Supramolecular Catalytic System Based on β-Cyclodextrin, Sodium Dodecyl Sulfate and Pralidoxime for the Hydrolysis of Paraoxon

Ruslan R. Kashapov,^@ Anastasiya A. Lykova, and Lucia Ya. Zakharova

A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, 420088 Kazan, Russian Federation

^@Corresponding author E-mail: kashapov@iopc.ru

DOI: 10.6060/mhc171145k

Macroheterocycles2018 11(2) 210-216

A set of physicochemical methods was used to study supramolecular interactions in an aqueous system based on the anionic surfactant SDS, oxime 2-PAM and macrocycle β-CD. The nature of the interactions between these components both in monomeric and aggregated forms was revealed. The kinetics of the reaction of paraoxon hydrolysis in the solutions was studied spectrophotometrically. It was found that the catalytic effect in this reaction increases in the aqueous medium if the supramolecular β-CD–SDS–2-PAM system is in the form of micellar aggregates.

References:

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1. Scherman O.A. Nature Chemistry 2009, 1, 524–525.
https://doi.org/10.1038/nchem.387

2. Zakharova L., Mirgorodskaya A., Zhiltsova E., Kudryavtseva L., Konovalov A. Reactions in Supramolecular Systems. In: Molecular Encapsulation: Organic Reactions in Constrained Systems. United Kingdom: John Wiley & Sons, 2010. p 397–420.
https://doi.org/10.1002/9780470664872.ch15

3. Letort S., Balieu S., Erb W., Gouhier G., Estour F. Beilstein J. Org. Chem. 2016, 12, 204–228.
https://doi.org/10.3762/bjoc.12.23

4. Westheimer F.H. Science 1987, 235, 1173–1178.
https://doi.org/10.1126/science.2434996

5. Kanagaraj K., Affrose A., Sivakolunthu S., Pitchumani K. Biosens. Bioelectron. 2012, 35, 452–455.
https://doi.org/10.1016/j.bios.2012.02.046

6. Zhao H., Ji X., Wang B., Wang N., Li X., Ni R., Ren J. Biosens. Bioelectron. 2015, 65, 23–30.
https://doi.org/10.1016/j.bios.2014.10.007

7. Ramaseshan R., Sundarrajan S., Liu Y., Barhate R.S., Lala N.L., Ramakrishna S. Nanotechnology 2006, 17, 2947–2953.
https://doi.org/10.1088/0957-4484/17/12/021

8. Mirgorodskaya A.B., Yackevich E.I., Kudryashova Y.R., Kashapov R.R., Solovieva S.E., Gubaidullin A.T., Antipin I.S., Zakharova L.Y., Konovalov A.I. Colloids Surf., B 2014, 117, 497–504.
https://doi.org/10.1016/j.colsurfb.2014.02.003

9. Zhiltsova E.P., Syakaev V.V., Lukashenko S.S., Timosheva A.P., Kashapov R.R., Latypov Sh.K., Zakharova L.Ya., Konovalov A.I. Fluid Phase Equilib. 2013, 360, 16–22.
https://doi.org/10.1016/j.fluid.2013.09.005

10. Gaynanova G.A., Vagapova G.I., Valeeva F.G., Vasilieva E.A., Galkina I.V., Zakharova L.Ya., Sinyashin O.G. Colloids Surf., A 2016, 489, 95–102.
https://doi.org/10.1016/j.colsurfa.2015.10.032

11. Gabdrakhamanov D.R., Samarkina D.A., Semenov V.E., Saifina L.F., Valeeva F.G., Reznik V.S., Zakharova L.Ya. Phosphorus, Sulfur Silicon Relat. Elem. 2016, 191, 1673–1675.
https://doi.org/10.1080/10426507.2016.1227820

12. Sharma R., Gupta B., Yadav T., Sinha S., Sahu A.K., Karpichev Y., Gathergood N., Marek J., Kuca K., Ghosh K.K. ACS Sustainable Chem. Eng. 2016, 4, 6962–6973.
https://doi.org/10.1021/acssuschemeng.6b01878

13. Ghosh K.K, Tiwari S., Marek J., Kuca K. Main Group Chem. 2010, 9, 337–353.

14. Kandpal N., Dewangan H.K., Nagwanshi R., Ghosh K.K., Satnami M.L. J. Mol. Liq. 2017, 243, 178–186.
https://doi.org/10.1016/j.molliq.2017.08.015

15. Valente A.J.M., Söderman O. Adv. Colloid Interface Sci. 2014, 205, 156–176.
https://doi.org/10.1016/j.cis.2013.08.001

16. Berezin I.V., Martinek K., Yatsimirski A.K. Russ. Chem. Rev. 1973, 42, 787–802.
https://doi.org/10.1070/RC1973v042n10ABEH002744

17. Samarkina D.A., Gabdrakhmanov D.R., Semenov V.E., Valeeva F.G., Nikolaev A.E., Saifina L.F., Zakharova L.Ya. Russ. J. Gen. Chem. 2017, 87, 1977–1984.
https://doi.org/10.1134/S1070363217090134

18. Fajalia A.I., Tsianou M. Colloids Surf., A 2015, 480, 91–104.
https://doi.org/10.1016/j.colsurfa.2014.12.024

19. Tsianou M., Fajalia A.I. Langmuir 2014, 30, 13754–13764.
https://doi.org/10.1021/la5013999

20. Kalisiak J., Ralph E.C., Zhan J., Cashman J.R. J. Med. Chem. 2011, 54, 3319–3330.
https://doi.org/10.1021/jm200054r

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Supramolecular Catalytic System Based on β-Cyclodextrin, Sodium Dodecyl Sulfate and Pralidoxime for the Hydrolysis of Paraoxon

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