Pyrene-phenylglycinol linked reversible ratiometric fluorescent chemosensor for the detection of aluminium in nanomolar range and its bio-imaging

J Prabhu; K Velmurugan; A Raman; N Duraipandy; M S Kiran; S Easwaramoorthi; Lijun Tang; R Nandhakumar

doi:10.1016/j.aca.2019.09.008

Pyrene-phenylglycinol linked reversible ratiometric fluorescent chemosensor for the detection of aluminium in nanomolar range and its bio-imaging

Anal Chim Acta. 2019 Dec 20:1090:114-124. doi: 10.1016/j.aca.2019.09.008. Epub 2019 Sep 5.

Authors

J Prabhu¹, K Velmurugan¹, A Raman², N Duraipandy³, M S Kiran³, S Easwaramoorthi⁴, Lijun Tang⁵, R Nandhakumar⁶

Affiliations

¹ Department of Chemistry, Karunya Institute of Technology and Sciences (Deemed-to-be University), Karunya Nagar, Coimbatore, 641 114, India.
² Inorganic & Physical Chemistry Laboratory, CSIR-Central Leather Research Institute, Adyar, India; Academy of Scientific and Innovative Research (AcSIR), CSIR-CLRI Campus, Chennai 600 020, India.
³ Academy of Scientific and Innovative Research (AcSIR), CSIR-CLRI Campus, Chennai 600 020, India; Biomaterials Laboratory, CSIR-Central Leather Research Institute, Adyar, India.
⁴ Inorganic & Physical Chemistry Laboratory, CSIR-Central Leather Research Institute, Adyar, India; Academy of Scientific and Innovative Research (AcSIR), CSIR-CLRI Campus, Chennai 600 020, India. Electronic address: [email protected].
⁵ College of Chemistry and Chemical Engineering, Liaoning Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University, Jinzhou 121013, PR China. Electronic address: [email protected].
⁶ Department of Chemistry, Karunya Institute of Technology and Sciences (Deemed-to-be University), Karunya Nagar, Coimbatore, 641 114, India. Electronic address: [email protected].

PMID: 31655636
DOI: 10.1016/j.aca.2019.09.008

Abstract

Pyrene-phenylglycinol tangled ratiometric sensor (R)-1 was developed for the detection of Al³⁺ ion over other metal ions. Ratiometric behaviour of (R)-1 for Al³⁺ ion explained through monomer emission and excimer quenching leads to avoiding the π-π interactions of bis-pyrene rings. Pull-push to push-pull binding mechanism is successfully explained by DFT and sensing of Al³⁺-ions demonstrated in living cells. The LOD of (R)-1 for Al³⁺ downs to nanomolar concentrations which is lower than the allowed concentration of drinking water set by the (World Health Organization) WHO.

Keywords: Aluminium; Bioimaging; Bis-pyrene; Pull-push; Ratiometric.

MeSH terms

Aluminum / analysis*
Cell Line
Ethanolamines / chemical synthesis
Ethanolamines / chemistry*
Ethanolamines / toxicity
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Fluorescent Dyes / toxicity
Humans
Microscopy, Fluorescence / methods
Pyrenes / chemical synthesis
Pyrenes / chemistry*
Pyrenes / toxicity
Spectrometry, Fluorescence / methods

Substances

Ethanolamines
Fluorescent Dyes
Pyrenes
N-phenylethanolamine
Aluminum