2000
DOI: 10.1016/s0040-4039(00)00444-5
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Enantioselective sensing of amino acids by copper(II) complexes of phenylalanine-based fluorescent β-cyclodextrins

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Cited by 57 publications
(23 citation statements)
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“…These CDs have been also examined as solubility and stability agents for protein drugs. Aromatic amino acids [3][4][5][6][7][8][9][10][11][12][13][14] and peptides [15][16][17][18] are one group of compounds whose interactions with cyclodextrins have been intensively studied because of their features similar to enzyme-substrate complexes. Aromatic amino acids possess a hydrophobic rings and hydrophilic groups of amino acids that may contribute to complex formation through insertion of the ring into the cavity of b-CD and hydrogen bonding between hydrophilic and hydroxyl groups of b-CD [19][20][21][22][23][24][25][26][27][28][29][30].…”
Section: Introductionmentioning
confidence: 99%
“…These CDs have been also examined as solubility and stability agents for protein drugs. Aromatic amino acids [3][4][5][6][7][8][9][10][11][12][13][14] and peptides [15][16][17][18] are one group of compounds whose interactions with cyclodextrins have been intensively studied because of their features similar to enzyme-substrate complexes. Aromatic amino acids possess a hydrophobic rings and hydrophilic groups of amino acids that may contribute to complex formation through insertion of the ring into the cavity of b-CD and hydrogen bonding between hydrophilic and hydroxyl groups of b-CD [19][20][21][22][23][24][25][26][27][28][29][30].…”
Section: Introductionmentioning
confidence: 99%
“…The binary copper/cyclodextrin complexes were used as enantioselective sensors for unmodified amino acids, due to the formation of diastereomeric ternary complexes. 36 The mechanism of enantioselective sensing and the influence of the structural features of the two cylodextrins were investigated using 1D and 2D NMR, circular dichroism, steady-state, and timeresolved fluorescence measurements. The cyclodextrin cavity was found to play an important role in enantioselectivity, since the side arm alone could not perform efficient enantioselective sensing (S. Pagliari et al, in prep.…”
mentioning
confidence: 99%
“…From the perspective of the photosensitivity characteristics, polymers with dansyl units in their structure continue to be extensively explored because the typical issue of dansyl (Dns) moieties was used in medical or analytical chemistry for the investigation of biological systems (proteins, liposomes, micelles) [5,6]. Moreover the ability of the Dns molecule to manipulate the behavior of some materials by changing the environmental conditions surrounding the probe has been widely exploited for constructing fluorescent chemosensors for organic molecules upon the binding to b-cyclodextrine [7] and derivatives of sol-gel type [8], or chemical immobilization of self-assembled monolayers on glass slide surfaces, to name a few [9]. However, such fluorescent molecules tested as potential sensors for acids, cations of transition metals and nitroaromatic derivatives have become increasingly important as tools for monitoring the quality and quantity of target molecules in many biological and environmental processes.…”
Section: Introductionmentioning
confidence: 99%