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The family of N9-adenine: New entry for adenine–benzamide conjugates linked via versatile spacers

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Abstract

We have prepared 4-nitrobenzamide-adenine conjugates (8, 13 and 14) linked with versatile spacer such as triethylene glycol (TEG), aminocaproic acid and ethyl chains which were eventually reduced to obtain the corresponding 4-aminobenzamide-adenine conjugates (1–3) in good yields. These conjugates bear a nucleobase for DNA recognition or self-assembly through base-pair complementarity, a biocompatible linker for interfacing with biological system, and a p-aminobenzamide moiety for pharmacological applications. The use of hydrophilic or lipophilic linkers may tune the dispersibility of these conjugates in different solvents, as well as impart different properties. In the preliminary experiments the versatility and application of these linkers has been tested for functionalization of SWCNTs.

We have prepared 4-aminobenzamide-adenine conjugates (1–3) linked with versatile spacer such as triethylene glycol (TEG), aminocaproic acid and ethyl chains.

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Acknowledgements

This work was supported by the Franco-Indian CEFIPRA/IFCPAR collaborative project (Project no. 3705-2). We are thankful to A Bianco and S Verma for their useful suggestions and continuous support.

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  1. Department of Chemistry, UGC Sponsored Centre for Advanced Studies, Guru Nanak Dev University, Amritsar, 143 005, India

    PRABHPREET SINGH

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Correspondence to PRABHPREET SINGH.

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SINGH, P. The family of N9-adenine: New entry for adenine–benzamide conjugates linked via versatile spacers. J Chem Sci 126, 159–167 (2014). https://doi.org/10.1007/s12039-013-0562-z

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