Optical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore

Mukesh Eknath Shirbhate; Seongyeon Kwon; Ayoung Song; Seungha Kim; Dayeh Kim; Haofei Huang; Youngmee Kim; Hanna Lee; Sung Jin Kim; Mu Hyun Baik; Juyoung Yoon; Kwan Mook Kim

doi:10.1021/jacs.9b13232

Optical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore

Mukesh Eknath Shirbhate
, Seongyeon Kwon
, Ayoung Song
, Seungha Kim
, Dayeh Kim
, Haofei Huang
, Youngmee Kim
, Hanna Lee
, Sung Jin Kim
, Mu Hyun Baik
, Juyoung Yoon
, Kwan Mook Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both circular dichroism and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcohols. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcohols and quantitatively indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe.

Original language	English
Pages (from-to)	4975-4979
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	142
Issue number	11
DOIs	https://doi.org/10.1021/jacs.9b13232
State	Published - 18 Mar 2020

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Copyright © 2020 American Chemical Society

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title = "Optical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore",

abstract = "A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both circular dichroism and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcohols. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcohols and quantitatively indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe.",

author = "Shirbhate, \{Mukesh Eknath\} and Seongyeon Kwon and Ayoung Song and Seungha Kim and Dayeh Kim and Haofei Huang and Youngmee Kim and Hanna Lee and Kim, \{Sung Jin\} and Baik, \{Mu Hyun\} and Juyoung Yoon and Kim, \{Kwan Mook\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society",

year = "2020",

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doi = "10.1021/jacs.9b13232",

language = "English",

volume = "142",

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T1 - Optical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore

AU - Shirbhate, Mukesh Eknath

AU - Kwon, Seongyeon

AU - Song, Ayoung

AU - Kim, Seungha

AU - Kim, Dayeh

AU - Huang, Haofei

AU - Kim, Youngmee

AU - Lee, Hanna

AU - Kim, Sung Jin

AU - Baik, Mu Hyun

AU - Yoon, Juyoung

AU - Kim, Kwan Mook

PY - 2020/3/18

Y1 - 2020/3/18

N2 - A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both circular dichroism and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcohols. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcohols and quantitatively indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe.

AB - A novel multifunctional aminophenylboronic acid connected to a diphenylketone gives both circular dichroism and fluorescence signals by in situ generation of a BODIPY-like chromophore in the presence of aminoalcohols. DFT calculations were used to understand the role of each functional group in the mechanism. This new sensor can distinguish different aminoalcohols and quantitatively indicate the concentration of the substrate, allowing for the convenient determination of the ee of racemic mixtures with a single probe.

UR - https://www.scopus.com/pages/publications/85081681803

U2 - 10.1021/jacs.9b13232

DO - 10.1021/jacs.9b13232

M3 - Article

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AN - SCOPUS:85081681803

SN - 0002-7863

VL - 142

SP - 4975

EP - 4979

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 11

ER -

Optical and Fluorescent Dual Sensing of Aminoalcohols by in Situ Generation of BODIPY-like Chromophore

Abstract

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