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

Org Lett. 2019 Apr 19;21(8):2833-2837. doi: 10.1021/acs.orglett.9b00817. Epub 2019 Apr 5.

Authors

Kazumitsu Onizuka^{1

2}, Kei Ishida^{1

2}, Eriko Mano¹, Fumi Nagatsugi^{1

2}

Affiliations

¹ Institute of Multidisciplinary Research for Advanced Materials , Tohoku University , 2-1-1 Katahira , Aoba-ku, Sendai , Miyagi 980-8577 , Japan.
² Department of Chemistry, Graduate School of Science , Tohoku University , Aoba-ku, Sendai 980-8578 , Japan.

PMID: 30951316
DOI: 10.1021/acs.orglett.9b00817

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.

Publication types

Research Support, Non-U.S. Gov't