Synthesis of a Flavone Based Fluorescent Probe Bearing a Nitroolefin Moiety for Selective Detection of Cysteine

Authors

Al-Busafi Saleh N., College of Science, Sultan Qaboos University, P.O. Box 36, PC 123, Al-Khoud, Muscat, Sultanate of Oman
Al-Hamami Nadia M., College of Science, Sultan Qaboos University, P.O. Box 36, PC 123, Al-Khoud, Muscat, Sultanate of Oman
O. Suliman Fakhr Eldin, College of Science, Sultan Qaboos University, P.O. Box 36, PC 123, Al-Khoud, Muscat, Sultanate of Oman
Varghese Beena, College of Science, Sultan Qaboos University, P.O. Box 36, PC 123, Al-Khoud, Muscat, Sultanate of Oman

Abstract

In this paper, we report the synthesis, characterization and investigation of the optical properties of a new fluorescent probe, 4ʹ-nitroolefinylflavone (4ʹ-NOF) 1, based on a flavone skeleton and bearing a nitroolefin moiety. Upon the addition of cysteine, a remarkable fluorescence enhancement (200 fold) was observed for probe 1 accompanied with a slight blue shift from 457 nm to 459 nm. The prepared probe displays high selectivity and sensitivity towards cysteine over other amino acids. The Michael addition of cysteine to probe 1 was confirmed by 1H-NMR spectroscopy. The detection limit of probe 1 towards cysteine was found to be 1.63 μΜ, a lower concentration than the normal human cysteine level, 30-200 μΜ.

Recommended Citation

N., Al-Busafi Saleh; M., Al-Hamami Nadia; Eldin, O. Suliman Fakhr; and Beena, Varghese (2018) Synthesis of a Flavone Based Fluorescent Probe Bearing a Nitroolefin Moiety for Selective Detection of Cysteine, Sultan Qaboos University Journal For Science: Vol. 23: Iss. 2, 85-94.
DOI: https://doi.org/10.24200/squjs.vol23iss2pp85-94
Available at: https://squjs.squ.edu.om/squjs/vol23/iss2/4