond with a cleavage linker (such as a succinyl group) through a 3'-OH group, so that the nucleoside (nucleoside linker) is first carried on a carrier for solid-phase synthesis. ). Then, the carrier for solid-phase synthesis carrying the nucleoside linker is placed in a reaction column, and then the reaction column is set on an automatic nucleic acid synthesizer. [0004] There...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/40C08F212/08C08F220/56C07H21/00C07H21/04C07H1/00C40B50/18C40B40/06
CPCC07B2200/11C07C69/40C07H21/04C40B80/00Y02P20/55
Inventor 早川芳宏塚本真幸森健二郎味吞宪二郎前田惠里小西达也
Owner NITTO DENKO CORP