DNA photo-cross-linking using a pyranocarbazole-modified oligodeoxynucleotide with a D-threoninol linker

March 24, 2020

Title

DNA photo-cross-linking using a pyranocarbazole-modified oligodeoxynucleotide with a D-threoninol linker

Author

Kenzo Fujimoto, Tsubasa Yamaguchi, Takahiro Inatsugi, Masahiko Takamura, Isao Ishimaru, Ayako Koto, Shigetaka Nakamura

Year

2019

Journal

RSC Advances

Abstract

An alternative photo-cross-linker having a D-threoninol skeleton instead of the 2′-deoxyribose backbone in 3-cyanovinylcarbazole (CNVK) was investigated to improve the photoreactivity of photo-cross-linkers; the photo-cross-linking rate of 3-cyanovinylcarbazole with D-threoninol (CNVD) was found to be greater than that of CNVK. Therefore, in this study, a novel photo-cross-linker having pyranocarbazole (PCX) and D-threoninol instead of the 2′-deoxyribose backbone in PCX (PCXD) was developed. The PCXD in double-stranded DNA photo-cross-linked to a pyrimidine base at the −1 position of a complementary strand similar to PCX. Furthermore, the photoreactivity of PCXD was significantly higher than that of PCX. The introduction of D-threoninol improved the reactivity of pyranocarbazole to cytosine, the use of PCXD may extend the applicability of the photo-cross-linking reaction for DNA manipulation. In particular, this novel photo-cross-linker can contribute to the photochemical regulation of gene expression or biological events in a living cell.

Instrument

V-630

Keywords

Absorption, DNA structure, Thermal stability, Thermodynamics, Biochemistry