title: Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria.
abstract: 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-(β-alanyl)amino-5,7-dialkylnaphthyridine substrates were selectively hydrolysed by β-alanylaminopeptidase expressing bacteria, but were subject to diffusion in the agar medium. Diffusion was reduced in the 2-N-(β-alanyl)amino-7-alkylnaphthyridine substrates with longer alkyl chains, but inhibition of growth was increased. 2-N-(β-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.
authors.affiliation: Sunderland Pharmacy School, University of Sunderland, Sunderland, SR1 3SD, UK.
authors.forename: Linda
authors.initials: L
authors.lastname: Váradi
authors.forename: Mark
authors.initials: M
authors.lastname: Gray
authors.forename: Paul W
authors.initials: PW
authors.lastname: Groundwater
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Hall
authors.forename: Arthur L
authors.initials: AL
authors.lastname: James
authors.forename: Sylvain
authors.initials: S
authors.lastname: Orenga
authors.forename: John D
authors.initials: JD
authors.lastname: Perry
authors.forename: Rosaleen J
authors.initials: RJ
authors.lastname: Anderson
mesh_terms: D000626:Aminopeptidases / Q000378:metabolism; D001419:Bacteria / Q000737:chemistry / Q000302:isolation & purification; D005456:Fluorescent Dyes / Q000737:chemistry*; D015394:Molecular Structure; D009287:Naphthyridines / Q000737:chemistry* / Q000378:metabolism; D010455:Peptides / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: C427025:2-amino-1,8-naphthyridine; D005456:Fluorescent Dyes; D009287:Naphthyridines; D010455:Peptides; D000626:Aminopeptidases