2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms

Marie Cellier; Amandine Gignoux; Arthur James; Sylvain Orenga; John Perry; Shaun Robinson; Stephen Stanforth; Graeme Turnbull

doi:10.1016/j.bmcl.2015.10.099

2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms

Marie Cellier, Amandine Gignoux, Arthur James, Sylvain Orenga, John Perry, Shaun Robinson, Stephen Stanforth, Graeme Turnbull

Applied Sciences Department

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

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Abstract

A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clinically important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-negative bacteria and also with two of a panel of 8 Gram-positive bacteria.

Original language	English
Pages (from-to)	5694-5698
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	25
Issue number	24
DOIs	https://doi.org/10.1016/j.bmcl.2015.10.099
Publication status	Published - 15 Dec 2015

Keywords

fluorescence
enzyme substrates
microorganism detection
bacterial detection

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Cellier, M., Gignoux, A., James, A., Orenga, S., Perry, J., Robinson, S., Stanforth, S., & Turnbull, G. (2015). 2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms. Bioorganic & Medicinal Chemistry Letters, 25(24), 5694-5698. https://doi.org/10.1016/j.bmcl.2015.10.099

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title = "2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms",

abstract = "A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clinically important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-negative bacteria and also with two of a panel of 8 Gram-positive bacteria.",

keywords = "fluorescence, enzyme substrates, microorganism detection, bacterial detection",

author = "Marie Cellier and Amandine Gignoux and Arthur James and Sylvain Orenga and John Perry and Shaun Robinson and Stephen Stanforth and Graeme Turnbull",

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Cellier, M, Gignoux, A, James, A, Orenga, S, Perry, J, Robinson, S, Stanforth, S & Turnbull, G 2015, '2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms', Bioorganic & Medicinal Chemistry Letters, vol. 25, no. 24, pp. 5694-5698. https://doi.org/10.1016/j.bmcl.2015.10.099

2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms. / Cellier, Marie; Gignoux, Amandine; James, Arthur et al.
In: Bioorganic & Medicinal Chemistry Letters, Vol. 25, No. 24, 15.12.2015, p. 5694-5698.

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

TY - JOUR

T1 - 2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms

AU - Cellier, Marie

AU - Gignoux, Amandine

AU - James, Arthur

AU - Orenga, Sylvain

AU - Perry, John

AU - Robinson, Shaun

AU - Stanforth, Stephen

AU - Turnbull, Graeme

N1 - Published online first 2-11-2015

PY - 2015/12/15

Y1 - 2015/12/15

N2 - A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clinically important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-negative bacteria and also with two of a panel of 8 Gram-positive bacteria.

AB - A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clinically important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-negative bacteria and also with two of a panel of 8 Gram-positive bacteria.

KW - fluorescence

KW - enzyme substrates

KW - microorganism detection

KW - bacterial detection

U2 - 10.1016/j.bmcl.2015.10.099

DO - 10.1016/j.bmcl.2015.10.099

M3 - Article

SN - 0960-894X

SN - 1464-3405

VL - 25

SP - 5694

EP - 5698

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 24

ER -

2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms

Abstract

Keywords

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