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Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria

Lookup NU author(s): Dr John Perry


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Several novel fluorogenic N-aminoacylnaphthyridine substrates were synthesized in good yield and tested for their ability to detect pathogenic bacteria in agar-based cell culture. Simple 2-N-(beta-alanyl)amino-5,7-dialkylnaphthyridine substrates were selectively hydrolysed by beta-alanylaminopeptidase expressing bacteria, but were subject to diffusion in the agar medium. Diffusion was reduced in the 2-N-(beta-alanyl)amino-7-alkylnaphthyridine substrates with longer alkyl chains, but inhibition of growth was increased. 2-N-(beta-Alanyl)amino-7-octylnaphthyridine inhibited the growth of all species tested, except for strains resistant to colistin/polymyxin, providing a rationale for the development of substrates for the selective detection of drug resistant species in clinical samples.

Publication metadata

Author(s): Varadi L, Gray M, Groundwater PW, Hall AJ, James AL, Orenga S, Perry JD, Anderson RJ

Publication type: Article

Publication status: Published

Journal: Organic & Biomolecular Chemistry

Year: 2012

Volume: 10

Issue: 13

Pages: 2578-2589

Print publication date: 23/01/2012

ISSN (print): 1477-0520

ISSN (electronic): 1477-0539

Publisher: RSC Publications


DOI: 10.1039/c2ob06986e


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