Phenylboronic acid monolayer-modified electrodes sensitive to sugars

The surface of a gold (Au) electrode was modified with 4-mercaptophenylboronic acid (MPBA) and dithiobis(4-butyrylamino-m-phenylboronic acid) (DTBA-PBA) to prepare sugar-sensitive electrodes. MPBA and DTBA-PBA formed well-packed monomolecular layers on the Au electrode through a sulfur-Au bond. The...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1991. - 21(2005), 11 vom: 24. Mai, Seite 5102-7
1. Verfasser: Takahashi, Shigehiro (VerfasserIn)
Weitere Verfasser: Anzai, Jun-ichi
Format: Aufsatz
Sprache:English
Veröffentlicht: 2005
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't 4-mercaptophenylboronic acid Boronic Acids Carbohydrates Membranes, Artificial Sulfhydryl Compounds dithiobis(4-butyrylamino-m-phenylboronic acid) Gold 7440-57-5 mehr... benzeneboronic acid L12H7B02G5
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520 |a The surface of a gold (Au) electrode was modified with 4-mercaptophenylboronic acid (MPBA) and dithiobis(4-butyrylamino-m-phenylboronic acid) (DTBA-PBA) to prepare sugar-sensitive electrodes. MPBA and DTBA-PBA formed well-packed monomolecular layers on the Au electrode through a sulfur-Au bond. The MPBA- and DTBA-PBA-modified electrodes exhibited a nearly reversible cyclic voltammogram (CV) for the Fe(CN)(6)(3-)(/4-) ion in acidic solution, while the CVs were significantly attenuated in alkaline media as a result of addition of OH(-) ion to the boron atom to generate the negatively charged surface. In other words, the negatively charged monolayers blocked the surface of the Au electrode from the access of the Fe(CN)(6)(3-)(/4-) ion. The pK(a) values of the addition equilibrium of the OH(-) ion to the MPBA and DTBA-PBA monolayers were estimated to be 9.2 +/- 0.1 and 8.0 +/- 0.2, respectively, on the basis of the pH-dependent peak current (i(p)) in the CV of the Fe(CN)(6)(3-)(/4-) ion. On the other hand, in the presence of sugars, the addition of the OH(-) ion was accelerated by forming the phenylboronate esters of sugars on the surface of the monolayers. The pK(a) values for the MPBA and DTBA-PBA monolayers were 8.3 +/- 0.1 and 7.2 +/- 0.1, respectively, in the presence of 50 mM D-fructose. The MPBA- and DTBA-PBA-modified electrodes can be used for determining sugars on the basis of the change in i(p) of the Fe(CN)(6)(3-)(/4-) ion in the presence of sugars. The calibration curves useful for determining 1-100 mM D-glucose, D-mannose, and D-fructose were obtained 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 7 |a 4-mercaptophenylboronic acid  |2 NLM 
650 7 |a Boronic Acids  |2 NLM 
650 7 |a Carbohydrates  |2 NLM 
650 7 |a Membranes, Artificial  |2 NLM 
650 7 |a Sulfhydryl Compounds  |2 NLM 
650 7 |a dithiobis(4-butyrylamino-m-phenylboronic acid)  |2 NLM 
650 7 |a Gold  |2 NLM 
650 7 |a 7440-57-5  |2 NLM 
650 7 |a benzeneboronic acid  |2 NLM 
650 7 |a L12H7B02G5  |2 NLM 
700 1 |a Anzai, Jun-ichi  |e verfasserin  |4 aut 
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