Fluorescence detection of d-aspartic acid based on thiol-ene cross-linked molecularly imprinted optical fiber probe

Yanyang Zhu,Minxin Cui,Jiajun Ma,Qi-jin Zhang

Published 2020 in Sensors and Actuators B-chemical

ABSTRACT

Abstract d -Aspartic acid ( d -Asp) plays an important role in medicine and food. Optical or electrical d -Asp detection can be used to prevent some diseases such as senile dementia and cataract. However, l -aspartic acid ( l -Asp) and other interferences often have a great impact on the actual detection of d -Asp. Here, the introduction of 2-(dimethylamino) ethylamine to peri position of 1,7-disubstituted perylene bisimide (1,7-PBIs) provide photoinduced electron transfer (PET) type molecules with fluorescent turn-on properties in acid condition. By Ullmann reaction at bay 1,7-position with allyl 4-hydroxybenzoate, reactive monomer (PBIM) was synthesized. Fluorescent response at mixture solution of CH3CN and water show fluorescent turn-on for d -Asp. The responsive mechanism is based on the acid and alkali complex (PBIM/ d -Asp) form as pKa-matching, and thus the complex inhibits the effect of PET from tertiary amine to perylene core. Finally, we use triallyl isocyanurate, alkane dithiols and PBIM/ d -Asp complexes to form a d -Asp imprinted polymer film at the end of coaxial polymer optical fiber (CYPOF). Compared with sensing performance of the non-molecular imprinted polymer fiber-optic probe (NIP-CYPOF), the molecular imprinted polymer fiber-optic probe (MIP-CYPOF) has an advantage as it simplifies the detection strategy, improves the sensitivity, selectivity and recyclability of the POF fluorescence probe.

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