Development of a new fluorescence labeling reagent succinimido-2-fluorenylcarbamate for highly sensitive detection of N-solanesyl-N,N-bis(3,4-dimethoxybenzyl)ethanediamine by HPLC.

HIRAI Toshio, KITAMURA Masataka, INOUE Yoshinori

doi:10.2116/bunsekikagaku.40.5_233

Bibliographic Information

Other Title

二級アミンを含む新規イソプレノイド誘導体の高速液体クロマトグラフィーにおける高感度検出のための蛍光誘導体化試薬サクシニミド‐２‐フルオレニルカルバメートの開発
2キュウアミンオフクムシンキイソプレノイドユウドウタイノコウソ
二級アミンを含む新規イソプレノイド誘導体の高速液体クロマトグラフィーにおける高感度検出のための蛍光誘導体化試薬サクシニミド-2-フルオレニルカルバメートの開発

Search this article

Abstract

A novel isoprenoid derivative N-solanesyl-N, N'-bis(3, 4-dimethoxybenzyl) ethanediamine (SDB), weak fluorescence compound having secondary amino group in the molecule, is an anti-tumor activity potentiating agent for a variety of anti-tumor agents, e.g., adriamycin, 5-fluorouracil and mitomycin C. A precolumn fluorescence labeling reagent was investigated for a highly sensitive detection method of SDB by HPLC. SDB was converted into its urea derivatives using three kinds of activated carbamate reagents synthesized from N, N'-disuccinimidyl carbonate by reacting with α-naphthylamine (α-NA), 2-aminoanthracene (2-AT) or 2-aminofluorene (2-AF) as a fluorescence molecule group. The fluorescence intensities of naphthylcarbamyl and anthrylcarbamyl derivatives of SDB converted by using α-NA and 2-AT were ca. 3-fold and 13-fold compared to that of SDB, respectively. On the other hand, the fluorescence intensity of fluorenylcarbamyl deriva tive of SDB obtained in the reaction with succinimido-2-fluorenylcarbamate (SFC) synthesized by using 2-AF was ca. 45-fold greater than that of SDB. The reaction time was within 5min at room temperature: the reaction mixture could be analyzed directly by means of reversed-phase HPLC using fluorometric detection at 343nm while excited at 286 nm for emission wavelengths. The detection limit was 20pg (S/N=2). SFC facilitated the simple and rapid precolumn derivatization of SDB for the highly sensitive fluorometric detection.

Journal

BUNSEKI KAGAKU

BUNSEKI KAGAKU 40 (5), 233-238, 1991

The Japan Society for Analytical Chemistry

Keywords

Details 詳細情報について

Export