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  • 09월 04일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제114회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Detection of carbohydrates in aqueous solution using fluorescent chemosensors based on amino acid and peptide

2014년 9월 3일 14시 05분 43초
ORGN1-3 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
목 10시 : 00분
유기화학 - Current Trends in Organic Chemistry I: Organic Supramolecular Chemistry
저자 및
인하대학교 화학과, Korea

During the last decade, there have been many advances in the development of fluorescent chemosensors for sugar using arylboronic acid as a receptor. As the covalent interactions of arylboronic acid with sugar did not considerably change the fluorescence of the fluorophore, fluorescent chemosensors based on arylboronic acid have required certain processes for the change of fluorescence depending on the boronic acid-carbohydrate interactions such as an internal charge-transfer (ICT) process and a photoinduced electron transfer (PET) process. In recent years, we have focused on the development of chemosensors based on peptides because of hydrophilicity, biological compatibility, and binding affinity for biomolecules. We synthesized a new ratiometric sensing system based on peptides for sugars capable of controlling the pyrene monomer and excimer emissions. Amphiphilic dipeptide containing phenylboronic acid aggregated in the absence of sugars in aqueous solutions resulting in a considerable excimer emission. The covalent bonding of the phenylboronic acid of the peptide with sugar converted the aggregates into a monomer form of the complex, resulting in a decrease of excimer emission and a concomitant increase of monomer emission intensity. Fluorescent chemosensors for heparin among polysaccharides were synthesized based on heparin-binding peptides. The fluorescent peptidyl chemosensor showed a highly sensitive ratiometric response to nanomolar concentrations of heparin in aqueous solutions and in biological samples containing human serum. The detection limit was 34 pM for heparin in an aqueous buffer solution containing 5% human serum. The results indicated that peptide-base chemosensor provided a potential tool for monitoring sugar in aqueous buffered solutions.