Boronic acid based photoinduced electron transfer (PET) fluorescence sensors for saccharides
Boronic acid based photoinduced electron transfer (PET) fluorescence sensors for saccharides
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DOI：
10.1039/c0nj00578a
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发表时间：
2010-01-01
影响因子：
3.3
通讯作者：
James, Tony D.
中科院分区：
文献类型：
--
作者：
Larkin, Joseph D.;Frimat, Karine A.;James, Tony D.
采用简单的三步合成方法制备了6种新型模块化传感器，包括3个对位传感器和3个含萘、蒽和芘荧光团的元传感器。评估了6种传感器与糖（d -葡萄糖、d -果糖、d -半乳糖和d -甘露糖）的相互作用。在这些糖的加入下，所有传感器的荧光强度都增加了，所有传感器对d -葡萄糖的选择性都比d -半乳糖、d -果糖和d -甘露糖强。meta传感器相对于para传感器也观察到高亲和力（K-obs）。萘和蒽元传感器对d -半乳糖具有特别高的亲和力（K-obs）。利用圆二色光谱对所形成的配合物的结构进行了探测。所有六个传感器与d -葡萄糖之间形成环状配合物。对d -半乳糖具有高亲和力的萘和蒽元传感器也能与d -半乳糖形成环状配合物。
A simple three step synthesis was developed to provide six novel modular sensors, consisting of three para sensors, and three meta sensors with naphthalene, anthracene and pyrene fluorophores. The interaction of the six sensors with the saccharides: D-glucose, D-fructose, D-galactose, and D-mannose, were evaluated. All sensors displayed increasing fluorescence intensity upon the addition of these saccharides, with all of the sensors showing enhanced selectivity for D-glucose over D-galactose, D-fructose and D-mannose. High affinity (K-obs) was also observed for the meta sensors with respect to the para sensors. The naphthalene and anthracene meta sensors showed particularly high affinity (K-obs) for D-galactose. Circular dichroism spectroscopy was used to probe the structures of the complexes formed. Cyclic complexes were formed between all six sensors and D-glucose. Whilst naphthalene and anthracene meta sensors which displayed high affinity for D-galactose also formed cyclic complexes with that saccharide.