South China Agricultural University, Guangzhou, Guangdong 510642, China.
J Photochem Photobiol B. 2010 Dec 2;101(3):215-23. doi: 10.1016/j.jphotobiol.2010.07.006. Epub 2010 Jul 17.
Some compounds that contain glucose groups can be transported across the plasma membrane into the cells through hexose transporters. To test the hypothesis that glucose-conjugated insecticides also have similar uptake and translocation properties, a novel fluorescent conjugate (12) was prepared by conjugating glucose and 7-nitrobenz-2-oxa-1,3-diazole with 4-iodo-1-phenylpyrazoles. Its fluorescence spectra and uptake by suspension-cultured tobacco (Nicotiana tabacum L.cv.) cells were studied. The fluorescence spectra showed long wavelengths with maximum emission at 530nm. After incubating tobacco cell suspensions in 10μM conjugate for 0.5h, green fluorescence of 12 was clearly visible in the cells under fluorescence microscopy. After 2h of incubation, more than 70% of 12 was absorbed. Carbonyl cyanide m-chlorophenylhydrazone, phloridzin and glucose drastically inhibited uptake. In concentration-dependent uptakes, the uptake rate of 12 showed a saturable component and was in accordance with Michaelis-Menten kinetics. The results proved that the glucose moiety can guide 12 into tobacco cells and that hexose transporters mediated the uptake.
一些含有葡萄糖基团的化合物可以通过己糖转运蛋白穿过质膜进入细胞。为了验证葡萄糖结合的杀虫剂也具有类似的摄取和转运特性的假设，通过将葡萄糖和 7-硝基苯并-2-氧杂-1,3-二唑与 4-碘-1-苯基吡唑偶联，制备了一种新型荧光偶联物（12）。研究了其荧光光谱和悬浮培养烟草（Nicotiana tabacum L.cv.）细胞的摄取情况。荧光光谱显示出长波长，最大发射波长为 530nm。将烟草细胞悬浮液在 10μM 偶联物中孵育 0.5h 后，荧光显微镜下可清楚地观察到 12 的绿色荧光。孵育 2h 后，超过 70%的 12 被吸收。羰基氰化物 m-氯苯腙、根皮苷和葡萄糖可明显抑制摄取。在浓度依赖性摄取中，12 的摄取速率显示出饱和成分，符合米氏动力学。结果证明，葡萄糖部分可以引导 12 进入烟草细胞，并且己糖转运蛋白介导了摄取。
