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제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Combinatorial dansyl library and its applications to pH-responsive probes

등록일
2015년 9월 3일 14시 39분 16초
접수번호
1243
발표코드
ORGN.P-420 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 15일 (목요일) 11:00~12:30
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
홍성철, Murale Dhiraj1, 이준석2,*
과학기술연합대학원대학교(UST) 생물화학, Korea
1한국과학기술연구원(KIST) 분자인식연구센터, Korea
2한국과학기술연구원(KIST) 분자인지연구센터, Korea
1-Dimethylaminonaphthalene-5-sulfonyl chloride, called “dansyl chloride”, is a non-fluorescent reagent that can react with primary amines to produce sulfonamide fluorescent adducts with a large Stokes shift. Since its development by Weber in 1951, dansyl chloride has been widely applied as a chromatographic derivatization reagent to determine N- terminal amino acids, proteins, neurotransmitters and tissues. Despite these applications, studies on combinatorial chemistry, which is a powerful tool to find novel hit compounds for library of dansyl derivatives, are still scarce in literature. Herein, we report the first 48-membered, dansyl-based, combinatorial fluorescent library. From the electronic and structural properties of the probes, we analyzed their optical properties and chemical yields, with an average of 49 %. The molecules were examined for their pH responses, and DS-2 and DS-45 showed blue-shifts, whereas DS-7 and DS-40 showed red-shifts in wavelength with increasing pH. Finally, cell permeability was investigated by treating SNU-2292 cells. Our results demonstrate the potential application of this library in biosensors, bio-imaging and pH indicators.

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