Synthesis and testing of chromogenic phenoxazinone substrates for beta-alanyl aminopeptidase

  • Org Biomol Chem. 2008 Feb 21;6(4):682-92. doi: 10.1039/b716978g.
Andrey V Zaytsev  1 ,  Rosaleen J Anderson ,  Alexandre Bedernjak ,  Paul W Groundwater ,  Yongxue Huang ,  John D Perry ,  Sylvain Orenga ,  Celine Roger-Dalbert ,  Arthur James
Affiliations
  • 1. Pharmacy, Chemistry and Biomedical Sciences, University of Sunderland, Sunderland, SR1 3SD, U.K.
PMID: 18264568 DOI: 10.1039/b716978g
Abstract

Novel 7-N-(beta-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for beta-alanyl Aminopeptidase, which is present in Pseudomonas aeruginosa, the most common respiratory pathogen in patients with cystic fibrosis. The biological results show that 7-N-(beta-alanyl)amino-1-pentylphenoxazin-3-one trifluoroacetate salt 27a is a chromogenic substrate for this bacterium, with a low degree of diffusion in nutrient media for growing Bacterial cultures and a bright red colour, making it easily distinguishable from the agar background.