A surface plasmon enhanced fluorescence sensor platform

Elfeky, Souad A.; D’Hooge, François; Poncel, Lora; Chen, Wenbo; Perera, Semali; Elsen, Jean M. H. van den; James, Tony D.; Jenkins, A. Toby A.; Cameron, Petra J.; Fossey, John S.

doi:10.1039/b906125h

Cited by 26 publications

(24 citation statements)

References 30 publications

(17 reference statements)

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“…As shown in Figure , the design features included a biotin for attachment to streptavidin bound to the surface, a boronic acid part, and a commercially available fluorophore (Alexa‐Fluor 647, Invitrogen, maximum emission at 647 nm). A quencher‐diol molecule was prepared from a known quencher for Alexa‐Fluor 647 (BHQ‐3, Biosearch Tech) . In further study, the system was combined with polystyrene microspheres to make fluorescent sensors with boronic acid receptors.…”

Section: Boronic Acid‐functionalized Surfacesmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

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125

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The covalent boron-diol interaction enables elaborate design of boronic acid-based saccharide sensors. Over the last decade, this research topic has been well developed thanks to the integration of boronic acid chemistry with a range of techniques, including supramolecular chemistry, materials chemistry, surface modification, and nanotechnology. New sensing strategies and platforms have been introduced and remarkable progress has been achieved to fully utilize the unique property of boron-diol interaction and to improve the binding affinity towards different targets, especially under physiological conditions. In this review, the latest progress over the past 30 months (from late 2012 to early 2015) is highlighted and discussed to shed light on this versatile and promising platform for saccharide sensing.

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Section: Boronic Acid‐functionalized Surfacesmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

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125

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“…To apply this well‐established technique to boronic‐acid‐diol recognition, we chose to modify a gold‐streptavidin self‐assembled monolayer system. [26] In addition to the regular SPR signals, we wanted to incorporate the possibility of using surface plasmon excitation to excite incorporated fluorophores, thus offering a dual SPR–fluorescence‐detection regime. This regime has a significant advantage in fluorescence detection over more‐traditional excitation‐emission ensembles because no incident light may enter the system.…”

Section: Sensorsmentioning

confidence: 99%

“…For planar gold, a good fluorophore is the commercially available Alexafluor 647; however, cost limits its synthetic utility, so we constructed an Alexafluor‐FLAB conjugate alongside a Fluorescein‐FLAB counterpart on a larger scale by using the same FLAB precursor as a control ( ). [26]…”

Section: Sensorsmentioning

confidence: 99%

The Development of Boronic Acids as Sensors and Separation Tools

Fossey

D’Hooge

Elsen

et al. 2012

The Chemical Record

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Synthetic receptors for diols that incorporate boronic acid motifs have been developed as new sensors and separation tools. Utilizing the reversible interactions of diols with boronic acids to form boronic esters under new binding regimes has provided new hydrogel constructs that have found use as dye-displacement sensors and electrophoretic separation tools; similarly, molecular boronic-acid-containing chemosensors were constructed that offer applications in the sensing of diols. This review provides a somewhat-personal perspective of developments in boronic-acid-mediated sensing and separation, placed in the context of the seminal works of others in the area, as well as offering a concise summary of the contributions of the co-authors in the area.

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“…We believe these methods should be more modular; thus, providing greater utility when compared to current approaches. 25, 26 …”

Section: Introductionmentioning

confidence: 99%

An efficient methodology to introduce o-(aminomethyl)phenyl-boronic acids into peptides: alkylation of secondary amines

et al. 2017

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Current approaches for incorporating boronic acids into peptides require one of the following: the synthesis of commercially unavailable pinacol-protected boronate ester amino acid building blocks, amidation of small-molecule amine-containing boronic acids, or reductive amination of amine residues with 2-formylphenyl boronic acid. These methods have drawbacks, such as the use of excess starting materials, the lack of reactive-site specificity, or the inability to add multiple boronic acids in solution. In addition, several of these approaches do not allow for incorporation of the critical o-aminomethyl functionality that allows for binding of sacharrides under physiological conditions. In this work, we report three methods to functionalize synthetic peptides with boronic acids using solid-phase and solution-phase chemistries by alkylating a secondary amine with o-(bromomethyl)phenylboronic acid. Solution-phase chemistries afforded the highest yields, and were used to synthesize seven complex biotinylated multi-boronic acid peptides.

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A surface plasmon enhanced fluorescence sensor platform

Abstract: Surface-immobilised and fluorophore-labelled boronic acids were prepared and used for the specific detection of quencher-labelled diols.

Cited by 26 publications

References 30 publications

Boronic Acid‐Based Carbohydrate Sensing

Boronic Acid‐Based Carbohydrate Sensing

The Development of Boronic Acids as Sensors and Separation Tools

An efficient methodology to introduce o-(aminomethyl)phenyl-boronic acids into peptides: alkylation of secondary amines

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