Skip to main content
SpringerLink
Log in

Chiral Chromatography and Determination of Chiral Molecules: Past, Present, and Future Perspectives

  • REVIEWS
  • Published:
Journal of Analytical Chemistry Aims and scope Submit manuscript

Abstract

Chirality plays a vital role in the lives of humans, plants, and animals because various proteins, amino acids, hormones, enzymes are chiral in nature. It is important in different areas such as agriculture, medicine, food, and chemical industries. Chiral compounds may have varying pharmacodynamic and pharmacokinetic parameters, as well as pharmacological and toxic characteristics. Because of their advantages in terms of potency and safety, enantiomerically pure chiral compounds are increasingly being developed by the pharmaceutical industry. This is reinforced by the development of novel methods for enantioselective chiral chemical synthesis as well as the ability of enantioselective analytical methods to identify and quantify small enantiomeric impurities in the presence of a significant excess of another enantiomer. This work aims to offer a short overview on the essential principle of chiral separations on a quantitative scale through this article. In addition, this article includes various types of chiral stationary phases and their applications. Furthermore, gas and liquid chromatography are also discussed as analytical methods used for the separation of chiral compounds.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.

REFERENCES

  1. Nguyen, L.A. and Pham-Huy, C., Int. J. Biomed. Sci., 2006, vol. 2, p. 85. https://doi.org/10.1016/j.chroma.2009.10.022

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Prabhu, P.S. and Kurian, M., Int. J. Res. Pharm. Chem., 2016, vol. 6, no. 3, p. 476.

    CAS  Google Scholar 

  3. Welch, C.J., in Preparative Enantioselective Chromatography, Oxford: Blackwell, 2007, p. 693.

    Google Scholar 

  4. Ahuja, S., Int. J. Biomed. Sci., 1991, vol. 4, p. 1.

    Google Scholar 

  5. Ward, T.J., Anal. Chem., 2012, vol. 84, p. 626. https://doi.org/10.1021/ac202892w

    Article  CAS  PubMed  Google Scholar 

  6. Lepri, L. and Del Bubba, M., in Encyclopedia of Separation Science, Amsterdam: Elsevier, 2000, p. 2426. https://doi.org/10.1016/B0-12-226770-2/02671-5

  7. Armstrong, D.W., J. Chin. Chem. Soc., 1998, vol. 45, p. 581. https://doi.org/10.1002/jccs.199800088

    Article  CAS  Google Scholar 

  8. Henderson, G.M. and Rule, H.G., Nature, 1938, vol. 141, p. 917. https://doi.org/10.1038/141917b0

    Article  CAS  Google Scholar 

  9. Hesse, G. and Hagel, R., Chromatographia, 1976, vol. 9, p. 62. https://doi.org/10.1007/BF02269220

    Article  CAS  Google Scholar 

  10. Saleem, Ali K., Hussain, I., Gaitonde, V.D., and Aboul-Enein, H.Y., Sep. Purif. Rev., 2009, vol. 38, p. 97. https://doi.org/10.1080/15422110802589916

    Article  CAS  Google Scholar 

  11. Ribeiro, J., Tiritan, M., Pinto, M., and Fernandes, C., Symmetry, 2017, vol. 9, p. 190. https://doi.org/10.3390/sym9090190

    Article  CAS  Google Scholar 

  12. Chen, X, Yamamoto, C., and Okamoto, Y., Pure Appl. Chem., 2007, vol. 79, p. 1561. https://doi.org/10.1351/pac200779091561

    Article  CAS  Google Scholar 

  13. Chankvetadze, B., J. Chromatogr. A, 2012, vol. 1269, p. 26. https://doi.org/10.1016/j.chroma.2012.10.033

    Article  CAS  PubMed  Google Scholar 

  14. Lämmerhofer, M., J. Chromatogr. A, 2010, vol. 1217, p. 814. https://doi.org/10.1016/j.chroma.2009.10.022

    Article  CAS  PubMed  Google Scholar 

  15. Okamoto, Y., Kawashima, M., and Hatada, K., J. Am. Chem. Soc., 1984, vol. 106, p. 5357. https://doi.org/10.1021/ja00330a057

    Article  CAS  Google Scholar 

  16. Park, J.H., Whang, Y.C., Jung, Y.J., Okamoto, Y., Yamamoto, C., Carr, P.W., and McNeff, C.V., J. Sep. Sci., 2003, vol. 26, p. 1331. https://doi.org/10.1002/jssc.200301544

    Article  CAS  Google Scholar 

  17. Ali, I. and Aboul-Enein, H., Curr. Pharm. Anal., 2007, vol. 3, p. 71. https://doi.org/10.2174/157341207779802368

    Article  CAS  Google Scholar 

  18. Ikai, T. and Okamoto, Y., Chem. Rev., 2009, vol. 109, p. 6077. https://doi.org/10.1021/cr8005558

    Article  CAS  PubMed  Google Scholar 

  19. AL-Othman, Z.A., Ali, I., Asim, M., and Khan, T., Comb. Chem. High Throughput Screening, 2012, vol. 15, p. 339. https://doi.org/10.2174/138620712799361843

    Article  CAS  Google Scholar 

  20. Francotte, E. and Huynh, D., J. Pharm. Biomed. Anal., 2002, vol. 27, p. 421. https://doi.org/10.1016/S0731-7085(01)00568-4

    Article  CAS  PubMed  Google Scholar 

  21. Okamoto, Y., Aburatani, R., and Hatada, K., J. Liq. Chromatogr., 1987, vol. 10, p. 1613. https://doi.org/10.1080/01483918708066791

    Article  CAS  Google Scholar 

  22. Witte, D.T., Bruggeman, F.J., Franke, J.P., Copinga, S., Jansen, J.M., and De Zeeuw, R.A., Chirality, 1993, vol. 5, p. 545. https://doi.org/10.1002/chir.530050711

    Article  CAS  Google Scholar 

  23. Franco, P., Senso, A., Oliveros, L., and Minguillón, C., J. Chromatogr. A, 2001, vol. 906, p. 155. https://doi.org/10.1016/S0021-9673(00)00531-8

    Article  CAS  PubMed  Google Scholar 

  24. Han, M., Jin, X., Yang, H, Liu, X., and Liu, Y., Carbohydr. Polym., 2017, vol. 172, p. 223. https://doi.org/10.1016/j.carbpol.2017.05.049

    Article  CAS  PubMed  Google Scholar 

  25. Shen, J., Wang, F., Bi, W., Liu, B., Liu, S., and Okamoto, Y., J. Chromatogr. A, 2018, vol. 1572, p. 54. https://doi.org/10.1016/j.chroma.2018.08.032

    Article  CAS  PubMed  Google Scholar 

  26. Mei, X.M., Chen, W., and Bai, Z.W., J. Sep. Sci., 2017, vol. 40, p. 1710. https://doi.org/10.1002/jssc.201700032

    Article  CAS  PubMed  Google Scholar 

  27. Moldoveanu, S.C. and David, V., in Selection of the HPLC Method in Chemical Analysis, Amsterdam: Elsevier, 2017, p. 387.

    Google Scholar 

  28. Stewart, K.K. and Doherty, R.F., Proc. Natl. Acad. Sci. U. S. A., 1973, vol. 70, p. 2850. https://doi.org/10.1073/pnas.70.10.2850

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  29. Cavazzini, A., Pasti, L., Massi, A., Marchetti, N., and Dondi, F., Anal. Chim. Acta, 2011, vol. 706, p. 205. https://doi.org/10.1016/j.aca.2011.08.038

    Article  CAS  PubMed  Google Scholar 

  30. Bocian, S., Skoczylas, M., and Buszewski, B., J. Sep. Sci., 2016, vol. 39, p. 83. https://doi.org/10.1002/jssc.201500825

    Article  CAS  PubMed  Google Scholar 

  31. Hage, D.S., Anguizola, J.A., Bi, C., Li, R., Matsuda, R., Papastavros, E., Pfaunmiller, E., Vargas, J., and Zheng, X., J. Pharm. Biomed. Anal., 2012, vol. 69, p. 93. https://doi.org/10.1016/j.jpba.2012.01.004

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  32. Tang, M., Zhang, J., Zhuang, S., and Liu, W., TrAC, Trends Anal. Chem., 2012, vol. 39, p. 180. https://doi.org/10.1016/j.trac.2012.07.006

    Article  CAS  Google Scholar 

  33. Haginaka, J., J. Chromatogr. A, 2001, vol. 906, p. 253. https://doi.org/10.1016/S0021-9673(00)00504-5

    Article  CAS  PubMed  Google Scholar 

  34. Wallmorth, D.M. and Lee, J.T., in Handbook of Analytical Separations, vol. 4, Amsterdam: Elsevier, 2003, p. 129.

    Google Scholar 

  35. Mallik, R. and Hage, D.S., J. Sep. Sci., 2006, vol. 29, p. 1686. https://doi.org/10.1002/jssc.200600152

    Article  CAS  PubMed  Google Scholar 

  36. Scriba, G.K.E., J. Chromatogr. A, 2016, vol. 1467, p. 56. https://doi.org/10.1016/j.chroma.2016.05.061

    Article  CAS  PubMed  Google Scholar 

  37. Moldoveanu, S.C. and David, V., in Selection of the HPLC Method in Chemical Analysis, Amsterdam: Elsevier, 2017, p. 387. https://doi.org/10.1016/b978-0-12-803684-6.00012-3

  38. Haginaka, J., J. Pharm. Biomed. Anal., 2002, vol. 27, p. 357. https://doi.org/10.1016/S0731-7085(01)00652-5

    Article  CAS  PubMed  Google Scholar 

  39. Bertucci, C. and Tedesco, D., Curr. Med. Chem., 2017, vol. 24, p. 743. https://doi.org/10.2174/0929867324666161118115711

    Article  CAS  PubMed  Google Scholar 

  40. Zheng, Y., Wang, X., and Ji, Y., Talanta, 2012, vol. 91, p. 7. https://doi.org/10.1016/j.talanta.2012.01.039

    Article  CAS  PubMed  Google Scholar 

  41. Fedorova, I.A., Shapovalova, E.A., Shpigun, O.A., and Staroverov, S.M., J. Food Drug Anal., 2016, vol. 24, p. 848. https://doi.org/10.1016/j.jfda.2016.03.011

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  42. Li, Z. and Hage, D.S., J. Pharm. Biomed. Anal., 2017, vol. 144, p. 12. https://doi.org/10.1016/j.jpba.2017.01.026

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  43. Batra, S. and Bhushan, R., Biomed. Chromatogr., 2018, vol. 32, p. 4090. https://doi.org/10.1002/bmc.4090

    Article  CAS  Google Scholar 

  44. Souza, M.C., Marques, M.P., Duarte, G., and Lanchote, V.L., J. Pharm. Biomed. Anal., 2019, vol. 164, p. 268. https://doi.org/10.1016/j.jpba.2018.10.040

    Article  CAS  PubMed  Google Scholar 

  45. Armstrong, D.W. and DeMond, W., J. Chromatogr. Sci., 1984, vol. 22, p. 411. https://doi.org/10.1093/chromsci/22.9.411

    Article  CAS  Google Scholar 

  46. Berthod, A., in Chiral Recognition in Sepatation Methods, Heidelberg: Springer, 2010, p. 1.

    Book  Google Scholar 

  47. Chmielewska, A., Konieczna, L., and Bączek, T., Molecules, 2016, vol. 21, 1654. https://doi.org/10.3390/molecules21121654

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  48. Xiao, Y., Tan, T.T., and Wang, Y., J. Chromatogr. A, 2012, vol. 1269, p. 52. https://doi.org/10.1016/j.chroma.2012.08.049

    Article  CAS  PubMed  Google Scholar 

  49. Taylor, D.R. and Maher, K., J. Chromatogr. Sci., 1992, vol. 30, p. 67. https://doi.org/10.1093/chromsci/30.3.67

    Article  CAS  Google Scholar 

  50. Guo, J., Lin, Y., Xiao, Y., Crommen, J., and Jiang, Z., J. Pharm. Biomed. Anal., 2016, vol. 130, p. 110. https://doi.org/10.1016/j.jpba.2016.05.023

    Article  CAS  PubMed  Google Scholar 

  51. Zhou, J., Yang, B., Tang, J., and Tang, W., New J. Chem., 2018, vol. 42, p. 3526. https://doi.org/10.1039/C7NJ04960A

    Article  CAS  Google Scholar 

  52. Tang, X., Li, X., Sun, Y., Xiao, Y., and Wang, Y., J. Sep. Sci., 2018, vol. 41, p. 2710. https://doi.org/10.1002/jssc.201800207

    Article  CAS  PubMed  Google Scholar 

  53. Zhou, M., Long, Y., Zhi, Y., and Xu, X., Chin. Chem. Lett., 2018, vol. 29, p. 1399. https://doi.org/10.1016/j.cclet.2017.10.039

    Article  CAS  Google Scholar 

  54. Chen, X.J., Yang, G.L., Xu, X.D., Sheng, J.J., Shen, J., and Dong, H.X., J. Liq. Chromatogr. Relat. Technol., 2016, vol. 39, p. 647. https://doi.org/10.1080/10826076.2016.1227993

    Article  CAS  Google Scholar 

  55. Ghanem, A., Adly, F.G., Sokerik, Y., Antwi, N.Y., Shenashen, M.A., and El-Safty, S.A., Talanta, 2017, vol. 169, p. 239. https://doi.org/10.1016/j.talanta.2016.06.027

    Article  CAS  PubMed  Google Scholar 

  56. Li, Q., Li, Y.-Y., Zhu, N., Gao, Z.-X., Li, T.-J., Zhou, T., and Ma, Y.-L., Chin. J. Anal. Chem., 2018, vol. 46, p. 1455. https://doi.org/10.1016/S1872-2040(18)61111-9

    Article  CAS  Google Scholar 

  57. Rosini, C., Bertucci, C., Pini, D., Altemura, P., and Salvadori, P., Tetrahedron Lett., 1985, vol. 26, p. 3361. https://doi.org/10.1016/S0040-4039(00)98298-4

    Article  CAS  Google Scholar 

  58. Lämmerhofer, M., Anal. Bioanal. Chem., 2014, vol. 406, p. 6095. https://doi.org/10.1007/s00216-014-7930-5

    Article  CAS  PubMed  Google Scholar 

  59. Natalini, B. and Sardella, R., in Comprehensive Chirality, Amsterdam: Elsevier, 2012, p. 115.

    Google Scholar 

  60. Hoffmann, C.V., Pell, R., Lämmerhofer, M., and Lindner, W., Anal. Chem., 2008, vol. 80, p. 8780. https://doi.org/10.1021/ac801384f

    Article  CAS  PubMed  Google Scholar 

  61. Gübitz, G. and Schmid, M.G., Biopharm. Drug Dispos., 2001, vol. 22, p. 291. https://doi.org/10.1002/bdd.279

    Article  CAS  PubMed  Google Scholar 

  62. Ilisz, I., Bajtai, A., Lindner, W., and Péter, A., J. Pharm. Biomed. Anal., 2018, vol. 159, p. 127. https://doi.org/10.1016/j.jpba.2018.06.045

    Article  CAS  PubMed  Google Scholar 

  63. Woiwode, U., Ferri, M., Maier, N.M., Lindner, W., and Lämmerhofer, M., J. Chromatogr. A, 2018, vol. 1558, p. 29. https://doi.org/10.1016/j.chroma.2018.04.061

    Article  CAS  PubMed  Google Scholar 

  64. De Martino, M., Bencivenni, G., Mazzanti, A., Menta, S., Ismail, O.H., Sabia, R., and Ciogli, A., Chromatographia, 2017, vol. 80, p. 751. https://doi.org/10.1007/s10337-016-3161-6

    Article  CAS  Google Scholar 

  65. Todoroki, K., Ishii, Y., Ide, T., Min, J.Z., Inoue, K., Huang, X., Zhang, W., Hamashima, Y., and Toyo’oka, T., Anal. Chim. Acta, 2015, vol. 882, p. 101. https://doi.org/10.1016/j.aca.2015.03.037

    Article  CAS  PubMed  Google Scholar 

  66. Woiwode, U., Neubauer, S., Lindner, W., Buckenmaier, S., and Lämmerhofer, M., J. Chromatogr. A, 2018, vol. 1562, p. 69. https://doi.org/10.1016/j.chroma.2018.05.062

    Article  CAS  PubMed  Google Scholar 

  67. Patel, D.C., Breitbach, Z.S., Yu, J., Nguyen, K.A., and Armstrong, D.W., Anal. Chim. Acta, 2017, vol. 963, p. 164. https://doi.org/10.1016/j.aca.2017.02.005

    Article  CAS  PubMed  Google Scholar 

  68. Calderón, C., Santi, C., and Lämmerhofer, M., J. Sep. Sci., 2018, vol. 41, p. 1224. https://doi.org/10.1002/jssc.201701243

    Article  CAS  PubMed  Google Scholar 

  69. Bajtai, A., Fekete, B., Palkó, M., Fülöp, F., Lindner, W., Kohout, M., Ilisz, I., and Péter, A., J. Sep. Sci., 2018, vol. 41, p. 1216. https://doi.org/10.1002/jssc.201701190

    Article  CAS  PubMed  Google Scholar 

  70. Ianni, F., Pucciarini, L., Carotti, A., Gioiello, A., Galarini, R., Natalini, S., Sardella, R., Lindner, W., and Natalini, B., J. Chromatogr. A, 2018, vol. 1557, p. 20. https://doi.org/10.1016/j.chroma.2018.04.062

    Article  CAS  PubMed  Google Scholar 

  71. Orosz, T., Forró, E., Fülöp, F., Lindner, W., Ilisz, I., and Péter, A., J. Chromatogr. A, 2018, vol. 1535, p. 72. https://doi.org/10.1016/j.chroma.2017.12.070

    Article  CAS  PubMed  Google Scholar 

  72. Nakano, Y., Taniguchi, M., and Fukusaki, E., J. Biosci. Bioeng., 2019, vol. 127, p. 520. https://doi.org/10.1016/j.jbiosc.2018.10.003

    Article  CAS  PubMed  Google Scholar 

  73. Armstrong, D.W., Tang, Y., Chen, S., Zhou, Y., Bagwill, C., and Chen, J.-R., Anal. Chem., 1994, vol. 66, p. 1473. https://doi.org/10.1021/ac00081a019

    Article  CAS  Google Scholar 

  74. Ilisz, I., Pataj, Z., Aranyi, A., and Péter, A., Sep. Purif. Rev., 2012, vol. 41, p. 207. https://doi.org/10.1080/15422119.2011.596253

    Article  CAS  Google Scholar 

  75. Ward, T.J. and Farris, A.B., J. Chromatogr. A, 2001, vol. 906, p. 73. https://doi.org/10.1016/S0021-9673(00)00941-9

    Article  CAS  PubMed  Google Scholar 

  76. Ilisz, I., Berkecz, R., and Péter, A., J. Chromatogr. A, 2009, vol. 1216, p. 1845. https://doi.org/10.1016/j.chroma.2008.08.041

    Article  CAS  PubMed  Google Scholar 

  77. Cardoso, P.A. and César, I.C., Chromatographia, 2018, vol. 81, p. 841. https://doi.org/10.1007/s10337-018-3526-0

    Article  CAS  Google Scholar 

  78. Hroboňová, K., Lehotay, J., and Čižmárik, J., Biotechnol. Chim., 2016, vol. 15, p. 12. https://doi.org/10.1515/nbec-2016-0002

    Article  CAS  Google Scholar 

  79. Min, Y., Sui, Z., Liang, Z., Zhang, L., and Zhang, Y., J. Pharm. Biomed. Anal., 2015, vol. 114, p. 247. https://doi.org/10.1016/j.jpba.2015.05.035

    Article  CAS  PubMed  Google Scholar 

  80. Ismail, O.H., Ciogli, A., Villani, C., De Martino, M., Pierini, M., Cavazzini, A., Bell, and Gasparrini, D.S., J. Chromatogr. A, 2016, vol. 1427, p. 55. https://doi.org/10.1016/j.chroma.2015.11.071

    Article  CAS  PubMed  Google Scholar 

  81. Rocchi, S., Rocco, A., Pesek, J.J., Matyska, M.T., Capitani, D., and Fanali, S., J. Chromatogr. A, 2015, vol. 1381, p. 149. https://doi.org/10.1016/j.chroma.2015.01.015

    Article  CAS  PubMed  Google Scholar 

  82. Xu, D., Shao, H., Luo, R., Wang, Q., Sánchez-López, E., Fanali, S., Marina, M.L., and Jiang, Z., J. Chromatogr. A, 2018, vol. 1557, p. 43. https://doi.org/10.1016/j.chroma.2018.05.004

    Article  CAS  PubMed  Google Scholar 

  83. Hellinghausen, G., Lopez, D.A., Lee, J.T., Wang, Y., Weatherly, C.A., Portillo, A.E., Berthod, A., and Armstrong, D.W., Chirality, 2018, vol. 30, p. 1067. https://doi.org/10.1002/chir.22985

    Article  CAS  PubMed  Google Scholar 

  84. Dolzan, M.D., Shu, J.P., Smuts, H., Petersen, P., Ellegaard, G.A., Micke, D.W., and Armstrong, Z.S., J. Liq. Chromatogr. Relat. Technol., 2016, vol. 39, p. 154. https://doi.org/10.1080/10826076.2016.1141363

    Article  CAS  Google Scholar 

  85. Sousa, L.R., Sogah, G.D.Y., Hoffman, D.H., and Cram, D.J., J. Am. Chem. Soc., 1978, vol. 100, p. 4569. https://doi.org/10.1021/ja00482a041

    Article  CAS  Google Scholar 

  86. Hyun, M.H., J. Chromatogr. A, 2016, vol. 1467, p. 19. https://doi.org/10.1016/j.chroma.2016.07.049

    Article  CAS  PubMed  Google Scholar 

  87. León-González, M.E., Rosales-Conrado, N., Pérez-Arribas, L.V., and Guillén-Casla, V., Biomed. Chromatogr., 2014, vol. 28, p. 59. https://doi.org/10.1002/bmc.3007

    Article  CAS  PubMed  Google Scholar 

  88. Hyun, M.H., Chirality, 2015, vol. 27, p. 576. https://doi.org/10.1002/chir.22484

    Article  CAS  PubMed  Google Scholar 

  89. Bako, P., Keglevich, G., Rapi, Z., and Toke, L., Curr. Org. Chem., 2012, vol. 16, p. 297. https://doi.org/10.2174/138527212799499877

    Article  CAS  Google Scholar 

  90. Paik, M.J., Kang, J.S., Huang, B.S., Carey, J.R., and Lee, W., J. Chromatogr. A, 2013, vol. 1274, P. 1. https://doi.org/10.1016/j.chroma.2012.11.086

    Article  CAS  PubMed  Google Scholar 

  91. Kakhki, R.M., J. Incl. Phenom. Macrocycl. Chem., 2013, vol. 75, p. 11. https://doi.org/10.1007/s10847-012-0158-0

    Article  CAS  Google Scholar 

  92. Ma, M., Wei, Q., Meng, M., Yin, J., Shan, Y., Du, L., Zhu, X., Soh, S.F., Min, M., Zhou, X., Yin, X., and Gong, Y., Chromatographia, 2017, vol. 80, p. 1007. https://doi.org/10.1007/s10337-017-3312-4

    Article  CAS  Google Scholar 

  93. Yaghoubnejad, S., Tabar Heydar, K., Ahmadi, S.H., and Zadmard, R., Biomed. Chromatogr., 2018, vol. 32, p. 4122. https://doi.org/10.1002/bmc.4122

    Article  CAS  Google Scholar 

  94. Li, Y., Sheng, Z., Zhu, C., Yin, W., and Chu, C., Talanta, 2018, vol. 178, p. 195. https://doi.org/10.1016/j.talanta.2017.07.037

    Article  CAS  PubMed  Google Scholar 

  95. Németh, T., Dargó, G., Petró, J.L., Petrik, Z., Lévai, S., Krámos, B., Béni, Z., Nagy, J., Balogh, G.T., Huszthy, P., and Tóth, T., Chirality, 2017, vol. 29, p. 522. https://doi.org/10.1002/chir.22721

    Article  CAS  PubMed  Google Scholar 

  96. Yaghoubnejad, S., Tabar Heydar, K., Ahmadi, S.H., Zadmard, R., and Ghonouei, N., J. Sep. Sci., 2018, vol. 41, p. 1903. https://doi.org/10.1002/jssc.201701348

    Article  CAS  PubMed  Google Scholar 

  97. Sun, P., Wang, C., Breitbach, Z.S., Zhang, Y., and Armstrong, D.W., Anal. Chem., 2009, vol. 81, p. 10215. https://doi.org/10.1021/ac902257a

    Article  CAS  PubMed  Google Scholar 

  98. Khan, M.M., Breitbach, Z.S., Berthod, A., and Armstrong, D.W., J. Liq. Chromatogr. Relat. Technol., 2016, vol. 39, p. 497. https://doi.org/10.1080/10826076.2016.1196217

    Article  CAS  Google Scholar 

  99. Janečková, L., Kalíková, K., Vozka, J., Armstrong, D.W., Bosáková, Z., and Tesařová, E., J. Sep. Sci., 2011, vol. 34, p. 2639. https://doi.org/10.1002/jssc.201100462

    Article  CAS  PubMed  Google Scholar 

  100. Xie, S.M. and Yuan, L.M., J. Sep. Sci., 2019, vol. 42, p. 6. https://doi.org/10.1002/jssc.201800656

    Article  CAS  PubMed  Google Scholar 

  101. Padivitage, N.L., Smuts, J.P., Breitbach, Z.S., Armstrong, D.W., and Berthod, A., J. Liq. Chromatogr. Relat. Technol., 2015, vol. 38, p. 550. https://doi.org/10.1080/10826076.2014.917668

    Article  CAS  PubMed  Google Scholar 

  102. Qiu, H., Kiyono-Shimobe, M., and Armstrong, D.W., J. Liq. Chromatogr. Relat. Technol., 2014, vol. 37, p. 2302. https://doi.org/10.1080/10826076.2013.830271

    Article  CAS  Google Scholar 

  103. Frink, L.A., Berthod, A., Xu, Q.L., Gao, H., Kurti, L., and Armstrong, D.W., J. Liq. Chromatogr. Relat. Technol., 2016, vol. 39, p. 710. https://doi.org/10.1080/10826076.2016.1234395

    Article  CAS  Google Scholar 

  104. Moskaľová, M., Kozlov, O., Gondová, T., Budovská, M., and Armstrong, D.W., Chromatographia, 2017, vol. 80, p. 53. https://doi.org/10.1007/s10337-016-3212-z

    Article  CAS  Google Scholar 

  105. Pirkle, W.H. and House, D.W., J. Org. Chem., 1979, vol. 44, p. 1957. https://doi.org/10.1021/jo01326a014

    Article  CAS  Google Scholar 

  106. Davankov, V.A., Chirality, 1997, vol. 9, p. 99. https://doi.org/10.1002/(SICI)1520-636X(1997)9:2<99::AID-CHIR3>3.0.CO;2-B

    Article  CAS  Google Scholar 

  107. Pirkle, W.H. and Selness, S.R., J. Org. Chem., 1995, vol. 60, p. 3252. https://doi.org/10.1021/jo00115a048

    Article  CAS  Google Scholar 

  108. Pirkle, W.H., Hyun, M.H., Tsipouras, A., Hamper, B.C., and Banks, B., J. Pharm. Biomed. Anal., 1984, vol. 2, p. 173. https://doi.org/10.1016/0731-7085(84)80068-0

    Article  CAS  PubMed  Google Scholar 

  109. Welch, C.J., J. Chromatogr. A, 1994, vol. 666, p. 3. https://doi.org/10.1016/0021-9673(94)80367-6

    Article  CAS  Google Scholar 

  110. Pirkle, W.H., Murray, P.G., and Wilson, S.R., J. Org. Chem., 1996, vol. 61, p. 4775. https://doi.org/10.1021/jo9512564

    Article  CAS  PubMed  Google Scholar 

  111. Pirkle, W.H. and Däppen, R., J. Chromatogr. A, 1987, vol. 404, p. 107. https://doi.org/10.1016/S0021-9673(01)86841-2

    Article  CAS  Google Scholar 

  112. Pirkle, W.H. and Hyun, M.H., J. Chromatogr. A, 1985, vol. 322, p. 309. https://doi.org/10.1016/S0021-9673(01)97690-3

    Article  CAS  Google Scholar 

  113. Fernandes, C., Tiritan, M.E., and Pinto, M., Chromatographia, 2013, vol. 76, p. 871. https://doi.org/10.1007/s10337-013-2469-8

    Article  CAS  Google Scholar 

  114. Asnin, L.D. and Guiochon, G., J. Chromatogr. A, 2010, vol. 1217, p. 2871. https://doi.org/10.1016/j.chroma.2010.02.066

    Article  CAS  PubMed  Google Scholar 

  115. Welch, C.J., Szczerba, T., and Perrin, S.R., J. Chromatogr. A, 1997, vol. 758, p. 93. https://doi.org/10.1016/S0021-9673(96)00569-9

    Article  Google Scholar 

  116. Dungelová, J., Lehotay, J. Cizmarik, J., and Armstrong, D.W., J. Liq. Chromatogr. Relat. Technol., 2003, vol. 26, p. 2331. https://doi.org/10.1081/JLC-120023250

    Article  CAS  Google Scholar 

  117. Fernandes, C., Phyo, Y.Z., Silva, A.S., Tiritan, M.E., Kijjoa, A., and Pinto, M.M., Sep. Purif. Rev., 2018, vol. 47, p. 89. https://doi.org/10.1080/15422119.2017.1326939

    Article  Google Scholar 

  118. Gasparrini, F., Misiti, D., and Villani, C., J. Chromatogr. A, 2001, vol. 906, P. 35–50. https://doi.org/10.1016/S0021-9673(00)00953-5

    Article  CAS  PubMed  Google Scholar 

  119. Waterlot, C., Ghinet, A., and Lipka, E., Curr. Chromatogr., 2019, vol. 5, p. 78. https://doi.org/10.2174/2213240605666180913100054

    Article  CAS  Google Scholar 

  120. Villani, C., D’Acquarica, I., Gasparrini, F., Ritchi, H., Kotoni, D., Pierini, M., Ciogli, A., and Kocergin, J., LC-GC Eur., 2014, vol. 27, p. 128.

    Google Scholar 

  121. Catani, M., Ismail, O.H., Gasparrini, F., Antonelli, M., Pasti, L., Marchetti, N., Felletti, S., and Cavazzini, A., Analyst, 2017, vol. 142, p. 555. https://doi.org/10.1039/C6AN02530G

    Article  CAS  PubMed  Google Scholar 

  122. Spudeit, D.A., Dolzan, M.D., Breitbach, Z.S., Barber, W.E., Micke, G.A., and Armstrong, D.W., J. Chromatogr. A, 2014, vol. 1363, p. 89. https://doi.org/10.1016/j.chroma.2014.08.022

    Article  CAS  PubMed  Google Scholar 

  123. Qiao, L., Zhou, X., Li, X., Du, W., Yu, A., Zhang, S., and Wu, Y., Talanta, 2017, vol. 163, p. 94. https://doi.org/10.1016/j.talanta.2016.10.090

    Article  CAS  PubMed  Google Scholar 

  124. Çakmak, R., Ercan, S., Sünkür, M., Yılmaz, H., and Topal, G., Org. Commun., 2017, vol. 10, p. 216. https://doi.org/10.25135/acg.oc.25.17.07.037

    Article  CAS  Google Scholar 

  125. Shen, H., Du, G., Liu, K., Ye, L., Xie, S., and Jiang, L., J. Chromatogr. A, 2017, vol. 1521, p. 53. https://doi.org/10.1016/j.chroma.2017.08.082

    Article  CAS  PubMed  Google Scholar 

  126. Yu, J., Armstrong, D.W., and Ryoo, J.J., Chirality, 2018, vol. 30, p. 74. https://doi.org/10.1002/chir.22766

    Article  CAS  PubMed  Google Scholar 

  127. Wang, Y., Liu, D., Zhang, Y., Tang, Y., Zhao, J., and Shen, B., Symmetry, 2018, vol. 10, p. 704. https://doi.org/10.3390/sym10120704

    Article  CAS  Google Scholar 

  128. Felletti, S., De Luca, C., Ismail, O.H., Pasti, L., Costa, V., Gasparrini, F., Cavazzini, A., and Catani, M., J. Chromatogr. A, 2018, vol. 1579, p. 41. https://doi.org/10.1016/j.chroma.2018.10.022

    Article  CAS  PubMed  Google Scholar 

  129. Knežević, A., Novak, J., Pescitelli, G., and Vinković, V., Eur. J. Org. Chem., 2018, p. 3982. https://doi.org/10.1002/ejoc.201800346

  130. Yip, S.H., Wu, D.R., Li, P., Sun, D., Watterson, S.H., Zhao, R., Tino, J., and Mathur, A., J. Chromatogr. A, 2019, vol. 1586, p. 106. https://doi.org/10.1016/j.chroma.2018.12.006

    Article  CAS  PubMed  Google Scholar 

  131. Tumashov, A.A., Gruzdev, D.A., Vigorov, A.Y., Musiyak, V.V., Chulakov, E.N., Levit, G.L., Krasnov, V.P., and Charushin, V.N., Russ. Chem. Bull., 2018, vol. 67, p. 1704. https://doi.org/10.1007/s11172-018-2279-0

    Article  CAS  Google Scholar 

  132. Yang, J., Carmella, S.G., and Hecht, S.S., J. Chromatogr. B, 2017, vol. 1044, p. 127. https://doi.org/10.1016/j.jchromb.2017.01.008

    Article  CAS  Google Scholar 

  133. Wedlund, P.J., Sweetman, B.J., McAllister, C.B., Branch, R.A., and Wilkinson, G.R., J. Chromatogr. B: Biomed. Sci. Appl., 1984, vol. 307, p. 121. https://doi.org/10.1016/S0378-4347(00)84078-5

    Article  CAS  Google Scholar 

  134. Kumar, C.V., Vasa, P.K., Kumar, Y.R., Aparna, P., and Pratyusha, P., Am. J. Anal. Chem., 2016, vol. 7, p. 772. https://doi.org/10.4236/ajac.2016.711069

    Article  CAS  Google Scholar 

  135. LeBelle, M.J., Savard, C., Dawson, B.A., Black, D.B., Katyal, L.K., Zrcek, F., and By, A.W., Forensic Sci. Int., 1995, vol. 71, p. 215. https://doi.org/10.1016/0379-0738(94)01669-0

    Article  CAS  PubMed  Google Scholar 

  136. Weiß, J.A., Kadkhodaei, K., and Schmid, M.G., Sci. Justice, 2017, vol. 57, p. 6. https://doi.org/10.1016/j.scijus.2016.08.007

    Article  PubMed  Google Scholar 

  137. Berg, U., Butkus, E., Frejd, T., Stoncius, A., Hanfland, M., and Dooryhee, E., Acta Chem. Scand., 1997, vol. 51, p. 1030. https://doi.org/10.3891/acta.chem.scand.51-1030

    Article  CAS  Google Scholar 

  138. Ghanem, A., Aboul-Enein, H.Y., Lacrampe, F., Grass, S., Jiang, Z., and Müller, P., Chromatographia, 2005, vol. 61, p. 103. https://doi.org/10.1365/s10337-004-0425-3

    Article  CAS  Google Scholar 

  139. Ghanem, A., Anal. Chem. Insights, 2007, vol. 2, p. 75.

    Article  PubMed  PubMed Central  Google Scholar 

  140. Shi, X., Guo, H., and Wang, M., Anal. Chim. Acta, 2005, vol. 553, p. 43. https://doi.org/10.1016/j.aca.2005.08.009

    Article  CAS  Google Scholar 

  141. Ho, T.J., Hung, C.C., Shih, T.L., Yiin, L.M., and Chen, H.P., J. Food Drug Anal., 2018, vol. 26, p. 348. https://doi.org/10.1016/j.jfda.2016.10.012

    Article  CAS  PubMed  Google Scholar 

  142. Langen, J., Wegmann-Herr, P., and Schmarr, H.G., Anal. Bioanal. Chem., 2016, vol. 408, p. 6483. https://doi.org/10.1007/s00216-016-9767-6

    Article  CAS  PubMed  Google Scholar 

  143. Dallegrave, A., Pizzolato, T.M., Barreto, F., Eljarrat, E., and Barceló, D., Anal. Bioanal. Chem., 2016, vol. 408, p. 7689. https://doi.org/10.1007/s00216-016-9865-5

    Article  CAS  PubMed  Google Scholar 

  144. Peng, Y., He, Q.S., and Cai, J., Int. J. Anal. Chem., 2016, vol. 2016, p. 1231386. https://doi.org/10.1155/2016/1231386

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  145. Imre, S., Ormenişan, A., Tero-Vescan, A., Muntean, D.L., and Vari, C.E., J. Chromatogr. Sci., 2016, vol. 54, p. 1578. https://doi.org/10.1093/chromsci/bmw107

    Article  CAS  PubMed  Google Scholar 

  146. Papp, L.A., Foroughbakhshfasaei, M., Fiser, B., Horváth, P., Kiss, E., Sekkoum, K., Gyéresi, Á., Hancu, G., Noszál, B., Szabó, Z., and Tóth, G., Chirality, 2020, vol. 32, p. 158. https://doi.org/10.1002/chir.23146

    Article  CAS  PubMed  Google Scholar 

  147. Zanitti, L., Ferretti, R., Gallinella, B., La Torre, F., Sanna, M.L., Mosca, A., and Cirilli, R., J. Pharm. Biomed. Anal., 2010, vol. 52, p. 665. https://doi.org/10.1016/j.jpba.2010.02.021

    Article  CAS  PubMed  Google Scholar 

  148. Anerao, A., Dighe, V., John, S., and Pradhan, N., J. Appl. Pharm. Sci., 2017, vol. 7, p. 30. https://doi.org/10.7324/JAPS.2017.71005

    Article  CAS  Google Scholar 

  149. Rebizi, M., Sekkoum, K., Belboukhari, N., Cheriti, A., and Aboul-Enein, H., Egypt. Pharm. J., 2016, vol. 15, p. 88. https://doi.org/10.4103/1687-4315.190399

    Article  Google Scholar 

  150. Chankvetadze, B., Yamamoto, C., and Okamoto, Y., Chem. Lett., 2000, vol. 29, p. 352. https://doi.org/10.1246/cl.2000.352

    Article  Google Scholar 

  151. Brichac, J., Honzatko, A., and Picklo, M.J., J. Chromatogr. A, 2007, vol. 1149, p. 305. https://doi.org/10.1016/j.chroma.2007.03.068

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  152. Younes, O.M., Ali, F.A., and Al Assaf, Z., Res. J. Pharm. Technol., 2020, vol. 13, p. 1679. https://doi.org/10.5958/0974-360X.2020.00304.2

    Article  Google Scholar 

  153. Cârje, A.G., Balint, A., Muntean, D.L., Hancu, G., Ion, V., and Imre, S., Acta Med. Marisiensis, 2018, vol. 64, p. 28. https://doi.org/10.2478/amma-2018-0001

    Article  CAS  Google Scholar 

  154. Nascimento, A.C., Perna, R.F., Cremasco, M.A., and Santana, C.C., Adsorpt. Sci. Technol., 2012, vol. 30, p. 739. https://doi.org/10.1260/0263-6174.30.8-9.739

    Article  CAS  Google Scholar 

  155. Zhai, Z.D., Shi, Y.P., and Wang, T., Anal. Chim. Acta, 2005, vol. 550, p. 123. https://doi.org/10.1016/j.aca.2005.06.044

    Article  CAS  Google Scholar 

  156. Kamalzadeh, Z., Babanezhad, E., Ghaffari, S., Mohseni Ezhiyeh, A., Mohammadnejad, M., Naghibfar, M., Bararjanian, M., and Attar, H., J. Chromatogr. Sci., 2017, vol. 55, p. 697. https://doi.org/10.1093/chromsci/bmx023

    Article  CAS  PubMed  Google Scholar 

  157. Belaz, K.R.A., Denadai, M., Almeida, A.P., Lima, R.T., Vasconcelos, M.H., Pinto, M.M., Cass, Q.B., and Oliveira, R.V., J. Pharm. Biomed. Anal., 2012, vol. 66, p. 100. https://doi.org/10.1016/j.jpba.2012.03.012

    Article  CAS  PubMed  Google Scholar 

  158. Srinivasa Rao, G., Mallesh, K., Vijay Kumar, G., Surekha, C., and Venugopala Rao, B., Pharma Chem., 2014, vol. 6, p. 234.

    Google Scholar 

  159. Douša, M., Reitmajer, J., Lustig, P., and Štefko, M., J. Chromatogr. Sci., 2016, vol. 54, p. 1501. https://doi.org/10.1093/chromsci/bmw050

    Article  CAS  PubMed  Google Scholar 

  160. Zhang, K., Xue, N., Shi, X., Liu, W., Meng, J., and Du, Y., J. Pharm. Biomed. Anal., 2011, vol. 55, p. 220. https://doi.org/10.1016/j.jpba.2010.12.030

    Article  CAS  PubMed  Google Scholar 

  161. Peikova, L., Tzankova, D., Dineva, A., Georgieva, M., and Zlatkov, A. Pharmacia, 2019, vol. 66, P. 1. https://doi.org/10.3897/pharmacia.66.e35643

    Article  CAS  Google Scholar 

  162. Rao, B.M., Ravi, R., Shyam B., Reddy, S., Sivakumar, S., Gopi Chand, I., Praveen Kumar, K., Acharyulu, P.V.R., Reddy, G.O., and Srinivasu, M.K., J. Pharm. Biomed. Anal., 2004, vol. 35, p. 1017. https://doi.org/10.1016/j.jpba.2004.03.015

    Article  CAS  PubMed  Google Scholar 

  163. Cirilli, R., Costi, R., Di Santo, R., Artico, M., Roux, A., Gallinella, B., Zanitti, L., and La Torre, F., J. Chromatogr. A, 2003, vol. 993, p. 17. https://doi.org/10.1016/S0021-9673(03)00321-2

    Article  CAS  PubMed  Google Scholar 

  164. Berthod, A., Xiao, T.L., Liu, Y., Jenks, W.S., and Armstrong, D.W., J. Chromatogr. A, 2002, vol. 955, p. 53. https://doi.org/10.1016/S0021-9673(02)00198-X

    Article  CAS  PubMed  Google Scholar 

  165. Sánchez, F.G., Navas Díaz, A., Aguilar, A., Medina Lama, I., and Algarra, M., J. Sep. Sci., 2012, vol. 35, p. 1863. https://doi.org/10.1002/jssc.201200275

    Article  CAS  Google Scholar 

  166. Berkecz, R., Ilisz, I., Forró, E., Fülöp, F., Armstrong, D.W., and Péter, A., Chromatographia, 2006, vol. 63, p. S29. https://doi.org/10.1365/s10337-005-0700-y

    Article  CAS  Google Scholar 

  167. Piemontese, L., Faliti, S., Carbonara, G., Laghezza, A., Tortorella, P., and Loiodice, F., Chromatographia, 2009, vol. 70, p. 1327. https://doi.org/10.1365/s10337-009-1323-5

    Article  CAS  Google Scholar 

  168. Verkuijl, B.J.V., de Vries, J.G., and Feringa, B.L., Chirality, 2011, vol. 23, p. 34. https://doi.org/10.1002/chir.20834

    Article  CAS  PubMed  Google Scholar 

  169. Cirilli, R., Ferretti, R., Gallinella, B., De Santis, E., Zanitti, L., and La Torre, F., J. Chromatogr. A, 2008, vol. 1177, p. 105. https://doi.org/10.1016/j.chroma.2007.11.027

    Article  CAS  PubMed  Google Scholar 

  170. Cirilli, R., Costi, R., Di Santo, R., Ferretti, R., La Torre, F., Angiolella, L., and Micocci, M., J. Chromatogr. A, 2002, vol. 942, p. 107. https://doi.org/10.1016/S0021-9673(01)01401-7

    Article  CAS  PubMed  Google Scholar 

  171. Cirilli, R., Ferretti, R., Gallinella, B., La Torre, F., Mai, A., and Rotili, D., J. Sep. Sci., 2006, vol. 29, p. 1399. https://doi.org/10.1002/jssc.200600019

    Article  CAS  PubMed  Google Scholar 

  172. La Torre, F., Cirilli, R., Costi, R., Di Santo, R., Ferretti, R., Gallinella, B., Salerno, A., and Zanitti, L., Chromatographia, 2004, vol. 60, p. 1399. https://doi.org/10.1365/s10337-004-0343-4

    Article  CAS  Google Scholar 

  173. Bertucci, C., Pistolozzi, M., Tedesco, D., Zanasi, R., Ruzziconi, R., and Di Pietra, A.M., J. Chromatogr. A, 2012, vol. 1232, p. 128. https://doi.org/10.1016/j.chroma.2011.10.090

    Article  CAS  PubMed  Google Scholar 

  174. Danel, C., Foulon, C., Guelzim, A., and Park, C.H., Chirality, 2005, vol. 17, p. 600. https://doi.org/10.1002/chir.20206

    Article  CAS  PubMed  Google Scholar 

  175. Lipka, E., Guelzim, A., Yous, S., Bonte, J.P., and Vaccher, C., J. Biochem. Biophys. Methods, 2005, vol. 64, p. 46. https://doi.org/10.1016/j.jbbm.2005.05.008

    Article  CAS  PubMed  Google Scholar 

  176. Putkonen, T., Tolvanen, A., Jokela, R., Caccamese, S., and Parrinello, N., Tetrahedron, 2003, vol. 59, p. 8589. https://doi.org/10.1016/j.tet.2003.09.010

    Article  CAS  Google Scholar 

  177. Peluso, P., Mamane, V., Aubert, E., and Cossu, S., J. Chromatogr. A., 2012, vol. 1251, p. 91. https://doi.org/10.1016/j.chroma.2012.06.035

    Article  CAS  PubMed  Google Scholar 

  178. Péter, A., Lázár, L., Fülöp, F., and Armstrong, D., J. Chromatogr. A, 2001, vol. 926, p. 229. https://doi.org/10.1016/S0021-9673(01)01078-0

    Article  PubMed  Google Scholar 

  179. D’Acquarica, I., Gasparrini, F., Misiti, D., Villani, C., Carotti, A., Cellamare, S., and Muck, S., J. Chromatogr. A, 1999, vol. 857, p. 145. https://doi.org/10.1016/S0021-9673(99)00773-6

    Article  PubMed  Google Scholar 

  180. Villani, C., Laleu, B., Mobian, P., and Lacour, J., Chirality, 2007, vol. 19, p. 601. https://doi.org/10.1002/chir.20345

    Article  CAS  PubMed  Google Scholar 

  181. Kalíková, K., Tesařová, E., and Bosáková, Z., J. Pharm. Biomed. Anal., 2008, vol. 46, p. 892. https://doi.org/10.1016/j.jpba.2007.06.016

    Article  CAS  PubMed  Google Scholar 

  182. Bosáková, Z., Kloučková, I., and Tesařová, E., J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 2002, vol. 770, p. 63. https://doi.org/10.1016/S0378-4347(01)00559-X

    Article  Google Scholar 

  183. Hashem, H., Tründelberg, C., Attef, O., and Jira, T., J. Chromatogr. A, 2011, vol. 1218, p. 6727. https://doi.org/10.1016/j.chroma.2011.07.090

    Article  CAS  PubMed  Google Scholar 

  184. Smuts, J.P., Na, Y.C., Vallakati, R., Přibylka, A., May, J.A., and Armstrong, D.W., Anal. Bioanal. Chem., 2013, vol. 405, p. 9169. https://doi.org/10.1007/s00216-013-7335-x

    Article  CAS  PubMed  Google Scholar 

  185. Alves, G., Figueiredo, I., Castel-Branco, M., Loureiro, A., Fortuna, A., Falcão, A., and Caramona, M., Biomed. Chromatogr., 2007, vol. 21, p. 1127. https://doi.org/10.1002/bmc.858

    Article  CAS  PubMed  Google Scholar 

  186. Zhang, Q., Yang, W., Zhang, Q., Yang, Y., Li, J., Lu, Y., Zheng, Y., He, J., Zhao, D., and Chen, X., J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 2015, vol. 993, p. 9. https://doi.org/10.1016/j.jchromb.2015.04.033

    Article  CAS  Google Scholar 

  187. Dubey, S.K. Hemanth, J., Venkatesh K., Saha, R.N., and Pasha, S., J. Pharm. Anal., 2012, vol. 2, p. 462. https://doi.org/10.1016/j.jpha.2012.07.006

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  188. Ashwini, S.J., Narenderan, S.T., Meyyanathan, S.N., Babu, B., and Gowramma, B., Res. J. Pharm. Technol., 2019, vol. 12, p. 2304. https://doi.org/10.5958/0974-360X.2019.00384.6

    Article  Google Scholar 

  189. Rahou, I., Belboukhari, N., Sekkoum, K., Cheriti, A., and Aboul-Enein, H.Y., Chromatographia, 2014, vol. 77, p. 1195. https://doi.org/10.1007/s10337-014-2714-9

    Article  CAS  Google Scholar 

  190. Kartozia, I., Kanyonyo, M., Happaerts, T., Lambert, D.M., Scriba, G.K., and Chankvetadze, B., J. Pharm. Biomed. Anal., 2002, vol. 27, p. 457. https://doi.org/10.1016/S0731-7085(01)00649-5

    Article  CAS  PubMed  Google Scholar 

  191. Davadra, P.M., Patel, S.J., Jain, M.R., Patel, P.R., Joshi, H.S., and Bapodra, A.H., J. Liq. Chromatogr. Relat. Technol., 2011, vol. 34, p. 1699. https://doi.org/10.1080/10826076.2011.578322

    Article  CAS  Google Scholar 

  192. Ramulu G. et al, Anal. Chem. Indian J., 2013, vol. 13, p. 69.

    Google Scholar 

  193. Lakshmi Narayana, C., Suresh, T., Mahender Rao, S., Dubey, P.K., and Moses Babu, J., J. Pharm. Biomed. Anal., 2003, vol. 32, p. 21. https://doi.org/10.1016/S0731-7085(03)00031-1

    Article  CAS  Google Scholar 

  194. Kumar, Y.R., Ramulu, G., Vevakanand, V.V., Vaidyanathan, G., Srinivas, K., Kumar, Mukkanti, M.K., Reddy, M.S., Venkatraman, S., and Suryanarayana, M.V., J. Pharm. Biomed. Anal., 2004, vol. 35, p. 1279. https://doi.org/10.1016/j.jpba.2004.03.026

    Article  CAS  PubMed  Google Scholar 

  195. Ahirrao, V.K., Rane, V.P., Patil, K.R., Patil, V.J., Yeole, R.D., and Patel, M.V., J. Chromatogr. Sci., 2018, vol. 56, p. 789. https://doi.org/10.1093/chromsci/bmy052

    Article  CAS  PubMed  Google Scholar 

  196. Al-Majed, A.A., J. Pharm. Biomed. Anal., 2009, vol. 50, p. 96. https://doi.org/10.1016/j.jpba.2009.03.030

    Article  CAS  PubMed  Google Scholar 

  197. Moskaľová, M., Kozlov, O., Gondová, T., Budovská, M., and Armstrong, D.W., Chromatographia, 2017, vol. 80, p. 53. https://doi.org/10.1007/s10337-016-3212-z

    Article  CAS  Google Scholar 

  198. Jadhav, H.P. and Pathare, D.B., Int. J. Pharm. Pharm. Sci., 2015, vol. 7, p. 66.

    CAS  Google Scholar 

  199. Cass, Q.B. and Ferreira Galatti, T., J. Pharm. Biomed. Anal., 2008, vol. 46, p. 937. https://doi.org/10.1016/j.jpba.2007.03.004

    Article  CAS  PubMed  Google Scholar 

  200. Vishnu, M., Int. J. Anal. Chem., 2009, vol. 8, p. 491.

    Google Scholar 

  201. Cass, Q.B., Watanabe, C.S.F., Rabi, J.A., Bottari, P.Q., Costa, M.R., Nascimento, R.M., Cruz, J.E.D., and Ronald, R.C., J. Pharm. Biomed. Anal., 2003, vol. 33, p. 581. https://doi.org/10.1016/S0731-7085(03)00339-X

    Article  CAS  PubMed  Google Scholar 

  202. Jadhav, H.P. and Pathare, D.B., Int. J. Pharm. Pharm. Sci., 2015, vol. 7, p. 77.

    CAS  Google Scholar 

  203. Chimalakonda, K.R., Gudala, V., Gutta, M., Polisetty, S., and Koduri, S.V.S., Am. J. Anal. Chem., 2012, vol. 3, p. 478. https://doi.org/10.4236/ajac.2012.37063

    Article  CAS  Google Scholar 

  204. Liu, Y., Ding, Y., Song, Y., and Guo, X., New J. Chem., 2021, vol. 45, p. 5428. https://doi.org/10.1039/D0NJ06005D

    Article  CAS  Google Scholar 

  205. Nguyen, N.V.T., Pham, D.K.T., Nguyen, K.N.H., Nguyen, T.T.T., Pham, T.L.T., Nguyen, T.K., and Kim, K.H., Pharm. Sci. Asia, 2018, vol. 45, p. 66. https://doi.org/10.29090/psa.2018.02.066

    Article  CAS  Google Scholar 

  206. Chen, F., Ma, X., Chen, C., Li, K., Chen, S., Wen, H., and Gong, P., Curr. Pharm. Anal., 2019, vol. 15, p. 305. https://doi.org/10.2174/1573412914666180409145403

    Article  CAS  Google Scholar 

  207. Baranowska, I., Hejniak, J., and Magiera, S., Chirality, 2016, vol. 28, p. 147. https://doi.org/10.1002/chir.22559

    Article  CAS  PubMed  Google Scholar 

  208. Vaňkátová, P., Šrolerová, T., Kubíčková, A., and Kalíková, K., Monatsh. Chem., 2020, vol. 151, p. 1235. https://doi.org/10.1007/s00706-020-02622-5

    Article  CAS  Google Scholar 

  209. Xiao, Y. and Tan, T.T.Y., Analyst, 2011, vol. 136, p. 1433. https://doi.org/10.1039/c0an00631a

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Pharmaceutical Quality Assurance, SSR College of Pharmacy, 396230, Sayli, Silvassa, India

    Chandani V. Chandarana

  2. SSR College of Pharmacy, 396230, Sayli, Silvassa, India

    Jerin Rejji

Authors
  1. Chandani V. Chandarana
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jerin Rejji
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Chandani V. Chandarana.

Ethics declarations

The authors declare that they have no conflicts of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chandarana, C., Rejji, J. Chiral Chromatography and Determination of Chiral Molecules: Past, Present, and Future Perspectives. J Anal Chem 78, 267–293 (2023). https://doi.org/10.1134/S1061934823030048

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1061934823030048

Keywords:

Search

Navigation