Synthesis and testing of chromogenic phenoxazinone substrates for beta-alanyl aminopeptidase.
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.
Zaytsev
Andrey V
AV
Pharmacy, Chemistry and Biomedical Sciences, University of Sunderland, Sunderland, SR1 3SD, U.K.
Anderson
Rosaleen J
RJ
Bedernjak
Alexandre
A
Groundwater
Paul W
PW
Huang
Yongxue
Y
Perry
John D
JD
Orenga
Sylvain
S
Roger-Dalbert
Celine
C
James
Arthur
A
D000362:Agar / Q000737:chemistry; D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D000626:Aminopeptidases / Q000378:metabolism*; D002863:Chromogenic Compounds / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D003116:Color; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000201:enzymology / Q000254:growth & development / Q000378:metabolism; D013379:Substrate Specificity
D002863:Chromogenic Compounds; D010078:Oxazines; C005512:3-aminophenoxazone; D000362:Agar; D000626:Aminopeptidases; D000409:Alanine