Chiral fluorescence polyethers based on BINOL for enantioselective recognition of phenylalanine anion

Zhao, Chunhui; Ouyang, Kunfu; Zhang, Jin; Yang, Nuo

doi:10.1016/j.polymer.2016.04.013

Cited by 4 publications

(2 citation statements)

References 38 publications

(39 reference statements)

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“…Chiral receptor designing and synthesis for molecular recognition studies of chiral guests such as carboxylic acids, amines, amino alcohols and amino acids have become increasingly an important topic in chiral recognition [1,2]. Since the significance of chiral recognition is inevitable for the biomolecules such as proteins, carbohydrates and nucleic acids that play a vital role in nature and thereby our life, the development of chiral receptors has drawn attention in agrochemical, pharmaceutical, food and fragrance industries to ensure the quality of the end products by eliminating undesired enantiomers with useless/harmful activities [3,4].…”

Section: Introductionmentioning

confidence: 99%

Triazin bazlı kiral floresans bileşiklerin sentezi ve enantiyomerik tanınma çalışmaları

Halay¹,

Bozkurt²

2018

Balıkesir Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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In this study novel fluorescence active, two triazine based thiazole ,5-triazine with chiral aminoalcohol groups were synthesized conveniently. Their enantiomeric recognition abilities toward the enantiomers of carboxylic acids such as mandelic acid and 2-chloromandelic acid were examined in DMSO/H 2 O (30:70) system using fluorescence spectroscopy. It was observed that DMSO solutions of chiral selectors showed no fluorescence emission while the emission increased 38 and 43 fold in 95% H 2 O for butan-1-ol and diphenylethanol derivatives, respectively similar with the aggregation-induced emission (AIE) characterized compounds. In the light of the experiment results, it was determined that the R-isomers of carboxylic acids formed more favourable complexes with the chiral selectors when compared to S-isomers. ) sisteminde floresans spektroskopisi aracılığıyla incelendi. Kiral seçicilerin DMSO çözeltileri floresans emisyonu göstermez iken, %95 su yüzdesine çıkıldığında, agregasyona bağlı emisyon karakterli bileşiklere benzer olarak emisyonun sırasıyla bütan-1-ol ve difeniletanol türevleri için 38 ve 43 kat arttığı gözlemlendi. Deney sonuçları ışığında, karboksilik asitlerin R-izomerlerinin, S-izomerleri ile karşılaştırıldığında kiral seçiciler ile daha uygun kompleksler oluşturduğu saptandı.Anahtar kelimeler: Kiral tanınma, floresans, triazin, tiyazol, hidrojen bağı, karboksilik asit, kümelenmeye dayalı emisyon.

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Section: Introductionmentioning

confidence: 99%

Triazin bazlı kiral floresans bileşiklerin sentezi ve enantiyomerik tanınma çalışmaları

Halay¹,

Bozkurt²

2018

Balıkesir Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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“…In order to recognize and analyze α-amino acid enantiomers, many techniques have been developed, such as nuclear magnetic resonance (NMR) spectroscopy, 9 high-performance liquid chromatography (HPLC), 10 circular dichroism (CD), 11 fluorescence spectroscopy, 12 capillary electrophoresis, 13,14 colorimetric analysis, 15,16 and electrochemical method. 4,17,18 However, these methods suffer from several drawbacks such as require corresponding chiral selection agents, require expensive instrumentation, long analysis times, higher detection limits, low sensitivity, high cost of analysis, and lack of portability.…”

mentioning

confidence: 99%

An enzyme Biosensor Based on Organic Transistors for Recognizing α-Amino Acid Enantiomers

Zhang

et al. 2020

J. Electrochem. Soc.

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The chiral recognition of α-amino acids has attracted considerable interest because different enantiomeric amino acids show differences in their biological behavior and pharmacological activity. An organic electrochemical transistor (OECT)-based biosensor modified with L-amino acid oxidases (L-AAODX) was fabricated and successfully used as a biosensor for enantioselectively discriminating α-amino acids, such as D/L-tryptophan (D/L-Trp), D/L-tyrosine (D/L-Tyr) and D/L-phenylalanine (L-Phe) with high performance because L-AAODX selectively catalyzed the oxidation of L-Trp, L-Tyr, and L-Phe along with the amplification of OECT. The biosensor showed a sensitivity of 19.67 μA/μM with a LOD of 10 nM (S/N > 3) over the range of 10 nM to 30 μM for L-Trp, 16.71 μA/μM with a LOD of 2 nM (S/N >3) over the range of 2 nM to 30 μM for L-Tyr and 15.51 μA/μM with a LOD of 10 nM (S/N > 3) over the range of 30 nM to 30 μM for L-Phe. Furthermore, the biosensor can both be used for the chiral recognition of Trp, Tyr and Phe, and distinguish L-amino acids from its interferences (e.g., Glu, UA, L-Asp, L-Lys and L-Glu) and common metal ions (K+, Na+ and Fe3+).

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Chirality detection of amino acid enantiomers by organic electrochemical transistor

Zhang

Wang

Xiong

et al. 2018

Biosensors and Bioelectronics

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Chiral fluorescence polyethers based on BINOL for enantioselective recognition of phenylalanine anion

Cited by 4 publications

References 38 publications

Triazin bazlı kiral floresans bileşiklerin sentezi ve enantiyomerik tanınma çalışmaları

Triazin bazlı kiral floresans bileşiklerin sentezi ve enantiyomerik tanınma çalışmaları

An enzyme Biosensor Based on Organic Transistors for Recognizing α-Amino Acid Enantiomers

Chirality detection of amino acid enantiomers by organic electrochemical transistor

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