Synthesis and application of chelated complexes [Zn(L-arg)2(H2O)] and [[Zn(L-arg)2(H2O)](SO4)]2– as chiral selectors

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

By interaction of compounds Zn(II) and L-arginine (L-Arg) the chelated complexes [Zn(L-arg)2(H2O)] (I) and [[Zn(L-arg)2(H2O)](SO4)]2– (II) (L-arg is a deprotonated form of L-Arg) were synthesized. The structure of the obtained complexes was established by IR spectroscopy by comparing the experimental and theoretical IR spectra using quantum chemical modeling. Complexes I and II were studied as chiral selectors of enantioselective voltammetric sensors. It was shown that I exhibits better enantioselective compared to II. By DFT method, it was found that the difference in the exhibited enantioselectivity of complexes I and II can be due of the geometric isomerism of chelate compounds and the peculiarities of the coordination of the obtained complexes with the analyte molecule.

全文:

受限制的访问

作者简介

R. Gizatov

Ufa University of Science and Technology

Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

Yu. Teres

Ufa University of Science and Technology

Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

M. Galimov

Ufa University of Science and Technology

Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

E. Bulysheva

Ufa University of Science and Technology

Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

T. Berestova

Ufa University of Science and Technology

编辑信件的主要联系方式.
Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

R. Zilberg

Ufa University of Science and Technology

Email: berestovatv@gmail.com
俄罗斯联邦, Ufa

参考

  1. Wojciechowska A., Janczak J., Rytlewski P. et al. // J. Mol. Struct. 2023. V. 1276. P. 134776.
  2. Fita I., Campos J.L., Puigjaner L.C. et al. // J. Mol. Biol. 1983. V. 167. P. 157.
  3. Yamauchi O., Odani A., Takani M. // Dalton Trans. 2002. V. 18. P. 3411.
  4. Chow S.T., McAuliffe C.A. // J. Inorg. Nucl. Chem. 1975. V. 37. № 4. P. 1059.
  5. Altowyan M.S., Yousri A., Albering J.H. et al. // Crystals. 2023. V. 13. № 9. P. 1375
  6. Tainer J.A., Getzoff E.D., Richardson J.S., Richardson D.C. // Nature. 1983. V. 306. № 5940. P. 284.
  7. Getzoff E.D., Tainer J.A., Weiner P.K. et al. // Nature. 1983. V. 306. № 5940. P. 287.
  8. Zil’berg R.A., Zagitova L.R., Vakulin I.V. et al. // J. Anal. Chem. 2021. V. 76. Р. 1438.
  9. Yarkaeva Y.A., Maistrenko V.N., Zagitova L.R. et al. // J. Electroanal. Chem. 2021. V. 903. Р. 115839.
  10. Maistrenko V.N., Zil’berg R. // J. Anal. Chem. 2020. V. 75. Р. 1514.
  11. Maistrenko V.N., Sidel’nikov A.V., Zil’berg R.A. // J. Anal. Chem. 2018. V. 73. Р. 1.
  12. Zou J., Zhao G.-Q., Zhao G.-L., Yu J.-G. // Coord. Chem. Rev. 2022. V. 471. Р. 214732.
  13. Niu X., Yang X., Li H., Liu J., Liu Z., Wang K. // Microchim. Acta. 2020. V. 187. Р. 676.
  14. Salinas G., Niamlaem M., Kuhn A. Arnaboldi S. // Curr. Opin. Colloid Interface Sci. 2022. V. 61. Р. 101626.
  15. Laurie S.H. Handbook of Metal–Ligand Interactions in Biological Fluids — Bioinorganic Chemistry. New York, 1995. V. 1. P. 603.
  16. Clarke E.R., Martell A.E. // J. Inorg. Nucl. Chem. 1970. V. 32. № 3. P. 911.
  17. Bottari E., Festa M.R., Gentile L. // Monatsh. Chem. 2014. V. 145. P. 1707.
  18. Deschamps P., Kulkarni P.P., Sarkar B.X. // Inorg. Chem. V. 43. № 11. P. 2004
  19. Schug K.A., Lindner W. // Chem. Rev. 2005. V. 105. P. 67.
  20. Ohata N., Masuda H., Yamauchi O. // Kobunshi Ronbunshu. 2000. V. 57. № 4. P. 167.
  21. Ohata N., Masuda H., Yamauchi O. // Inorg. Chim. Acta. 2000. V. 300–302. P. 749.
  22. Ohata N., Masuda H., Yamauchi O. // Inorg. Chim. Acta. 1999. V. 286. P. 37.
  23. Duarte M.T.L.S., Carrondo M.A.A.F.D.C.T., Simões Gonçalves M.L.S. et al. // Inorg. Chim. Acta. 1986. V. 124. P. 41.
  24. Musioł1 K., Janczak J., Helios K. et al. // Res. Chem. Intermed. 2023. V. 49. P. 3563.
  25. Yamauchi O., Odani A., Takanic M. // Dalton Trans. 2002. P. 3411.
  26. Ohata N., Masuda H., Yamauchi O. // Angew. Chem. Int. Ed. 1996. V. 35. P. 531.
  27. Alikhani M., Hakimi M., Moeini K. et al. // J. Inorg. Organomet. Polym. 2020. V. 30. P. 2907.
  28. Köse D.A., Toprak E., Avcl E., Avcl G.A. // J. Chin. Chem. Soc. 2014. V. 61 P. 881.
  29. Wojciechowska A., Kochel A., Duczmal M. // Mater. Chem. Phys. 2016. V. 182. P. 472.
  30. Alagha A., Brown D.A., Elawad M et al. // Inorg. Chim. Acta. 2011. V. 377 P. 185.
  31. Zilberg R.A., Teres J.B., Bulysheva E.O. et al. // Electrochim. Acta. 2024. V. 492. Р. 144334.
  32. Zilberg R.A., Berestova T.V., Gizatov R.R. et al. // Inorganics. 2022. V. 10. Р. 117.
  33. Yang M.-X., Zhou M.-J., Cao J.-P. // RSC Adv. 2020. V. 10. Р. 13759.
  34. Chen X., Zhang S., Shan X. et al. // Anal. Chim. Acta. 2019. V. 1072. P. 54.
  35. Zilberg R.A., Teres Y.B., Zagitova L.R. et al. // Anal. Control. 2021. V. 25. Р. 193.
  36. Berestova T.V., Khursan S.L., Mustafin A.G. // J. Spectrochim. Acta. 2020. V. 229. Р. 117950.
  37. Berestova T.V., Gizatov R.R., Galimov M.N., Mustafin A.G. //J. Mol. Struct. 2021. V. 1236. Р. 130303.
  38. Zhao Y., Truhlar D.G. // J. Theor. Chem. Acc. 2008. V. 120. Р. 215.
  39. Yoon U., Kim J., Kim S.H., Jeong K. // RSC Adv. 2024. V. 14. Р. 1051.
  40. Frisch M.J., Trucks G.W., Schlegel H.B. et al. Gaussian 09. Revision D.01. Wallingford (CT): Gaussian Inc., 2016. https://gaussian.com/g09citation
  41. Andrienko G.A. Chemcraft — graphical software for visualization of quantum chemistry computations. Version 1.8, build 682. https://www.chemcraftprog.com
  42. Hu C., Xiang C., Zhangqiang Y. Patent CN108383746A, 2018, C07C 229/76, C07C 227/18.
  43. Berestova T.V., Kuzina L.G., Amineva N.A. et al. // J. Mol. Struct. 2017. V. 1137. P. 260.
  44. Kolesov S.V., Gurinaand M.S., Mudarisova R.K. // Polym. Sci. A. 2019. V. 61. P. 253.
  45. Berestova T.V., Nosenko K.N., Lusina O.V. et al. // J. Struct. Chem. 2020. V. 61. P. 1876.

补充文件

附件文件
动作
1. JATS XML
下载
2. Fig. 1. Energy parameters of trans- and cis-isomers of the [Zn(L-arg)2(H2O)] complex.

下载 (138KB)
索引源数据
3. Fig. 2. Experimental (red) and theoretical (black) IR spectra of trans- and cis-dimensions of the [Zn(L-arg)2(H2O)] complex in the region of characteristic absorption bands.

下载 (262KB)
索引源数据
4. Fig. 3. Experimental (blue) and theoretical (black) IR spectra of complexes IIa (a) and IIb (b) in the region of characteristic absorption bands.

下载 (247KB)
索引源数据
5. Fig. 4. Differential-pulse voltammograms of 1 mM solutions of enantiomers of biologically active substances on different electrodes: (a, b, c) GCE/PEC-trans-[Zn(L-arg)2(H2O)] and (d, d, e) GCE/PEC-cis-[[Zn(L-arg)2(H2O)](SO4)]2− (phosphate buffer solution with pH 6.86, potential scan rate 0.2 V/s).

下载 (363KB)
索引源数据
6. Fig. 5. Quatovochemical modeling of the intermediates trans-[[Zn(L-arg)2(H2O)](SO4)]2– (a), cis-[[Zn(L-arg)2(H2O)](SO4)]2– (b), trans-[Zn(L-arg)2(H2O)] Tyr (c) and cis-[Zn(L-arg)2(H2O)] Tyr (d).

下载 (346KB)
索引源数据
7. Fig. 6. Energy parameters of the intermediates trans-[[Zn(L-arg)2(H2O)](SO4)]2– and cis-[[Zn(L-arg)2(H2O)](SO4)]2– (a), trans-[Zn(L-arg)2(H2O)] Tyr and cis-[Zn(L-arg)2(H2O)] Tyr (b).

下载 (332KB)
索引源数据
8. Scheme 1. Synthesis of complexes [Zn(L-arg)2(H2O)] (I) and [[Zn(L-arg)2(H2O)](SO4)]2– (II).

下载 (110KB)
索引源数据

版权所有 © Российская академия наук, 2025