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

Andrey Zaytsev; Rosaleen Anderson; Alexandre Bedernjak; Paul Groundwater; Yongxue Huang; John Perry; Sylvain Orenga; Céline Roger-Dalbert; Arthur James

doi:10.1039/b716978g

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

Andrey Zaytsev, Rosaleen Anderson^*, Alexandre Bedernjak, Paul Groundwater^*, Yongxue Huang, John Perry, Sylvain Orenga, Céline Roger-Dalbert, Arthur James

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

35 Citations (Scopus)

Abstract

Novel 7-N-(β-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for β-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-(β-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.

Original language	English
Pages (from-to)	682-692
Journal	Organic & Biomolecular Chemistry
Volume	6
Issue number	4
DOIs	https://doi.org/10.1039/b716978g
Publication status	Published - 4 Jan 2008

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title = "Synthesis and testing of chromogenic phenoxazinone substrates for β-alanyl aminopeptidase",

abstract = "Novel 7-N-(β-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for β-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-(β-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.",

author = "Andrey Zaytsev and Rosaleen Anderson and Alexandre Bedernjak and Paul Groundwater and Yongxue Huang and John Perry and Sylvain Orenga and C{\'e}line Roger-Dalbert and Arthur James",

year = "2008",

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doi = "10.1039/b716978g",

language = "English",

volume = "6",

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T1 - Synthesis and testing of chromogenic phenoxazinone substrates for β-alanyl aminopeptidase

AU - Zaytsev, Andrey

AU - Anderson, Rosaleen

AU - Bedernjak, Alexandre

AU - Groundwater, Paul

AU - Huang, Yongxue

AU - Perry, John

AU - Orenga, Sylvain

AU - Roger-Dalbert, Céline

AU - James, Arthur

PY - 2008/1/4

Y1 - 2008/1/4

N2 - Novel 7-N-(β-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for β-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-(β-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.

AB - Novel 7-N-(β-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for β-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-(β-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.

U2 - 10.1039/b716978g

DO - 10.1039/b716978g

M3 - Article

SN - 1477-0520

SN - 1477-0539

VL - 6

SP - 682

EP - 692

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

IS - 4

ER -

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

Abstract

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