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Light-responsive artificial nucleotide having photo-crosslinking ability

外国特許コード F120006086
整理番号 S2008-0144
掲載日 2012年1月6日
出願国 アメリカ合衆国
出願番号 74332408
公報番号 20100274000
公報番号 8481714
出願日 平成20年11月19日(2008.11.19)
公報発行日 平成22年10月28日(2010.10.28)
公報発行日 平成25年7月9日(2013.7.9)
国際出願番号 JP2008003376
国際公開番号 WO2009066447
国際出願日 平成20年11月19日(2008.11.19)
国際公開日 平成21年5月28日(2009.5.28)
優先権データ
  • 特願2007-299914 (2007.11.19) JP
  • 2008JP003376 (2008.11.19) WO
発明の名称 (英語) Light-responsive artificial nucleotide having photo-crosslinking ability
発明の概要(英語) The present invention provides a photoreactive crosslinking agent that is capable of crosslinking a sequence which cannot be photo-crosslinked by psoralen, and is capable of photo-crosslinking using a light having a longer wavelength, as compared with psoralen.
The present invention also provides a compound having a group represented by formula (I) coupled with a group represented by formula (II).
従来技術、競合技術の概要(英語) BACKGROUND ART
A fundamental technology employed in the field of molecular biology is coupling of nucleic acids.
The coupling of nucleic acids is used, for example, in combination with hybridization, for the introduction of genes or detection of base sequences.
Therefore, coupling of nucleic acids is an extremely important technology used not only in the basic research in molecular biology, but also in, for example, the diagnosis or treatment in the field of medicine, the development or production of therapeutic drugs, diagnostic drugs or the like, or the development or production of enzymes, microorganisms or the like in industrial and agricultural fields.
Coupling of nucleic acids has conventionally been carried out using, for example, DNA ligases and the like.
However, reactions carried out by taking out such in vivo enzymatic reactions must be carried out under specially set conditions, and the reactions have disadvantages such as relatively high prices of the enzymes used and insufficient stability.
In order to overcome such disadvantages, research has been conducted to find technologies for the coupling of nucleic acids which do not make use of enzymes.
As one such technology for the coupling of nucleic acids that does not use enzymes, there is an available method of using an organic compound which is capable of reacting with a nucleic acid.
In recent years, technologies for the coupling of nucleic acids utilizing photoreaction are increasingly attracting attention because of their advantages such as that the temporal and spatial control of the reaction is freely achieved, and the reaction can be carried out under milder conditions as compared with general organic chemical reactions.
Among photocoupling technologies as such, those photocoupling technologies making use of 5-cyanovinyldeoxyuridine (Patent Document 1: Japanese Patent No. 3753938 and Patent Document 2: Japanese Patent No. 3753942) are known.
Another important technology similar to the coupling of nucleic acids is crosslinking of nucleic acids.
For example, a crosslinking reaction of DNA or RNA blocks the intracellular flow of genetic information, and thus is used in the inhibition of gene expression.
As a crosslinking agent for DNA, a compound called psoralen has been traditionally used as a photo-crosslinking agent (photo-crosslinking agent) that induces crosslinking through a photoreaction.
A therapeutic method of internally taking psoralen, which is a photo-crosslinking agent, as a medicine, and carrying out photoirradiation, is in widespread use as one of standard therapeutic methods for psoriasis, which is a skin disease.
However, since the photo-crosslinking reaction of psoralen occurs preferentially with a 5'-TA-3' sequence between the two strands of nucleic acid, there is a problem that the target of the reaction that can be used is restricted.
Furthermore, since the photocoupling wavelength for psoralen is 350 nm while its photocleavage wavelength is 250 nm, it is needed to use a short wavelength light source, in the case of using psoralen as a photo-crosslinking agent.
Therefore, there is a problem that photoirradiation is likely to cause damages to DNA or cells.
Patent Document 1: Japanese Patent No. 3753938
Patent Document 2: Japanese Patent No. 3753942

特許請求の範囲(英語) [claim1]
1. An agent comprising: a compound represented by the following formula (V)
wherein, in the formula (V), Ra represents a cyano group, an amide group, a carboxyl group, a C2-C7 alkoxycarbonyl group, or hydrogen,
wherein, in the formula (V), R1 and R2 each independently represent a cyano group, an amide group, a carboxyl group, a C2-C7 alkoxycarbonyl group, or hydrogen, and
wherein, in the formula (V), Rb represents a sugar, a polysaccharide, a polyether, a polyol, a polypeptide chain, or a water-soluble synthetic polymer.
[claim2]
2. The agent according to claim 1, wherein Rb is represented by the following formula (III) or formula (IV):
[claim3]
3. The agent according to claim 1, wherein the compound is a nucleoside.
[claim4]
4. The agent according to claim 1, wherein the compound is a nucleotide.
[claim5]
5. The agent according to claim 1, wherein the compound is a nucleic acid.
[claim6]
6. The agent according to claim 1, wherein Rb is represented by the following formula (IX) or formula (X):
[claim7]
7. The agent according to claim 6, wherein the compound is represented by one of the following formulae:
[claim8]
8. A method of forming a crosslink, comprising: providing a compound and a nucleobase having a pyrimidine ring, and
irradiating the compound and the nucleobase with light,
wherein the compound is represented by the following formula (V):
wherein, in the formula (V), Ra represents a cyano group, an amide group, a carboxyl group, a C2-C7 alkoxycarbonyl group, or hydrogen,
wherein, in the formula (V), R1 and R2 each independently represent a cyano group, an amide group, a carboxyl group, a C2-C7 alkoxycarbonyl group, or hydrogen, and
wherein, in the formula (V), Rb represents a sugar, a polysaccharide, a polyether, a polyol, a polypeptide chain, or a water-soluble synthetic polymer.
[claim9]
9. The method of claim 8, wherein Rb is represented by the following formula (III) or formula (IV):
[claim10]
10. A method for producing a nucleic acid, comprising: synthesizing a nucleic acid using the compound of claim 6 as a synthesizing reagent.
[claim11]
11. A method for producing a nucleic acid, comprising: synthesizing a nucleic acid using the compound of claim 7 as a synthesizing reagent.
  • 発明者/出願人(英語)
  • FUJIMOTO KENZO
  • YOSHIMURA YOSHINAGA
  • TOBA SHINYA
  • NITTA YUKARI
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
米国特許分類/主・副
  • 536/26.9
  • 536/28.6
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