Fluorogenic 7-azidocoumarin and 3/4-azidophthalimide derivatives as indicators of reductase activity in microorganisms

Valerie Chalansonnet; John Lowe; Sylvain Orenga; John D Perry; Shaun N. Robinson; Stephen P. Stanforth; Hannah E. Sykes; Thang V. Truong

doi:10.1016/j.bmcl.2019.06.010

Fluorogenic 7-azidocoumarin and 3/4-azidophthalimide derivatives as indicators of reductase activity in microorganisms

Valerie Chalansonnet, John Lowe, Sylvain Orenga, John D Perry, Shaun N. Robinson, Stephen P. Stanforth, Hannah E. Sykes, Thang V. Truong

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Abstract

A series of fluorogenic heterocyclic azides were prepared and assessed as reductase substrates across a selection of Gram-negative and Gram-positive microorganisms. The majority of these azides showed similar activity profiles to nitroreductase substrates. Microorganisms that do not produce hydrogen sulfide reduced the azides, indicating reductase activity was not linked to hydrogen sulfide production.

Original language	English
Pages (from-to)	2354-2357
Number of pages	4
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	29
Issue number	16
Early online date	7 Jun 2019
DOIs	https://doi.org/10.1016/j.bmcl.2019.06.010
Publication status	Published - 15 Aug 2019

Keywords

fluorogenic substrates
fluorogenic azides
nitroreductase
microorganism detection

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10.1016/j.bmcl.2019.06.010

1-s2.0-S0960894X19303774-mainAccepted author manuscript, 441 KBLicence: CC BY-NC-ND

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title = "Fluorogenic 7-azidocoumarin and 3/4-azidophthalimide derivatives as indicators of reductase activity in microorganisms",

abstract = "A series of fluorogenic heterocyclic azides were prepared and assessed as reductase substrates across a selection of Gram-negative and Gram-positive microorganisms. The majority of these azides showed similar activity profiles to nitroreductase substrates. Microorganisms that do not produce hydrogen sulfide reduced the azides, indicating reductase activity was not linked to hydrogen sulfide production.",

keywords = "fluorogenic substrates, fluorogenic azides, nitroreductase, microorganism detection",

author = "Valerie Chalansonnet and John Lowe and Sylvain Orenga and Perry, \{John D\} and Robinson, \{Shaun N.\} and Stanforth, \{Stephen P.\} and Sykes, \{Hannah E.\} and Truong, \{Thang V.\}",

year = "2019",

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day = "15",

doi = "10.1016/j.bmcl.2019.06.010",

language = "English",

volume = "29",

pages = "2354--2357",

journal = "Bioorganic \& Medicinal Chemistry Letters",

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TY - JOUR

T1 - Fluorogenic 7-azidocoumarin and 3/4-azidophthalimide derivatives as indicators of reductase activity in microorganisms

AU - Chalansonnet, Valerie

AU - Lowe, John

AU - Orenga, Sylvain

AU - Perry, John D

AU - Robinson, Shaun N.

AU - Stanforth, Stephen P.

AU - Sykes, Hannah E.

AU - Truong, Thang V.

PY - 2019/8/15

Y1 - 2019/8/15

N2 - A series of fluorogenic heterocyclic azides were prepared and assessed as reductase substrates across a selection of Gram-negative and Gram-positive microorganisms. The majority of these azides showed similar activity profiles to nitroreductase substrates. Microorganisms that do not produce hydrogen sulfide reduced the azides, indicating reductase activity was not linked to hydrogen sulfide production.

AB - A series of fluorogenic heterocyclic azides were prepared and assessed as reductase substrates across a selection of Gram-negative and Gram-positive microorganisms. The majority of these azides showed similar activity profiles to nitroreductase substrates. Microorganisms that do not produce hydrogen sulfide reduced the azides, indicating reductase activity was not linked to hydrogen sulfide production.

KW - fluorogenic substrates

KW - fluorogenic azides

KW - nitroreductase

KW - microorganism detection

UR - https://www.scopus.com/pages/publications/85067017126

U2 - 10.1016/j.bmcl.2019.06.010

DO - 10.1016/j.bmcl.2019.06.010

M3 - Article

SN - 0960-894X

VL - 29

SP - 2354

EP - 2357

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 16

ER -

Fluorogenic 7-azidocoumarin and 3/4-azidophthalimide derivatives as indicators of reductase activity in microorganisms

Abstract

Keywords

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