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Process for producing nucleoside compound

A technology for nucleoside compounds and production methods, applied in the field of production of nucleoside compounds, capable of solving problems such as low conversion rates

Inactive Publication Date: 2004-02-18
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, since the reaction of producing a nucleoside compound from pentose-1-phosphate or its salt and a nucleic acid base by using the above-mentioned reverse reaction in the presence of an enzyme is a reaction in an equilibrium state, the disadvantage of this reaction is is a low conversion rate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064]1 ml of a reaction mixture consisting of the following substances was reacted at 30° C. for 24 hours: 2.5 mM bis(monocyclohexylammonium) salt of 2′-deoxyribose 1-phosphate (SIGMA product), 2.5 mM adenine (WakoPure Chemical Industry Co., Ltd. Company's product, special grade chemical product), 12 units / ml of purine nucleoside phosphorylase (Funakoshi product), 10 mM calcium chloride (Wako Pure Chemical Industry Co., Ltd. product, special grade chemical product), and 10 mM Tris-hydrochloric acid Buffer (pH7.4). After the reaction was complete, a white precipitate appeared. The reaction mixture was diluted and analyzed, which showed the production of 2.40 mM deoxyadenosine. The reaction yield was 96.0%. Comparative Example 1

Embodiment 2

[0067] The reaction was performed in the same manner and conditions as in Example 1 except that the concentration of calcium chloride was changed to 2.5 mM. After the end of the reaction, a white precipitate appeared. The reaction mixture was diluted and analyzed, which showed the production of 2.27 mM deoxyadenosine. The reaction yield was 90.8%.

Embodiment 3

[0069] The reaction was carried out in the same manner and conditions as in Example 1 except that aluminum chloride was added instead of calcium chloride. After the end of the reaction, a white precipitate appeared. The reaction mixture was diluted and analyzed, which showed the production of 2.31 mM deoxyadenosine. The reaction yield was 93.3%.

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Abstract

In reacting pentose-1-phosphoric acid with a nucleic acid base or a nucleic acid base analogue in an aqueous reaction medium in the presence of a metal cation to produce a nucleoside compound, the timing or method of addition of at least one of these components to the aqueous reaction medium is varied; thereby, a nucleoside compound can be produced at a high yield efficiently without inviting the high viscosity or solidification of the reaction mixture, even when the above components are used in such amounts that the reaction mixture becomes highly viscous or is solidified when the components are used without the above variation of the addition timing or method. Thus, there can be provided a process for producing a nucleoside compound, which comprises a step of reacting pentose-1-phosphoric acid with a nucleic acid base or a nucleic acid base analogue in the presence of nucleoside phosphorylase activity, which gives a nucleoside compound at an improved conversion, and which has wide applicability.

Description

technical field [0001] The present invention relates to methods of producing nucleoside compounds using nucleoside phosphorylases. Various nucleosides and their analogous compounds are used as raw materials for antiviral drugs, antitumor drugs, antisense drugs, etc., or as components in these drugs. Background technique [0002] Nucleoside phosphorylase is a generic term for enzymes which, in the presence of phosphoric acid, cause the phosphorylation of the N-glycosidic bond of nucleosides and, in the case of ribonucleosides, catalyze the reaction represented by the following reaction reaction: [0003] <chemistry num="001"> <chem file="01819483_cml001.xml" / > < / chemistry> [0004] Nucleoside phosphorylases are mainly divided into purine nucleoside phosphorylases and pyrimidine nucleoside phosphorylases, which widely exist in the biological world and exist in tissues of mammals, birds, fish, etc., as well as yeast and in bacteria. The above enzymatic...

Claims

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Application Information

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IPC IPC(8): C12N15/09C12P19/38
CPCC12P19/38
Inventor 安乐城正池田一郎高桥克幸伊藤洁浅野保肉丸诚也中村武史石桥大树长原清辉福入靖
Owner MITSUI CHEM INC
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