Red-Shifted Environmental Fluorophores and Their Use for the Detection of Gram-Negative Bacteria

Alicia Megia-fernandez; Maxime Klausen; Bethany Mills; Gillian E. Brown; Heather Mcewan; Neil Finlayson; Kevin Dhaliwal; Mark Bradley

doi:10.3390/chemosensors9060117

Red-Shifted Environmental Fluorophores and Their Use for the Detection of Gram-Negative Bacteria

Alicia Megia-fernandez, Maxime Klausen, Bethany Mills, Gillian E. Brown, Heather Mcewan, Neil Finlayson, Kevin Dhaliwal, Mark Bradley

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

Abstract

Two novel, water-soluble, merocyanine fluorophores were readily prepared by microwave-assisted synthesis. Full optical characterization was performed in a series of protic and aprotic solvents, and the dyes displayed fluorescence in the red region with up to a 20-fold decrease in brightness in water, demonstrating a strong environmental sensitivity hereby termed as solvato-fluorogenicity (to distinguish from solvatochromism). Shorter fluorescent lifetimes were also measured in water, which confirmed this character. These dyes were conjugated to a modified polymyxin scaffold that allowed fluorescence “switch-on” upon binding to Gram-negative bacterial membranes, and selective fluorescence detection of bacteria in a wash-free protocol.

Original language	English
Pages (from-to)	117
Journal	Chemosensors
Volume	9
Issue number	6
Early online date	21 May 2021
DOIs	https://doi.org/10.3390/chemosensors9060117
Publication status	E-pub ahead of print - 21 May 2021

Keywords / Materials (for Non-textual outputs)

fluorescent labelling
fluorescence lifetime
merocyanines
solvato-fluorogenicity
environmental fluorophores
optical imaging
bacterial detection

Access to Document

10.3390/chemosensors9060117

20210610_Bradley_chemosensors-09-00117-v2Final published version, 2.46 MBLicence: Creative Commons: Attribution (CC-BY)

https://www.mdpi.com/2227-9040/9/6/117

IRC Next Steps Plus: Photonic Pathogen Theranostics - Point-of-care image guided photonic therapy of bacterial and fungal infection?
Dhaliwal, K. (Principal Investigator), Bradley, M. (Co-investigator), Harrison, E. (Co-investigator), Megia Fernandez, A. (Co-investigator), Mills, B. (Co-investigator), Walsh, T. (Co-investigator) & Williams, G. (Co-investigator)
EPSRC
1/07/19 → 30/06/23
Project: Research
EPSRC IRC Proteus - Multiplexed 'Touch and Tell' Optical Molecular Sensing and Imaging - Lifetime and Beyond
Bradley, M. (Principal Investigator), Bradley, M. (Principal Investigator), Dhaliwal, K. (Co-investigator), Dhaliwal, K. (Co-investigator), Haslett, C. (Co-investigator), Henderson, R. (Co-investigator), Walsh, T. (Co-investigator) & Walsh, T. (Co-investigator)
Engineering and Physical Sciences Research Council
1/01/19 → 1/06/23
Project: Research

Cite this

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title = "Red-Shifted Environmental Fluorophores and Their Use for the Detection of Gram-Negative Bacteria",

abstract = "Two novel, water-soluble, merocyanine fluorophores were readily prepared by microwave-assisted synthesis. Full optical characterization was performed in a series of protic and aprotic solvents, and the dyes displayed fluorescence in the red region with up to a 20-fold decrease in brightness in water, demonstrating a strong environmental sensitivity hereby termed as solvato-fluorogenicity (to distinguish from solvatochromism). Shorter fluorescent lifetimes were also measured in water, which confirmed this character. These dyes were conjugated to a modified polymyxin scaffold that allowed fluorescence “switch-on” upon binding to Gram-negative bacterial membranes, and selective fluorescence detection of bacteria in a wash-free protocol.",

keywords = "fluorescent labelling, fluorescence lifetime, merocyanines, solvato-fluorogenicity, environmental fluorophores, optical imaging, bacterial detection",

author = "Alicia Megia-fernandez and Maxime Klausen and Bethany Mills and Brown, \{Gillian E.\} and Heather Mcewan and Neil Finlayson and Kevin Dhaliwal and Mark Bradley",

year = "2021",

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doi = "10.3390/chemosensors9060117",

language = "English",

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T1 - Red-Shifted Environmental Fluorophores and Their Use for the Detection of Gram-Negative Bacteria

AU - Megia-fernandez, Alicia

AU - Klausen, Maxime

AU - Mills, Bethany

AU - Brown, Gillian E.

AU - Mcewan, Heather

AU - Finlayson, Neil

AU - Dhaliwal, Kevin

AU - Bradley, Mark

PY - 2021/5/21

Y1 - 2021/5/21

N2 - Two novel, water-soluble, merocyanine fluorophores were readily prepared by microwave-assisted synthesis. Full optical characterization was performed in a series of protic and aprotic solvents, and the dyes displayed fluorescence in the red region with up to a 20-fold decrease in brightness in water, demonstrating a strong environmental sensitivity hereby termed as solvato-fluorogenicity (to distinguish from solvatochromism). Shorter fluorescent lifetimes were also measured in water, which confirmed this character. These dyes were conjugated to a modified polymyxin scaffold that allowed fluorescence “switch-on” upon binding to Gram-negative bacterial membranes, and selective fluorescence detection of bacteria in a wash-free protocol.

AB - Two novel, water-soluble, merocyanine fluorophores were readily prepared by microwave-assisted synthesis. Full optical characterization was performed in a series of protic and aprotic solvents, and the dyes displayed fluorescence in the red region with up to a 20-fold decrease in brightness in water, demonstrating a strong environmental sensitivity hereby termed as solvato-fluorogenicity (to distinguish from solvatochromism). Shorter fluorescent lifetimes were also measured in water, which confirmed this character. These dyes were conjugated to a modified polymyxin scaffold that allowed fluorescence “switch-on” upon binding to Gram-negative bacterial membranes, and selective fluorescence detection of bacteria in a wash-free protocol.

KW - fluorescent labelling

KW - fluorescence lifetime

KW - merocyanines

KW - solvato-fluorogenicity

KW - environmental fluorophores

KW - optical imaging

KW - bacterial detection

U2 - 10.3390/chemosensors9060117

DO - 10.3390/chemosensors9060117

M3 - Article

SN - 2227-9040

VL - 9

SP - 117

JO - Chemosensors

JF - Chemosensors

IS - 6

ER -

Red-Shifted Environmental Fluorophores and Their Use for the Detection of Gram-Negative Bacteria

Abstract

Keywords / Materials (for Non-textual outputs)

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Projects

IRC Next Steps Plus: Photonic Pathogen Theranostics - Point-of-care image guided photonic therapy of bacterial and fungal infection?

EPSRC IRC Proteus - Multiplexed 'Touch and Tell' Optical Molecular Sensing and Imaging - Lifetime and Beyond

Cite this