서지주요정보
Novel polypyrrolic-based systems for the detection of biologically important molecular species = 생물학적 중요 분자 탐지를 위한 폴리피롤 화합물 기반의 새로운 시스템 연구
서명 / 저자 Novel polypyrrolic-based systems for the detection of biologically important molecular species = 생물학적 중요 분자 탐지를 위한 폴리피롤 화합물 기반의 새로운 시스템 연구 / Olga Tsay.
저자명 Tsay, Olga ; Tsay, Olga
발행사항 [대전 : 한국과학기술원, 2013].
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등록번호

8025552

소장위치/청구기호

학술문화관(문화관) 보존서고

DCH 13025

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초록정보

New A2B-type-(Mn+)-corrolate compounds (3 structural studies) that include the oxo(5,15-bis(pentafluorophenyl)-10-(R)corrolatochromium(V) [R = 2- / 3-thienyl (1a / 2a), 3-thianaphthyl (3a)] species are reported. The first examples of meso-A2(thienyl) and Cr-A2B-corrole types are represented herein. Charac-terization includes CV, EPR, 2-D (1H, 13C) NMR and UV-Vis spectroscopy, mass-spectrometry and elemental analysis. Compounds 1a-3a have enabled analyte binding capacity studies. [Cu2+???(O)Cr(cor)] binding repre-sents a new selective mode of corrole-based detection, whereas free-base A2B-corroles exhibited limited Mn+-selectivity. The 10-position substitution affects optical profiles in analyte titrations. A limited amount of PPh3 O-atom uptake from the [(O)Cr(cor)] was also demonstrated. Various R/Ar?functionalized Sn(5,10,15?tris(pentafluorophenyl)corrolate) derivatives are reported herein including the first Fc?Sn?corrolate species. The isopropyl?, sec?butyl?, 2?methyl?n?butyl?, phenyl?, 2?thienyl?, ferrocenyl?tin species have been prepared and characterized through 1H?, 13C?, 119Sn?, and HMQC?NMR spectroscopy, mass spectrometry, UV?vis spectroscopy, photoluminescent spectroscopy, and cyclic voltammetry studies. JC/H?Sn NMR spectroscopic couplings and ring?current effects (upfield shifting) were determined for the R?Sn axial protons and carbons. Such NMR spectroscopic aspects are discussed for these model systems. Compound Sn?Ph bond cleavage was achieved by treatment with I2. A novel rechargeable meso-aryl Bodipy?based Cys sensing ensemble has been developed (“turn on,” ΦF = <0.05 ? 0.72, limit of detection = 6.0 × 10?6 M) with exceptional selectivity over homocysteine, N?acetylcysteine, glutathione (GSH) and methionine. New reversible Bodipy?based zinc (II) ensemble for selective “turn?on” fluorescence sensing of ATP and PPi in aqueous media was developed. The sensing mode involves demetallation of the weakly fluorescent 1?Zn2+ by ATP and PPi, leading to fluorescence enhancement due to production of fluorescent 1. The interaction between probe and analyte was studied by different techniques, such as NMR, HRMS and fluorometric titration. The detection limits were estimated on μM range (2.4 μM for ATP and 1.0 μM for PPi), which is much lower than that in biological samples. The probe is reversible; after interaction with PPi or ATP, 1?Zn2+ can be recharged again by the addition of Zn2+. Moreover, Bodipy itself shows selectivity to Zn2+, and Bodipy?Zn2+ ensemble formation is possible in the presence of other interfering metal ions. Highly specific and sensitive fluorescence detection for hypochlorite in nonbiotic pure water (rapid “turn?on”, ~400 fold, λem ~560 nm) as well as in living neuronal cell cultures (neutral pH) involves oxidation of a 2?sulfide?2?benzoic acid pendent group in a new meso?thienyl?Bodipy Donor?Acceptor probe.

서지기타정보

서지기타정보
청구기호 {DCH 13025
형태사항 ix, 197 p. : 삽도 ; 30 cm
언어 영어
일반주기 저자명의 한글표기 : Olga Tsay
지도교수의 영문표기 : David G. Churchill
지도교수의 한글표기 : 처칠
수록잡지명 : "Synthetic, 119Sn-NMR spectroscopic, electrochemical and reactivity study of organotin A3-corrolates including chiral and ferrocenyl derivatives". Inorganic Chemistry, v.52.no.4, pp. 1991-1999(2013)
수록잡지명 : "Selective and competitive cysteine chemosensing: resettable fluorescent "turn on" aqueous detection via Cu2+ displacement and salicylaldimine hydrolysis". New J. Chem., v.36.no.10, pp. 1949-1952(2012)
학위논문 학위논문(박사) - 한국과학기술원 : 화학과,
서지주기 References : p. 190-191
주제 corrole
metallocorrole
Bodipy
metal complex
chemosensing
코롤
메탈코롤
Bodipy
메탈복합체
화학센싱
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