Selective fluorescent recognition of Zn2+ by using chiral binaphthol-pyrene probes

Mukesh Eknath Shirbhate, Yerin Jeong, Gyeongju Ko, Gain Baek, Gyoungmi Kim, Yong Uk Kwon, Kwan Mook Kim, Juyoung Yoon

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

The bis-binaphthol-pyrene derivative 1 (R isomer) and 2 (S isomer) selectively sense Zn2+ by undergoing a reversible fluorescent emission enhancement at 550 nm. Moreover, upon addition of Zn2+, the magnitude of the peak in the CD spectrum of 1 at 289 nm increases and the intensity of the peak at 272 nm decreases. Opposite changes were observed for 2 upon the addition Zn2+. The distinctive fluorescence and ratiometric CD spectral changes are attributed to a change in the dihedral angle between the binaphthol groups in 1 and 2 caused by Zn2+ binding. Probe 1 was further employed to image Zn2+ in cells.

Original languageEnglish
Pages (from-to)29-35
Number of pages7
JournalDyes and Pigments
Volume167
DOIs
StatePublished - Aug 2019

Bibliographical note

Funding Information:
This study was supported financially by a grant from the National Creative Research Initiative Program of the National Research Foundation of Korea , which is funded by the Korean government (MSIP) (No. 2012R1A3A2048814 ). K.M.K. thanks to the National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIP) (NO. NRF-2017R1A2B2009672 ). The Korea Basic Science Institute is acknowledged for the LC/MS data. FAB mass spectral data were obtained from the Korea Basic Science Institute on a Jeol JMS 700 high resolution mass spectrometer.

Funding Information:
This study was supported financially by a grant from the National Creative Research Initiative Program of the National Research Foundation of Korea, which is funded by the Korean government (MSIP) (No. 2012R1A3A2048814). K.M.K. thanks to the National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIP) (NO. NRF-2017R1A2B2009672). The Korea Basic Science Institute is acknowledged for the LC/MS data. FAB mass spectral data were obtained from the Korea Basic Science Institute on a Jeol JMS 700 high resolution mass spectrometer.

Publisher Copyright:
© 2019 Elsevier Ltd

Keywords

  • Binapthol
  • Circular dichroism
  • Fluorescent chemosensor for Zn
  • Fluorescent probe for Zn
  • Zn imaging in cells

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