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Novel chromogenic aminopeptidase substrates for the detection and identification of clinically important microorganisms

Lookup NU author(s): Dr John Perry


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© 2014 Elsevier Ltd. All rights reserved. A series of amino acid derivatives 8-10, 42 and 43 have been prepared as chromogenic enzyme substrates in order to detect aminopeptidase activity in clinically important Gram-negative and Gram-positive bacteria. Enzymatic hydrolysis liberates the amino acid moiety and either a 4-aminophenol or a 4-dialkylaminoaniline derivative which undergoes oxidative coupling with 1-naphthol or a substituted 1-naphthol giving an indophenol dye. Substrates and 1-naphthols were incorporated into an agar-based culture medium and this allowed growth of intensely coloured bacterial colonies based on hydrolysis by specific enzymes. Red/pink coloured colonies were produced by the substrates 8-10 and blue coloured colonies were formed by the substrates 42 and 43. The l-alanyl aminopeptidase substrates 8 targeted l-alanyl aminopeptidase activity and gave coloured colonies with a range of Gram-negative bacteria. Substrates 9 targeted β-alanyl aminopeptidase activity and generated coloured colonies with selected Gram-negative species including Pseudomonas aeruginosa. Three substrates for l-pyroglutamyl acid aminopeptidase (10a, 10c and 43) were hydrolysed by enterococci and Streptococcus pyogenes to generate coloured colonies. Two yeasts were also included in the study, but they did not produce coloured colonies with any of the substrates examined.

Publication metadata

Author(s): Cellier M, James AL, Orenga S, Perry JD, Rasul AK, Robinson SN, Stanforth SP

Publication type: Article

Publication status: Published

Journal: Bioorganic and Medicinal Chemistry

Year: 2014

Volume: 22

Issue: 19

Pages: 5249-5269

Print publication date: 01/10/2014

Online publication date: 12/08/2014

Acceptance date: 06/08/2014

ISSN (print): 0968-0896

ISSN (electronic): 1464-3391

Publisher: Elsevier Ltd


DOI: 10.1016/j.bmc.2014.08.004

PubMed id: 25172150


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