Difluoro-C4′-oxidized abasic site for efficient amine modification in biological systems

Bo Yang; Akiko Jinnouchi; Hiroshi Suemune; Mariko Aso

doi:10.1021/ol302703m

Difluoro-C4′-oxidized abasic site for efficient amine modification in biological systems

Bo Yang, Akiko Jinnouchi, Hiroshi Suemune, Mariko Aso

Chemo-Pharmaceutical Sciences

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

2 Citations (Scopus)

Abstract

An oligodeoxynucleotide (ODN) containing a 2′,2′-difluorinated analogue of a C4′-oxidized abasic site (C4′-OAS) was designed for the amine modification of biomolecules that interact with nucleic acids. In contrast to the parent C4′-OAS, which yielded amine-modified products accompanied by DNA strand scission, the ODN containing the difluoro C4′-OAS efficiently yielded products carrying ODNs. The amine modification proceeded without additional reagents being required and might be applicable to reactions in biological systems.

Original language	English
Pages (from-to)	5852-5855
Number of pages	4
Journal	Organic letters
Volume	14
Issue number	23
DOIs	https://doi.org/10.1021/ol302703m
Publication status	Published - Dec 7 2012

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol302703m

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abstract = "An oligodeoxynucleotide (ODN) containing a 2′,2′-difluorinated analogue of a C4′-oxidized abasic site (C4′-OAS) was designed for the amine modification of biomolecules that interact with nucleic acids. In contrast to the parent C4′-OAS, which yielded amine-modified products accompanied by DNA strand scission, the ODN containing the difluoro C4′-OAS efficiently yielded products carrying ODNs. The amine modification proceeded without additional reagents being required and might be applicable to reactions in biological systems.",

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AU - Jinnouchi, Akiko

AU - Suemune, Hiroshi

AU - Aso, Mariko

PY - 2012/12/7

Y1 - 2012/12/7

N2 - An oligodeoxynucleotide (ODN) containing a 2′,2′-difluorinated analogue of a C4′-oxidized abasic site (C4′-OAS) was designed for the amine modification of biomolecules that interact with nucleic acids. In contrast to the parent C4′-OAS, which yielded amine-modified products accompanied by DNA strand scission, the ODN containing the difluoro C4′-OAS efficiently yielded products carrying ODNs. The amine modification proceeded without additional reagents being required and might be applicable to reactions in biological systems.

AB - An oligodeoxynucleotide (ODN) containing a 2′,2′-difluorinated analogue of a C4′-oxidized abasic site (C4′-OAS) was designed for the amine modification of biomolecules that interact with nucleic acids. In contrast to the parent C4′-OAS, which yielded amine-modified products accompanied by DNA strand scission, the ODN containing the difluoro C4′-OAS efficiently yielded products carrying ODNs. The amine modification proceeded without additional reagents being required and might be applicable to reactions in biological systems.

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Difluoro-C4′-oxidized abasic site for efficient amine modification in biological systems

Abstract

All Science Journal Classification (ASJC) codes

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