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Photoresponsive nucleic acid manufacturing method

Foreign code F110005604
File No. RX02P34WO
Posted date Sep 9, 2011
Country United States of America
Application number 86769409
Gazette No. 20110040083
Gazette No. 8642754
Date of filing Feb 13, 2009
Gazette Date Feb 17, 2011
Gazette Date Feb 4, 2014
International application number JP2009000562
International publication number WO2009101810
Date of international filing Feb 13, 2009
Date of international publication Aug 20, 2009
Priority data
  • P2008-033713 (Feb 14, 2008) JP
  • 2009WO-JP00562 (Feb 13, 2009) WO
Title Photoresponsive nucleic acid manufacturing method
Abstract (US8642754)
The present invention provides a manufacturing method that can easily manufacture a compound known as photoresponsive (photocoupling) nucleic acids at high yield in a shorter period of time than that of the conventional technology.
The present invention relates to a method of manufacturing a photoresponsive nucleic acid which includes a step of reacting a nucleic acid having groups represented by the Formula I, the Formula III, the Formula IV, or the Formula V and a compound represented by the Formula II, or reacting a nucleic acid having groups represented by the Formula VI, the Formula VIII, the Formula IX, or the Formula X and a compound represented by the Formula VII by heating them by microwaves in the presence of a metal catalyst, a basic substance, and a solvent.
Scope of claims [claim1]
1. A


method of manufacturing a nucleic acid having a group represented by the following Formula XV:
in the Formula XV, X represents O, S or NH, R4 represents a hydrogen atom, a C1 to C6 alkyl group, a C1 to C6 alkoxy group, a cyano group or a C1 to C6 acyl group, and
R3 represents a monovalent group of a substituted or unsubstituted aromatic compound, or a cyano group,
wherein the method comprises the following step (b):
(b) reacting a nucleic acid having a base sequence comprising a nucleotide base moiety represented by Formula VI with a compound represented by Formula VII in the presence of a palladium complex catalyst, a basic substance and a solvent by microwave heating:
in the Formula VI, X represents O, S or NH,
R4 represents a hydrogen atom, a C1 to C6 alkyl group, a C1 to C6 alkoxy group, a cyano group or a C1 to C6 acyl group, and
A2 represents a halogen atom;
R3 -- B(OH)2 (VII)
in the Formula VII, R3 represents a monovalent group of a substituted or unsubstituted aromatic compound, or a cyano group.
[claim2]
2. The method according to claim 1, wherein the step (b) is carried out by heating by microwaves in the presence of a palladium complex catalyst, a basic substance, a solvent, and an aqueous solution of carboxylate.
[claim3]
3. The method according to claim 1, wherein the basic substance is trialkylamine having a C1 to C6 alkyl group.
[claim4]
4. The method according to claim 1, wherein the step (b) is carried out by heating by microwaves in the presence of a palladium complex catalyst, a solvent, and an aqueous solution of carboxylate.
[claim5]
5. The method according to claim 2, wherein the aqueous solution of carboxylate is an aqueous solution of an alkali metal salt of C1 to C3 carboxylic acid.
[claim6]
6. The method according to claim 2, wherein the aqueous solution of carboxylate is a buffer solution having a pH range of 4.5 to 6.0.
[claim7]
7. The method according to claim 1, wherein the heating by microwaves is carried out in the temperature range of 70 to 140 deg. C.
[claim8]
8. The method according to claim 1, wherein the heating by microwaves is carried out in the time range of 1 to 30 minutes.
[claim9]
9. The method according to claim 1, wherein the solvent is an aprotic polar solvent.
  • Inventor, and Inventor/Applicant
  • FUJIMOTO KENZO
  • OGINO MASAYUKI
  • YOSHIMURA YOSHINAGA
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
IPC(International Patent Classification)
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