Coupling a Natural Receptor Protein with an Artificial Receptor to Afford a Semisynthetic Fluorescent Biosensor

Nakata, Eiji; Nagase, Tsuyoshi; Shinkai, Seiji; Hamachi, Itaru

doi:10.1021/ja035631i

Cited by 65 publications

(39 citation statements)

References 27 publications

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“…More recently, Janout et al have reported bile acid derived molecular umbrellaassisted transport of an oligonucleotide across cholesterol-rich phospholipid bilayers [5]. Porphyrin conjugates are potential supramolecular hosts as revealed by their use in saccharide sensing [6,7,8,9], anion binding [10,11,12], and nucleotide recognition in protic media [13,14]. We have recently reported the synthesis and characterization, as well as nucleotide binding studies, of tetrameric cholic acid-porphyrin conjugates 1-4 ( Figure 1) [15].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

et al. 2007

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Synthesis and characterization of bile acid-porphyrin conjugates (BAPs) are reported. Binding of saccharides with BAPs in aqueous methanol was studied by monitoring changes in the visible absorption spectral of the porphyrin-moieties. Although these studies clearly showed absorbance changes, suggesting quite high if non-selective binding, the mass spectral studies do not unambiguously support these results.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

et al. 2007

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“…From the biological point of view the understanding of the binding and docking mechanisms of proteins at cell membranes is important for the reconstruction of biological cell processes. Similarly, specificity of peptides and binding affinity to selected substrates could be of great importance for future electronic nanoscale circuits and pattern recognition nanosensory devices [55]. The study of hybrid interface models has considerable applications for a broad variety of problems, e.g., understanding the mechanisms of protein-ligand binding [56], prewetting and layering transitions in polymer solutions as well as dewetting of polymer films [57,58], molecular pattern recognition [59], electrophoretic polymer deposition and growth [60].…”

Section: Specificity Of Protein Adsorption To Selective Solid Substratesmentioning

confidence: 99%

Thermodynamics of Protein Folding from Coarse-Grained Models’ Perspectives

Bachmann

Janke

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“…There have been many investigations of methodologies to derive information regarding the molecular structures of saccharides, i.e., molecular recognition of saccharides. 10,11 Boronic acids form cyclic esters with saccharides, particularly with those comprising cis-diol groups. [12][13][14] The interaction between boronic acids and saccharides has been used for molecular recognition of saccharides.…”

Section: Capillary Electrophoresismentioning

confidence: 99%

Enhancing Effect of Phenylboronic Acid Compounds and Their Interactions with the Diol Groups of Saccharides in a Capillary Electrophoresis-Chemiluminescence Detection System

et al. 2007

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Capillary electrophoresis(CE) equipped with chemiluminescence (CL) detection has attracted a great deal of attention as a high-performance separation and detection system. [1][2][3][4] We also analyzed many types of sample, including metal ions, metal compounds, amino acids, peptides, proteins, nucleic acids, saccharides, phenolic compounds, fluorescence compounds, and liposomes, using these systems. [5][6][7] We have determined the significant features of CE with CL detection systems through our previous research. 8,9 Naturally, while absorption and fluorescence detection in CE are carried out in an on-capillary manner, CL detection is brought about by endcapillary (postcolumn) detection. That is, CE with CL detection possesses a very interesting and useful "micro-environment area" for reaction/detection at the tip of the capillary outlet. Trace amounts of sample and reagents are delivered quantitatively and mixed reproducibly at the tip of the capillary outlet (micro-environment area), leading to useful and unique CL responses with high sensitivity.Saccharides are among the most important biological molecules in the living body. The compositional formulas of saccharides are simple, as they consist mainly of carbon, hydrogen, and oxygen. However, their molecular structures are very complicated. This complexity in the molecular structure is produced through the various directions of hydroxyl groups in the molecule. There have been many investigations of methodologies to derive information regarding the molecular structures of saccharides, i.e., molecular recognition of saccharides. 10,11 Boronic acids form cyclic esters with saccharides, particularly with those comprising cis-diol groups. [12][13][14] The interaction between boronic acids and saccharides has been used for molecular recognition of saccharides. To derive information regarding the interaction between boronic acids and saccharides, conventional procedures for molecular recognition require specific chemical reactions, such as polymerization and derivatization.In our previous study, 15 we found that the enhancing effect of p-iodophenylboronic acid on luminol-hydrogen peroxidehorseradish peroxidase CL reaction decreased in the presence of saccharide, and we proposed a system to take advantage of the micro-environment area of the CE-CL detection system for molecular recognition of saccharides. The decrease in CL could provide direct information regarding the interaction between piodophenylboronic acids and saccharides without requiring any specific procedures. The method for molecular recognition of saccharides has the following beneficial features in comparison with conventional methods, 16,17 including CD spectra, extraction, and π-A isotherm studies: 1) high sensitivity (a trace amount of a sample specimen is used), 2) rapid analysis, 3) ease of operation, and 4) inexpensive reagents and apparatus.In the present study, to extend our knowledge regarding the molecular recognition of saccharides using the CE with CL detection system, we examined the enh...

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Coupling a Natural Receptor Protein with an Artificial Receptor to Afford a Semisynthetic Fluorescent Biosensor

Cited by 65 publications

References 27 publications

Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

Synthesis, Characterization, and Saccharide Binding Studies of Bile Acid − Porphyrin Conjugates

Thermodynamics of Protein Folding from Coarse-Grained Models’ Perspectives

Enhancing Effect of Phenylboronic Acid Compounds and Their Interactions with the Diol Groups of Saccharides in a Capillary Electrophoresis-Chemiluminescence Detection System

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