Title:
OLIGONUCLEOTIDE CHEMICAL LIGATION REACTION
Document Type and Number:
WIPO Patent Application WO/2023/210767
Kind Code:
A1
Abstract:
Provided is a new technology for a chemical ligation reaction of oligonucleotides. When 2'-fluoro-5'-amino-nucleic acid (2F-5N nucleic acid) having a fluorine atom at the 2'-positon of 5'-amino-nucleic acid (5N nucleic acid) is synthesized, and an oligonucleotide having the same at a terminal or a modified product thereof is used in ligation, it is possible to expect a stable bond with a template nucleic acid by means of a 2'-fluoro modification in the 2F-5N nucleic acid and an improved reactivity of the 5'-amino group. In addition, the fluorine atom, because of having a hydrogen bond similarly to a 2'-hydroxyl group of a nucleic acid, is suitable for interaction with a protein, and enables obtaining of a synergistic effect of combining with an amino group in a ligation reaction because of having resistance against nucleases.
Inventors:
KOMATSU YASUO (JP)
KOJIMA NAOSHI (JP)
HIRANO YU (JP)
SAKURAI HAREI (JP)
SAITO EMI (JP)
NANKAI HIROKAZU (JP)
KOJIMA NAOSHI (JP)
HIRANO YU (JP)
SAKURAI HAREI (JP)
SAITO EMI (JP)
NANKAI HIROKAZU (JP)
Application Number:
PCT/JP2023/016716
Publication Date:
November 02, 2023
Filing Date:
April 27, 2023
Export Citation:
Assignee:
AIST (JP)
GENEDESIGN INC (JP)
GENEDESIGN INC (JP)
International Classes:
C12N15/11; A61K31/7084; A61K31/7088; A61P5/00; A61P7/00; A61P9/00; A61P25/00; A61P29/00; A61P35/00; A61P37/02; C07H21/02; C07H21/04
Domestic Patent References:
| WO2019048882A1 | 2019-03-14 |
Other References:
HIDETO MARUYAMA, RYOTA OIKAWA, MAYU HAYAKAWA, SHONO TAKAMORI, YASUAKI KIMURA, NAOKO ABE, GENICHIRO TSUJI, AKIRA MATSUDA, SATOSHI S: "Chemical ligation of oligonucleotides using an electrophilic phosphorothioester", NUCLEIC ACIDS RESEARCH, OXFORD UNIVERSITY PRESS, GB, vol. 45, no. 12, 7 July 2017 (2017-07-07), GB , pages 7042 - 7048, XP055464361, ISSN: 0305-1048, DOI: 10.1093/nar/gkx459
C. FRANK BENNETT, ERIC E. SWAYZE: "RNA Targeting Therapeutics: Molecular Mechanisms of Antisense Oligonucleotides as a Therapeutic Platform", ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, ANNUAL REVIEWS INC., vol. 50, no. 1, 1 February 2010 (2010-02-01), pages 259 - 293, XP055055378, ISSN: 03621642, DOI: 10.1146/annurev.pharmtox.010909.105654
SHEN WEN, LIANG XUE-HAI, SUN HONG, CROOKE STANLEY T.: "2′-Fluoro-modified phosphorothioate oligonucleotide can cause rapid degradation of P54nrb and PSF", NUCLEIC ACIDS RESEARCH, OXFORD UNIVERSITY PRESS, GB, vol. 43, no. 9, 19 May 2015 (2015-05-19), GB , pages 4569 - 4578, XP055863433, ISSN: 0305-1048, DOI: 10.1093/nar/gkv298
EPPLE SVEN, EL-SAGHEER AFAF H., BROWN TOM: "Artificial nucleic acid backbones and their applications in therapeutics, synthetic biology and biotechnology", EMERGING TOPICS IN LIFE SCIENCES, LONDON : PORTLAND PRESS, GB, vol. 5, no. 5, 12 November 2021 (2021-11-12), GB, pages 691 - 697, XP093103161, ISSN: 2397-8554, DOI: 10.1042/ETLS20210169
C. FRANK BENNETT, ERIC E. SWAYZE: "RNA Targeting Therapeutics: Molecular Mechanisms of Antisense Oligonucleotides as a Therapeutic Platform", ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, ANNUAL REVIEWS INC., vol. 50, no. 1, 1 February 2010 (2010-02-01), pages 259 - 293, XP055055378, ISSN: 03621642, DOI: 10.1146/annurev.pharmtox.010909.105654
SHEN WEN, LIANG XUE-HAI, SUN HONG, CROOKE STANLEY T.: "2′-Fluoro-modified phosphorothioate oligonucleotide can cause rapid degradation of P54nrb and PSF", NUCLEIC ACIDS RESEARCH, OXFORD UNIVERSITY PRESS, GB, vol. 43, no. 9, 19 May 2015 (2015-05-19), GB , pages 4569 - 4578, XP055863433, ISSN: 0305-1048, DOI: 10.1093/nar/gkv298
EPPLE SVEN, EL-SAGHEER AFAF H., BROWN TOM: "Artificial nucleic acid backbones and their applications in therapeutics, synthetic biology and biotechnology", EMERGING TOPICS IN LIFE SCIENCES, LONDON : PORTLAND PRESS, GB, vol. 5, no. 5, 12 November 2021 (2021-11-12), GB, pages 691 - 697, XP093103161, ISSN: 2397-8554, DOI: 10.1042/ETLS20210169
Attorney, Agent or Firm:
KAMADA, Mitsunori et al. (JP)
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