Fluorescent cyclodextrins bearing metal binding sites and their use for chemo- and enantioselective sensing of amino acid derivatives

Corradini, Roberto; Paganuzzi, Cristina; Marchelli, Rosangela; Pagliari, Sara; Dossena, Arnaldo; Duchateau, Alexander L. L.

doi:10.1007/s10847-006-9272-1

Cited by 11 publications

(9 citation statements)

References 12 publications

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“…Corradini et al used dansylated cyclodextrins as tools for the development of enantioselective fluorescent sensors of AAs or AA derivatives [216]. In these cyclodextrin derivatives, the ligands are terdentate, with an amide, amine, and sulphonamide group as Cu 2+ binding sites.…”

Section: Introducing Chirality Into Dansylated Cyclodextrinsmentioning

confidence: 99%

Fluorescent/luminescent detection of natural amino acids by organometallic systems

Wang

Liu

Tong

et al. 2015

Coordination Chemistry Reviews

123

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Section: Introducing Chirality Into Dansylated Cyclodextrinsmentioning

confidence: 99%

Fluorescent/luminescent detection of natural amino acids by organometallic systems

Wang

Liu

Tong

et al. 2015

Coordination Chemistry Reviews

123

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“…For high sensor efficiency, the ion–receptor interaction must be able to modify the fluorescence properties of the light‐emitting group 27, 28. Numerous examples appear in the literature describing the chemosensing ability of small molecules combining a fluorescent group with a metal binding moiety 29–31. Currently, the design and synthesis of polymer‐based metal ion sensors combining fluorescent and metal‐chelating groups presents high interest.…”

Section: Introductionmentioning

confidence: 99%

Well‐defined diblock copolymers possessing fluorescent and metal chelating functionalities as novel macromolecular sensors for amines and metal ions

Demetriou

Krasia‐Christoforou

2011

J. Polym. Sci. A Polym. Chem.

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The amino‐ and metal‐ion sensing capability of a novel type of well‐defined block copolymers based on 9‐anthrylmethyl methacrylate (AnMMA; hydrophobic, fluorescent) and 2‐(acetoacetoxy)ethyl methacrylate (AEMA; hydrophobic, metal chelating) has been investigated in organic media. AEMAx‐b‐AnMMAy diblock copolymers were prepared for the first time using reversible addition‐fragmentation chain transfer (RAFT) polymerization. All polymers were characterized in terms of molecular weights, polydispersity indices and compositions by size exclusion chromatography and 1H NMR spectroscopy, respectively. The glass transition (Tg) temperatures of the AEMAx and AnMMAx homopolymers and the AEMAx‐b‐AnMMAy diblock copolymers were determined using differential scanning calorimetry. These systems were evaluated toward their ability to act as effective dual chemosensors (i.e., amino‐ and metal‐ion sensors) in an organic solvent (chloroform). More precisely, the fluorescence intensity of both the AnMMAx homopolymers and the AnMMAx‐b‐AEMAy diblock copolymers in solution exhibited a significant decrease in the presence of triethylamine. Moreover, the presence of iron (III) cations were also found to significantly affect the fluorescence signal of the anthracene moieties when those were combined in a block copolymer structure with the AEMA units, due to complex formation occurring between the β‐ketoester groups of the AEMAx segment and the cations. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

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“…7,8 HTS methods 9 are becoming essential due to the rapid increase in the discovery of new asymmetric reactions using chiral catalysts created via parallel synthesis. 10 One logical approach to designing chiral inorganic complexes for enantioselective discrimination is to explore the actual chiral catalysts themselves.…”

Section: Introductionmentioning

confidence: 99%

Enthalpy- vs Entropy-Driven Complexation of Homoallylic Alcohols by Rhodium(I) Complexes

et al. 2011

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The thermodynamics of binding between several homoallylic alcohols and simple olefinic Rh(I) compounds was examined with 1H NMR spectroscopy and ITC. 1H NMR titrations revealed moderate binding of these alcohols with [Rh(COD)2]+ (1) and [Rh(COD)(CH3CN)2]+ (3), but weaker binding with [Rh(NBD)2]+ (2). ITC indicated that the complexation with [Rh(COD)2]+ is mainly governed by enthalpy whereas binding with [Rh(COD)(CH3CN)2]+ is entirely driven by entropy. The thermodynamic parameters for the homoallylic alcohol binding of Rh(I) complexes 1–3 are consistent with crystallographic data.

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Fluorescent cyclodextrins bearing metal binding sites and their use for chemo- and enantioselective sensing of amino acid derivatives

Cited by 11 publications

References 12 publications

Fluorescent/luminescent detection of natural amino acids by organometallic systems

Fluorescent/luminescent detection of natural amino acids by organometallic systems

Well‐defined diblock copolymers possessing fluorescent and metal chelating functionalities as novel macromolecular sensors for amines and metal ions

Enthalpy- vs Entropy-Driven Complexation of Homoallylic Alcohols by Rhodium(I) Complexes

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