A thiazolothiazole containing multichromic polymer for glucose detection

Soylemez, S.
Kaya, H. Z.
Udum, Y. A.
Toppare, Levent Kamil
Donor-acceptor (DA) type monomers namely 2,5-di(thiophen-2-yl)thiazolo[5,4-d]thiazole (TTzTh) and 2,5-bis(3-methylthiophen-2-yl)thiazolo[5,4-d]thiazole (TTzMTh) were synthesized and their electrochemical and optoelectronic properties were investigated in detail. The spectro-electrochemical analysis showed that the alkyl chain substitution results in a shift in the onset of the pi-pi* transition towards longer wavelengths. Depending on the donor substituents, the polymers exhibited optical band gaps 1.65 and 1.85 eV for PTTzTh and PTTzMTh, respectively. Electrochromic studies revealed that both polymers are p-dopable and multichromic. Moreover, polymer of TTzTh (PTTzTh) has been used for the development of a glucose biosensor. Glucose oxidase (GOx) was anchored on a graphite electrode which was previously modified with a film of the conjugated polymer, PTTzTh by electropolymerization. Such a sensor showed a wide linear range (0.05 - 2.0 mM), good sensitivity (36.32 mu A/(mM.cm(2)) and low limit of detection (LOD) (0.075 mM) under formerly optimized conditions. Moreover, the accuracy of the biosensor was successfully tested using two different beverages to detect glucose. Electrochemical characterizations of the polymers and their biosensor application were investigated for the first time in this work.


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A chemoenzymatic synthesis of both enantiomers of the pharmacologically interesting alpha'-acetoxy-alpha-methyl and gamma-hydroxy-alpha-methyl cyclic enones starting from alpha-methyl-beta-methoxy cyclic enones is reported. Manganese(Ill) acetate-mediated acetoxylation followed by the enzyme-mediated hydrolysis of alpha'-acetoxy enone provides acetoxy enones 1a and 2a and hydroxy enones 1b and 2b with high enantiomeric excesses in good yields. The reduction of the acetoxy and hydroxy enones furnished both e...
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A chemoenzymatic synthesis of both enantiomers of the pharmacologically interesting alpha'-acetoxy and alpha'-hydroxy-alpha-methoxy cyclic enones starting from alpha-hydroxy cyclic enones is described. Protection of 1,2-diketones, manganese(III) acetate-mediated acetoxylation followed by enzyme-mediated hydrolysis of alpha'-acetoxy enones gives acetoxy enones 3a-d and hydroxy enones 4a-d with high enantiomeric excesses (up to 99%) and good yields. The transesterification of rac-4b in the presence of DMAP af...
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Citation Formats
S. Soylemez, H. Z. Kaya, Y. A. Udum, and L. K. Toppare, “A thiazolothiazole containing multichromic polymer for glucose detection,” EXPRESS POLYMER LETTERS, pp. 845–857, 2019, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37177.