Synthesis of N7-Alkyl-9-deaza-2′-deoxyguanosines Containing Polar N7 Chains. Examples of Chemically Stable Analogues of N7-Hydroxyethyl and N7-Oxoethyl Adducts of 2′-Deoxyguanosine

Authors

Xun Gao, New Jersey Institute of Technology
Haidong Huang, Catalyzer

Document Type

Article

Publication Date

12-2-2016

Abstract

Development of chemically stable analogues of unstable DNA lesions enables accurate study of polymerase bypass. We report the design and synthesis of N⁷-hydroxyethyl-9-deaza-2′-deoxyguanosine and N⁷-oxoethyl-9-deaza-2′-deoxyguanosine as the analogues of N⁷-hydroxyethyl-2′-deoxyguanosine and N⁷-oxoethyl-2′-deoxyguanosine, respectively. We also developed the synthesis of these two nucleosides whose N⁷ side chains are protected by TBS for the convenience of conversion to phosphoramidites.

Identifier

85001055550 (Scopus)

Publication Title

Journal of Organic Chemistry

External Full Text Location

https://doi.org/10.1021/acs.joc.6b02110

e-ISSN

15206904

ISSN

00223263

First Page

11697

Last Page

11705

Issue

23

Volume

81

Recommended Citation

Gao, Xun and Huang, Haidong, "Synthesis of N7-Alkyl-9-deaza-2′-deoxyguanosines Containing Polar N7 Chains. Examples of Chemically Stable Analogues of N7-Hydroxyethyl and N7-Oxoethyl Adducts of 2′-Deoxyguanosine" (2016). Faculty Publications. 10107.
https://digitalcommons.njit.edu/fac_pubs/10107