Molecular recognition of mono- and disaccharides through interaction with p-iodophenylboronic acid in capillary electrophoresis with a chemiluminescence detection system

Tsukagoshi, Kazuhiko; Matsumoto, Kyohei; Ueno, Futoshi; Noda, Katsuhisa; Nakajima, Riichiro; Araki, Koji

doi:10.1016/j.chroma.2006.05.003

Cited by 19 publications

(16 citation statements)

References 33 publications

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“…This characteristic makes this technology attractive for the development of low-cost optical detectors. Enzymatic CL methods have been used in the detection of biological agents for years (11)(12)(13)(14). Advantages of this method include high sensitivity and a short response time.…”

Section: Introductionmentioning

confidence: 99%

Non‐enzymatic aqueous peroxyoxalate chemiluminescence immune detection using a CCD camera and a CMOS device

et al. 2008

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A new method for non-enzymatic aqueous peroxyoxalate chemiluminescence (POCL) biomolecular detection using imaging chip-based devices has been developed. A water-soluble amide of oxalic acid was synthesized and used in the investigation and characterization of POCL immunodetection in an aqueous environment. Six fluorescent dyes commonly used in biological detection were tested, and the intensity of light generated from the aqueous POCL reactions was characterized in the liquid phase. Direct detection sensitivity comparisons between a standard fluorescent method and this POCL method were performed in both liquid and solid phases. Results showed that detection sensitivity using the POCL method is comparable to that of the fluorescent method. POCL biomolecular detection on a nitrocellulose membrane was also investigated using a charge-coupled device (CCD) camera. Again, POCL detection sensitivity proved to be comparable to that using the fluorescent detection method. In an application of aqueous POCL biomolecular detection, Staphylococcus aureus enterotoxin B (SEB) and its antibody were used to demonstrate immuno- and affinity detection. For further applications, such as DNA and protein arrays, simultaneous detection of biomolecules labelled with different fluorescent labels was investigated, using a complementary metal oxide semiconductor (CMOS) colour imaging chip.

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Section: Introductionmentioning

confidence: 99%

Non‐enzymatic aqueous peroxyoxalate chemiluminescence immune detection using a CCD camera and a CMOS device

et al. 2008

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“…Similar CEIA methodologies using HRP and p-iodophenol have been used for quantification of CA125 in human sera from health controls and patients associated with ovarian cancer [101], to determine tumor markers, such as a-fetoprotein [104] or carcinoembryonic antigen [108] in human sera samples, to quantify in human serum a luteinizing hormone which control the menstrual cycle [105], or for the determination of clenbuterol in human urine [102] or hepatitis B surface antigen and antibody in human serum [107]. The enhancement effect of p-iodophenylboronic acid can be affected by the presence of mono-and disaccharides in the running buffer and this fact has been used to the molecular recognition of these saccharides [103,112]. Other enhancers different from p-iodophenol or p-iodophenylboronic, acid such as sodium tetraphenylboron, have been tested to determine follicle-stimulating hormone, which is also involved in the menstrual cycle, and satisfactory results were obtained achieving LOD 30 times better than the ELISA method [106].…”

Section: Clinical and Pharmaceutical Applicationsmentioning

confidence: 99%

“…Hydrogen peroxide is still very used as oxidant in the luminol reaction, in spite of the previously mentioned disadvantages, in conjunction with a catalyst such as a metal ion [97][98][99] or horseradish peroxidase (HRP) [100][101][102][103][104][105][106][107][108]. The preferred metal ions to catalyze the luminol reaction are Co(II) and Cu(II) and both direct and indirect detections are possible.…”

Section: Clinical and Pharmaceutical Applicationsmentioning

confidence: 99%

Advances and analytical applications in chemiluminescence coupled to capillary electrophoresis

2010

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Advances and analytical applications in chemiluminescence coupled to capillary electrophoresisThe present review presents the state of the art of the developments, key strategies and analytical applications of chemiluminescence detection coupled to CE (CE-CL). Different parts considering the most common CL systems have been included, such as the tris(2,2 0 -bipyridine)ruthenium(II) system, the luminol and derivatives reaction, the peroxyoxalate CL or direct oxidations. New advances in homemade configurations and applications in different fields such as clinical, pharmaceutical, environmental and food analysis have been included. The focus is on studies which appeared from 2000 to the end of 2009.

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“…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.…”

Section: Capillary Electrophoresismentioning

confidence: 99%

“…[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.…”

mentioning

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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Molecular recognition of mono- and disaccharides through interaction with p-iodophenylboronic acid in capillary electrophoresis with a chemiluminescence detection system

Cited by 19 publications

References 33 publications

Non‐enzymatic aqueous peroxyoxalate chemiluminescence immune detection using a CCD camera and a CMOS device

Non‐enzymatic aqueous peroxyoxalate chemiluminescence immune detection using a CCD camera and a CMOS device

Advances and analytical applications in chemiluminescence coupled to capillary electrophoresis

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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