Functionalized Vesicles Based on Amphiphilic Boronic Acids: A System for Recognizing Biologically Important Polyols

Savsunenko, O. B.; Matondo, Hubert; Franceschi‐Messant, Sophie; Pérez, Emile; Popov, A. F.; Rico‐Lattes, Isabelle; Lattes, Armand; Karpichev, Yevgen

doi:10.1021/la304751p

Cited by 35 publications

(41 citation statements)

References 56 publications

(108 reference statements)

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“…In another study,b oronopyridinium amphiphile speciesw ere employedt oc reate aw ater-soluble vesicle. [47] Ad ye displacement assay using ARS suggested that the synthesized vesicle has ah igheraffinity to fructosethan to glucose.…”

Section: Boronic Acid-modified Nanosensorsmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

117

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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-modified Nanosensorsmentioning

confidence: 99%

Boronic Acid‐Based Carbohydrate Sensing

Zhai

Sun

James

et al. 2015

Chemistry An Asian Journal

117

View full text Add to dashboard Cite

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“…In fact, the self‐assembly of well‐defined structures allows the formation of macrocycles,1,5–8 capsules,9,10 and polymers 11. Due to the ready recognition of the diol motif by boronic acids, the use of boronate ester systems has been explored as sensors for diol derivatives involving saccharides 12–17…”

Section: Introductionmentioning

confidence: 99%

Boron Macrocycles Based on Multicomponent Assemblies using (3‐Aminophenyl)boronic Acid and Pentaerythritol as Common Reagents; Molecular Receptors toward Lewis Bases

et al. 2014

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Four cyclic boronate esters were synthesized by using a multicomponent reaction from (3‐aminophenyl)boronic acid, pentaerythritol, and aldehyde derivatives [isophthalaldehyde (1), dialdehyde A (2), (3‐formylphenyl)boronic acid (3), and (2,4‐difluoro‐3‐formylphenyl)boronic acid (4)]. All four reactions lead to the formation of macrocyclic compounds in good yields of more than 70 %. The cavities of the compounds consist of 29‐, 30‐ and 40‐membered rings, and the macrocyclic structures contain two (2) and four (1 and 3–4) boron atoms as Lewis acids. Additionally, the molecules contain eight (1) and six (2–4) donor atoms (N,O) within the macrocyclic structure, thus constituting a ditopic cavity. X‐ray analysis of 2 and 3 revealed the whole conformation within the trigonal planar geometry for the boron atoms and the inclusion of neutral guest molecules, chloroform for 2 and benzene for 3. Titration of the receptors with triethylamine, pyridine, and tetrabutylammonium fluoride show that the Lewis acids are available for interaction with Lewis bases. The interaction was follow by 11B NMR and UV/Vis spectroscopy.

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“…The fluorophore ARS was used to characterise the binding properties of amphiphilic boronic acid vesicles in a detection system for diols [55]. …”

Section: Reviewsmentioning

confidence: 99%

Boronic acids for sensing and other applications - a mini-review of papers published in 2013

Lacina

Skládal

James

2014

Chemistry Central Journal

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Boronic acids are increasingly utilised in diverse areas of research. Including the interactions of boronic acids with diols and strong Lewis bases as fluoride or cyanide anions, which leads to their utility in various sensing applications. The sensing applications can be homogeneous assays or heterogeneous detection. Detection can be at the interface of the sensing material or within the bulk sample. Furthermore, the key interaction of boronic acids with diols allows utilisation in various areas ranging from biological labelling, protein manipulation and modification, separation and the development of therapeutics. All the above uses and applications are covered by this mini-review of papers published during 2013.

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Functionalized Vesicles Based on Amphiphilic Boronic Acids: A System for Recognizing Biologically Important Polyols

Cited by 35 publications

References 56 publications

Boronic Acid‐Based Carbohydrate Sensing

Boronic Acid‐Based Carbohydrate Sensing

Boron Macrocycles Based on Multicomponent Assemblies using (3‐Aminophenyl)boronic Acid and Pentaerythritol as Common Reagents; Molecular Receptors toward Lewis Bases

Boronic acids for sensing and other applications - a mini-review of papers published in 2013

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