A Highly Sensitive and Selective Fluorescent Probe for the Detection of Cerium(III) Using Tridentate Based-Oxazolidine: Experimental and DFT Investigations

Malinee Promkatkaew; Laksamee Chaicharoenwimolkul Chuaitammakit; Kitiya Naree; Jinnapus Sillapa; Sopanat Kongsriprapan

doi:10.1007/s10895-022-03043-9

A Highly Sensitive and Selective Fluorescent Probe for the Detection of Cerium(III) Using Tridentate Based-Oxazolidine: Experimental and DFT Investigations

J Fluoresc. 2023 Jan;33(1):145-152. doi: 10.1007/s10895-022-03043-9. Epub 2022 Oct 27.

Authors

Malinee Promkatkaew¹, Laksamee Chaicharoenwimolkul Chuaitammakit², Kitiya Naree¹, Jinnapus Sillapa¹, Sopanat Kongsriprapan³

Affiliations

¹ Faculty of Science at Si Racha, Kasetsart University, Si Racha Campus, 20230, Chonburi, Thailand.
² Chemistry Faculty of Science and Technology, Suratthani Rajabhat University, 272 Moo 9, Surat- Nasan Road., Khuntale, Surat Thani, 84100, Muang, Thailand.
³ Faculty of Science at Si Racha, Kasetsart University, Si Racha Campus, 20230, Chonburi, Thailand. sfscispk@ku.ac.th.

PMID: 36301442
DOI: 10.1007/s10895-022-03043-9

Abstract

A new fluorescent sensor based on oxazolidine derivative, (2-(pyridin-2-yl)oxazolidine-4,4-diyl)dimethanol; TN), was designed and synthesized successfully in high yield (82%) under Schiff base reaction. The structural elucidation of the sensor has been confirmed by Infrared Spectroscopy, Nuclear Magnetic Resonance Spectroscopy, and High Resolution Mass Spectrometry - Electrospray Ionization - Time of Flight. The designed TN sensor exhibited high sensitivity and selectivity towards an aqueous solution of cerium(III) over various metal ions under biologically relevant conditions (100.0 mM HEPES buffer pH 7.4). The limit of detection (LOD) was reported as 54.0 nM. The geometry of tridentate based-oxazolidine (TN) and its coordination of cerium(III) (TN-Ce³⁺) was proven by using the density functional theory (DFT) calculations. The highest occupied molecular orbital - lowest unoccupied molecular orbital energy gap was decreased when TN-Ce³⁺ is formed. The results indicated that TN can be used as a fluorescent probe for high sensitivity and selectivity detection of cerium(III) ions.

Keywords: Cerium(III); DFT; Schiff base; Selectivity; Sensor.

Grants and funding

P-3.2(D)155.61/Kasetsart University Research and Development Institute