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Nucleic Acids Symposium Series 2007 51(1):53-54; doi:10.1093/nass/nrm027
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© 2007 Oxford University Press

Functional reactivity of oxanine: its biological meanings and biotechnological applications

Seung Pil Pack1,2, Akihiro Doi1,2, Nagendra Kumar Kamisetty1,2, Mitsuru Nonogawa1,2, Tsutomu Kodaki1,2 and Keisuke Makino1,2,*

1Institue of Advanced Energy, Kyoto University, Gokaso, Uji 611-0011, Japan and
2CREST, JST (Japan Science and Technology Agency), Japan.

*Corresponding Author. E-mail: kmak{at}iae.kyoto-u.ac.jp

Abstract

Oxanine (Oxa), generated as one of the major products from guanine by nitrosative oxidation, has been focused as a mutagenic lesion. Here, Oxa was explored in terms of its unique property to react with – NH2 or –SH group since Oxa possesses O-acylisourea conformation in the base-ring structure. In particular, Oxa has been characterized in terms of its formation and mechanism of DNA-protein cross-link (DPC). In addition, Oxa was testified as a new carboxy-linker for activation-free covalent bonding with NH2-molecules, which can be usefully employed for the design of biotechnological or nano/biotechnological systems.


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