Benzoisothiazole-1,1-dioxide-based synthetic receptor for zinc ion recognition in aqueous medium and its interaction with nucleic acids

ABSTRACT

Benzoisothiazole-1,1-dioxide-based synthetic receptor was prepared by two step synthesis in 92 % overall yield. Its applicability for the determination of Zn(II) and interction with nucleic acids was studied by absorption spectroscopy. Obtained data, specifically low limit of detection, 0.15 µM (R² = 0.9933), showed the high potential of the tested structure motif for the recognition and determination of Zn(II) ions in aqueous media (water:DMSO; 99:1 (ν/ν)). Alone receptor displayed orderly strongly RNA affinity. Value of LogK was 6.1 and 4.9 for its complex (1:1) with RNA and DNA, respectively. Nevertheless, in presence of complexed Zn(II) ions, its DNA affinity (represent by K, LogK = 5.7) strongly grow to near value obtained for its interaction with RNA. On the other hand, its RNA affinity (LogK = 5.9) displayed not significantly change in the presence of complexed one.

Graphical Abstract

KEYWORDS:

• Chelator
• hydrazone
• nucleic acid
• zinc ions

Acknowledgments

This work was supported by the Ministry of Education, Youth and Sports of the Czech Republic within the National Sustainability Program II [Project BIOCEV-FAR, LQ1604] and by the project ‘‘BIOCEV’’ [CZ.1.05/1.1.00/02.0109]; the Technology Agency of the Czech Republic [project TE01020028]; Charles University in Prague [UNCE 204011/2012 and PRVOUK P24/LF1/3]. This work was also supported by the “Operational Programme Prague – Competitiveness” (CZ.2.16/3.1.00/21537) and the “National Programme of Sustainability I” - NPU I (LO1601 - No.: MSMT-43760/2015). Besides, we also thank for the financial support of this work the Ministry of Education, Youth and Sports of the Czech Republic grant no. LM201564 (EATRIS-CZ). This work was also supported by Ministry of Agriculture of Czech republic [QJ1610515] and Ministry of Industry and Trade [FV20572].

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the Technology Agency of the Czech Republic [project TE01020028]; Operational Programme Prague – Competitiveness [CZ.2.16/3.1.00/21537]; Ministry of Education, Youth and Sports of the Czech Republic [BIOCEV-FAR, CZ.1.05/1.1.00/02.0109, LM201564, LQ1604] and National Programme of Sustainability [MSMT-43760/2015]; Charles University in Prague [PRVOUK P24/LF1/3, UNCE 204011/2012]; Ministry of Agriculture of Czech Republic (QJ1610515)