A thiazolothiazole containing multichromic polymer for glucose detection

Download
2019-10-01
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.
EXPRESS POLYMER LETTERS

Suggestions

A new donor-acceptor type polymeric material from a thiophene derivative and its electrochromic properties
Udum, Yasemin Arslan; Yildiz, Ersin; Günbaş, Emrullah Görkem; Toppare, Levent Kamil (Wiley, 2008-06-01)
A new electrochromic polymer, poly(2,3,5,8-tetra(thiophen-2-yl)quinoxaline) (PTTQ), was synthesized electrochemically and its electrochromic properties were investigated. The polymer was characterized by Cyclic Voltammetry, Fourier Transform infrared spectroscopy, LTV-Vis-NIR Spectroscopy, and colorimetry. Spectroelectrochemistry analysis demonstrated that the polymer can undergo both p- and true n-type doping processes. The polymer, (PTTQ), has three accessible color states: an oxidized transmissive, a neu...
A new and efficient chemoenzymatic route to both enantiomers of alpha '-acetoxy-alpha-methyl and gamma-hydroxy-alpha-methyl cyclic enones
Demir, Ayhan Sıtkı; Findik, H; Kose, E (Elsevier BV, 2004-03-08)
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...
A new and efficient chemoenzymatic route to both enantiomers of alpha '-acetoxy and alpha '-hydroxy-alpha-methoxy cyclic enones
Demir, Ayhan Sıtkı; Caliskan, Z; Aydin, AE; Bicer, I (Elsevier BV, 2006-03-06)
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...
A New Amperometric Alcohol Oxidase Biosensor Based on Conducting Polymer of (4,7-Dithien-2-yl-2, 1,3-benzothiadiazole)
Tanriverdi, Simla; Tuncagil, Sevinc; Toppare, Levent Kamil (Informa UK Limited, 2012-01-01)
Amperometric biosensors based on alcohol oxidase (AOX) immobilized on the conducting polymers of 3,4-ethylenedioxythiophene (PEDOT) and 4,7-dithien-2-yl-2,1,3-benzothiadiazole (TBTD) were constructed. Proposed biosensors were characterized using ethanol as the substrate and the responses were measured. Kinetic parameters, I-max, K-m and sensitivity were determined for the biosensors with or without TBTD. Optimization studies for TBTD thickness, PEDOT amount and pH were carried out. The biosensing capacity w...
A novel one-pot synthesis of ferrocenyl-substituted 1,2,4-oxadiazoles
Zora, Metin; Kelgokmen, YILMAZ (Elsevier BV, 2014-06-01)
One-pot synthesis of 5-ferrocenyl-1,2,4-oxadiazoles via the reaction between 3-ferrocenylpropynal and amidoximes is described. 3-Ferrocenylpropynal reacts with a variety of amidoximes in the presence of KOH in refluxing dioxane to afford a broad range of 5-ferrocenyl-1,2,4-oxadiazole derivatives. The reaction first produces the corresponding conjugate addition product which, upon cyclization and rearrangement, yields the targeted 1,2,4-oxadiazole. The reaction appears to be general for a diversity of amidox...
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.