含羟基氧杂蒽荧光染料的合成及其荧光成像应用

Synthesis of Hydroxy-substituted Xanthene Fluorescent Dyes for Fluorescence Imaging

近年来,氧杂蒽类荧光染料具有很多优点而被广泛应用。由于近红外荧光染料用于荧光成像,具有光损伤小、组织穿透性大和背景荧光干扰小的优点,设计合成了具有羟基的1-(2-羟基-4-二乙氨-苯基)-氧杂蒽类荧光染料(NIR1)和1-(6-羟基-萘基-2)-氧杂蒽类荧光染料(NIR2)。通过核磁共振谱和质谱确认了荧光染料的结构。利用紫外-可见吸收光谱和荧光光谱对其光谱性能进行研究,结果表明,NIR-1和NIR-2最大吸收波长分别为642nm和607nm,最大发射波长分别为748nm和752nm。最后,对含羟基氧杂蒽荧光染料用于细胞和活体的荧光标记成像进行研究,结果表明NIR-1具有良好的细胞和活体荧光标记成像效果。

In recent years,xanthene-based organic fluorescent dyes have been widely used because of their many advantages.Due to the low optical damage to biological samples,strong tissue penetration,and low background fluorescence interference of near-infrared( NIR) light,NIR dyes have been used for fluorescence imaging.1-( 2-hydroxy-4-diethylammonia-phenyl)-oxanthracene fluorescent dyes( NIR1) and 1-( 6-hydroxy-naphthyl-2)-oxanthracene fluorescent dyes( NIR2) were synthesized with hydroxyl group.Meanwhile,their structures were confirmed by1 HNMR and HR-MS. The photophysical properties of xanthene NIR-1 and NIR-2 were investigated by UV-Vis spectroscopy and fluorescence spectroscopy.The maximum absorption wavelength of NIR-1 is642 nm,and the maximum emission wavelength is 748 nm.The maximum absorption wavelength of NIR-2 is 607 nm,and the maximum emission wavelength is 752 nm.At last,the fluorescence labeling effect of xanthene derivatives for imaging was tested.The results indicated that the NIR-1 can be used for fluorescence imaging in living cells and in vivo.