Isao Terado, H. Inoue, Yoshie Tao
Aug 1, 2000
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0
Influential Citations
3
Citations
Journal
Analytical Sciences
Abstract
boronates.1,2 Various labeling reagents containing boronic acid have been used for measuring diol compounds by HPLC. These include naphthaleneboronic acid (NTB),3 ferroceneboronic acid (FBA),4 dansylaminophenylboronic acid (Dansyl-APB),5,6 9phenanthreneboronic acid (PTB)7 and 1-cyanoisoindole-2-mphenylboronic acid (CIPB).8 The derivatives of diol compounds labeled with NTB were detected by a UV detector, those with FBA by a electrochemical detector, and those with DansylAPB, PTB and CIPB by a fluorescence detector. However, the sensitivities of these reagents were too low to measure low concentrations of diol compounds. Some phenylphthalimidines (2-phenylisoindoline-1-one derivatives) which are highly fluorescent are useful as fluorophores in fluorescent labeling reagents.9–12 Recently, we developed a fluorescent labeling reagent, 4-(5,6-dimethoxy-2phthalimidinyl)-2-methoxyphenylsulfonyl chloride (DMS-Cl),11 for determination of amino acids, and showed that the derivative of proline labeled with DMS-Cl was highly fluorescent. In this study, as a fluorescent labeling reagent for diol compounds, we developed 3-[(1-{[4-(5,6-dimethoxy-1-oxoisoindolin-2-yl)-2methoxyphenyl ] su l fony l}pyr ro l id in -2-y l )ca rbonyl amino]phenylboronic acid (DMPB) which is a boronic acid derivative incorporating the derivative of proline with DMS-Cl as a fluorophore.