Novel stable fluorophore, 6-methoxy-4-quinolone, with strong fluorescence in wide pH range of aqueous media, and its application as a fluorescent labeling reagent.
Novel stable fluorophore, 6-methoxy-4-quinolone, with strong fluorescence in wide pH range of aqueous media, and its application as a fluorescent labeling reagent.
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新型稳定荧光团 6-甲氧基-4-喹诺酮，在宽 pH 范围的水介质中具有强荧光，及其作为荧光标记试剂的应用。
DOI：
10.1016/j.chroma.2004.10.020
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发表时间：
2004
期刊：
影响因子：
--
通讯作者：
K. Zaitsu
中科院分区：
文献类型：
--
作者：
Junzo Hirano;K. Hamase;H. Fukuda;Tatsunosuke Tomita;K. Zaitsu
6-甲氧基-4-喹诺酮（6-MOQ，1）是5-甲氧基吲哚-3-乙酸的氧化产物，是一种新型的荧光团，具有多种生物医学分析用途。化合物1在水溶液中具有很强的荧光，其最大荧光激发波长为243 nm，最大荧光发射波长为374 nm。在10%（v/v）甲醇水溶液中，最大激发波长处的摩尔吸光系数为32600 Lmol −1cm− 1，荧光量子产率为0.38。1的荧光强度几乎不受改变介质pH的影响，在pH 2.0至11.0之间显示出强荧光。此外，1对光和热是高度稳定的，并且在60°C下暴露于日光下3天没有观察到降解。合成了荧光标记试剂[（6-甲氧基-4-氧代-1，4-二氢喹啉-3-基）甲基]胺（6-MOQ-NH 2，2），并对羧酸的测定进行了论证;对50 pmol标准丙酸和异丁酸进行衍生化，得到10 fmol（进样量）这两种酸的S/N分别为206和164。
6-Methoxy-4-quinolone (6-MOQ, 1), an oxidation product derived from 5-methoxyindole-3-acetic acid, is a novel fluorophore, which has several useful characteristics for biomedical analysis. Compound 1 has strong fluorescence with a large Stokes’ shift in aqueous media, and the maximum fluorescence excitation and emission wavelengths are 243nm and 374nm, respectively. The molar absorptivity at the maximum excitation wavelength and fluorescence quantum yield in aqueous 10% (v/v) methanol are 32600Lmol−1cm−1and 0.38, respectively. The fluorescence intensity of 1 is scarcely affected by changing the medium pH, showing strong fluorescence from pH 2.0 to 11.0. In addition, 1 is highly stable against light and heat, and no degradation was observed at 60°C for 3 days with exposure to daylight. As a fluorescent labeling reagent, [(6-methoxy-4-oxo-1,4-dihydroquinolin-3-yl)methyl]amine (6-MOQ-NH2, 2) was synthesized, and determination of carboxylic acids was demonstrated; 50pmol of standard propionic acid and isobutyric acid were derivatized, and the obtained S/N ratios for 10fmol (injection amount) of these two acids were 206 and 164, respectively.
影响因子：
2.9
作者：
Gillam, EMJ;Notley, LM;Guengerich, FP
通讯作者：
Guengerich, FP