Title:
METHOD FOR SELECTIVELY MODIFYING NUCLEOTIDES
Document Type and Number:
WIPO Patent Application WO/2021/187748
Kind Code:
A1
Abstract:
According to an aspect, a method for selectively modifying nucleotides comprises a step for reacting nucleotides and a compound of formula 1 in the presence of a rhodium catalyst, wherein the O6 position of a guanine among the four bases of nucleotides can be selectively modified. Specifically, the O6 position of an unpaired guanine can be modified. The reaction can be performed at a low reaction concentration in the presence of a small quantity of catalyst, is kinetically rapid, and can even take place in air. Moreover, all nucleotides, including mononucleotides, oligonucleotides, and polynucleotides, can be selectively modified. Furthermore, by using the method, chemically ligated nucleotides can be produced easily and quickly, photocaged nucleotides, which typically have to go through a complicated synthetic process, can be produced in a single step, a conjugate of a protein and a nucleotide labeled with a fluorescent material can be produced, and even derivatives of nucleotides can be modified, and thus the method can be applied to various techniques utilizing nucleotides containing a modified guanine.
Inventors:
PARK CHEOL-MIN (KR)
LEE YANGHA (KR)
YU EUNSOO (KR)
LEE YANGHA (KR)
YU EUNSOO (KR)
Application Number:
PCT/KR2021/001073
Publication Date:
September 23, 2021
Filing Date:
January 27, 2021
Export Citation:
Assignee:
ULSAN NAT INST SCIENCE & TECH UNIST (KR)
International Classes:
C07H21/04; B01J23/46; C07C243/32
Foreign References:
| US20180037881A1 | 2018-02-08 |
Other References:
FEI NA: "Diazo Compounds for the Customization of Important Biomolecules", DOCTORAL THESIS, 24 May 2016 (2016-05-24), pages 1 - 151, XP055852478
KIRIL TISHINOV, SCHMIDT KRISTINA, HÄUSSINGER DANIEL, GILLINGHAM DENNIS G.: "Structure-Selective Catalytic Alkylation of DNA and RNA", ANGEWANDTE CHEMIE, vol. 51, no. 48, 26 November 2012 (2012-11-26), pages 12000 - 12004, XP055048795, ISSN: 1433-7851, DOI: 10.1002/anie.201205201
DENNIS GILLINGHAM , NA FEI: "Catalytic X–H insertion reactions based on carbenoids", CHEMICAL SOCIETY REVIEWS, vol. 42, no. 12, 1 January 2013 (2013-01-01), UK, pages 4918 - 4931, XP055852482, ISSN: 0306-0012, DOI: 10.1039/c3cs35496b
GEIGLE STEFANIE N., WYSS LAURA A., STURLA SHANA J., GILLINGHAM DENNIS G.: "Copper carbenes alkylate guanine chemoselectively through a substrate directed reaction", CHEMICAL SCIENCE, vol. 8, no. 1, 1 January 2017 (2017-01-01), United Kingdom, pages 499 - 506, XP055852485, ISSN: 2041-6520, DOI: 10.1039/C6SC03502G
KIRIL TISHINOV, SCHMIDT KRISTINA, HÄUSSINGER DANIEL, GILLINGHAM DENNIS G.: "Structure-Selective Catalytic Alkylation of DNA and RNA", ANGEWANDTE CHEMIE, vol. 51, no. 48, 26 November 2012 (2012-11-26), pages 12000 - 12004, XP055048795, ISSN: 1433-7851, DOI: 10.1002/anie.201205201
DENNIS GILLINGHAM , NA FEI: "Catalytic X–H insertion reactions based on carbenoids", CHEMICAL SOCIETY REVIEWS, vol. 42, no. 12, 1 January 2013 (2013-01-01), UK, pages 4918 - 4931, XP055852482, ISSN: 0306-0012, DOI: 10.1039/c3cs35496b
GEIGLE STEFANIE N., WYSS LAURA A., STURLA SHANA J., GILLINGHAM DENNIS G.: "Copper carbenes alkylate guanine chemoselectively through a substrate directed reaction", CHEMICAL SCIENCE, vol. 8, no. 1, 1 January 2017 (2017-01-01), United Kingdom, pages 499 - 506, XP055852485, ISSN: 2041-6520, DOI: 10.1039/C6SC03502G
Attorney, Agent or Firm:
Y.P.LEE, MOCK & PARTNERS (KR)
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