Alkyne-Alkyne Photo-cross-linking on the Flipping-out Field

Kazumitsu Onizuka; Kei Ishida; Eriko Mano; Fumi Nagatsugi

doi:10.1021/acs.orglett.9b00817

Alkyne-Alkyne Photo-cross-linking on the Flipping-out Field

Kazumitsu Onizuka, Kei Ishida, Eriko Mano, Fumi Nagatsugi

Division of Organic- and Biomaterials Research

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

The base flip-inducing nucleic acids are expected to create a specific field for various chemical reactions. We now report a novel type of base-flip-inducing oligodeoxynucleotide and photo-cross-linking reaction. Two 3-arylethynyl-5-methyl-2-pyridone nucleosides, Ph and An, were synthesized, and their properties were investigated. The alkyne-alkyne photo-cross-linking rapidly proceeded by taking advantage of the base-flipping-out field where two alkynes overlap each other. This photo-cross-linking would be a new candidate to form cross-linked DNAs.

Original language	English
Pages (from-to)	2833-2837
Number of pages	5
Journal	Organic letters
Volume	21
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.9b00817
Publication status	Published - 2019 Apr 19

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.9b00817

Cite this

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title = "Alkyne-Alkyne Photo-cross-linking on the Flipping-out Field",

abstract = "The base flip-inducing nucleic acids are expected to create a specific field for various chemical reactions. We now report a novel type of base-flip-inducing oligodeoxynucleotide and photo-cross-linking reaction. Two 3-arylethynyl-5-methyl-2-pyridone nucleosides, Ph and An, were synthesized, and their properties were investigated. The alkyne-alkyne photo-cross-linking rapidly proceeded by taking advantage of the base-flipping-out field where two alkynes overlap each other. This photo-cross-linking would be a new candidate to form cross-linked DNAs.",

author = "Kazumitsu Onizuka and Kei Ishida and Eriko Mano and Fumi Nagatsugi",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Middle Molecular Strategy” (No. JP15H05838) and a Scientific Research (C) (No. 16K08153) from the Japan Society for the Promotion of Science (JSPS). This work was also supported in part by the research program of “Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials”. Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

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doi = "10.1021/acs.orglett.9b00817",

language = "English",

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journal = "Organic Letters",

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T1 - Alkyne-Alkyne Photo-cross-linking on the Flipping-out Field

AU - Onizuka, Kazumitsu

AU - Ishida, Kei

AU - Mano, Eriko

AU - Nagatsugi, Fumi

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Middle Molecular Strategy” (No. JP15H05838) and a Scientific Research (C) (No. 16K08153) from the Japan Society for the Promotion of Science (JSPS). This work was also supported in part by the research program of “Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials”. Publisher Copyright: Copyright © 2019 American Chemical Society.

PY - 2019/4/19

Y1 - 2019/4/19

N2 - The base flip-inducing nucleic acids are expected to create a specific field for various chemical reactions. We now report a novel type of base-flip-inducing oligodeoxynucleotide and photo-cross-linking reaction. Two 3-arylethynyl-5-methyl-2-pyridone nucleosides, Ph and An, were synthesized, and their properties were investigated. The alkyne-alkyne photo-cross-linking rapidly proceeded by taking advantage of the base-flipping-out field where two alkynes overlap each other. This photo-cross-linking would be a new candidate to form cross-linked DNAs.

AB - The base flip-inducing nucleic acids are expected to create a specific field for various chemical reactions. We now report a novel type of base-flip-inducing oligodeoxynucleotide and photo-cross-linking reaction. Two 3-arylethynyl-5-methyl-2-pyridone nucleosides, Ph and An, were synthesized, and their properties were investigated. The alkyne-alkyne photo-cross-linking rapidly proceeded by taking advantage of the base-flipping-out field where two alkynes overlap each other. This photo-cross-linking would be a new candidate to form cross-linked DNAs.

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JO - Organic Letters

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ER -

Alkyne-Alkyne Photo-cross-linking on the Flipping-out Field

Abstract

ASJC Scopus subject areas

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