Citation: Jin Du, Yiling Shi, Anna Tang, Deming Kong. Chiral Separation of Amino Acids by Chromatography[J]. University Chemistry, ;2023, 38(10): 218-224. doi: 10.3866/PKU.DXHX202301022 shu

Chiral Separation of Amino Acids by Chromatography

Research Center for Analytical Sciences, Tianjin Key Laboratory of Biosensing and Molecular Recognition, National Demonstration Center for Experimental Chemistry Education, College of Chemistry, Nankai University, Tianjin 300071, China

Corresponding author: Anna Tang, tanganna@nankai.edu.cn
Received Date: 26 January 2023
Revised Date: 13 February 2023

Amino acids with different optical activities and stereo-configurations have different physiological activities and effects. Therefore, it is important to achieve the chiral separation of amino acids effectively. Chromatography is a commonly used method for the chiral separation and detection of amino acids, and is characterized by high separation efficiency, high speed, sensitivity, low cost, and environmental friendliness. In this paper, we review the recent progress of chromatographic methods in the chiral separation and analysis of amino acids and provide an outlook on their development trends.
- Amino acids,
- Chiral separation,
- Chromatographic methods
1. [1]
2. [2]
3. [3]
  Li, X.; Wang, Y. Chiral Separations, Humana:New York, NY, USA, 2019; pp. 159-169.
4. [4]
  Zhang, S.; Zheng, Y.; An, H.; Aguila, B.; Yang, C. X.; Dong, Y.; Xie, W.; Cheng, P.; Zhang, Z.; Chen, Y.; et al. Angew. Chem., Int. Ed. 2018, 57, 16754.
5. [5]
  Qian, H. L.; Liu, F.; Liu, X.; Yang, C.; Yan, X. P. Anal. Bioanal. Chem. 2022, 414, 5255.
6. [6]
  Frank, H.; Nicholson, G. J.; Bayer, E. J Chromatogr. Sci. 1977, 15, 174.
7. [7]
  Menestrina, F.; Grisales, J. O.; Castells, C. B. Microchem. J. 2016, 128, 267.
8. [8]
  Xie, S. M.; Zhang, Z. J.; Wang, Z. Y.; Yuan, L. M. J. Am. Chem. Soc. 2011, 133, 11892.
9. [9]
  Zhang, J. H.; Xie, S. M.; Chen, L. B.; Wang, J.; He, P. G.; Yuan, L. M. Anal. Chem. 2015, 87, 7817.
10. [10]
  Sethi, N.; Anand, A.; Jain, G.; Srinivas, K.; Chandrul, K. Chronicles Young Sci. 2010, 1, 12.
11. [11]
  Lajkó, G.; Ilisz, I.; Tóth, G.; Fülöp, F.; Lindner, W.; Péter, A. J. Chromatogr. A 2015, 1415, 134.
12. [12]
  Lipka, E.; Dascalu, A. E.; Messara, Y.; Tsutsqiridze, E.; Farkas, T.; Chankvetadze, B. J. Chromatogr. A 2019, 1585, 207.
13. [13]
  Jorgenson, J. W.; Lukacs, K. D. Clin. Chem. 1981, 27, 1551.
14. [14]
  Piehl, N.; Ludwig, M.; Belder, D. Electrophoresis 2004, 25, 3848.
15. [15]
  Pataj, Z.; Ilisz, I.; Berkecz, R.; Misicka, A.; Tymecka, D.; Fülöp, F.; Armstrong, D. W.; Péter, A. J. Chromatogr. Sci. 2015, 31, 3688.
16. [16]
  Wang, A.; Liu, K.; Tian, M.; Yang, L. Anal. Chem. 2022, 94, 9252.
17. [17]
  Khatri, S.; Memon, N.; Khatri, Z.; Ahmed, F. Acta Chromatogr. 2020, 32, 210.
18. [18]
  Xiong, Q.; Jin, J.; Lv, L.; Bu, Z.; Tong, S. J. Sep. Sci. 2018, 41, 1479.
19. [19]
20. [20]
21. [21]
  Aydoğan, C. Chirality 2018, 30, 1144.
22. [22]
23. [23]
  Šimek, P.; Hušek, P.; Zahradníčková, H. Amino Acid Analysis:Methods and Protocols; Humana:New York, NY, USA, 2019; pp. 237-251.
24. [24]
  Xie, S.; Wang, B.; Zhang, X.; Zhang, J.; Zhang, M.; Yuan, L. Chirality 2014, 26, 27.
25. [25]
26. [26]
  Yue, C. Y.; Ding, G. S.; Liu, F. J.; Tang, A. N. J. Chromatogr. A 2013, 1311, 176.
27. [27]
  Miller, L.; Yue, L. Chirality 2020, 32, 981.
28. [28]
  Lu, Y.; Zhang, H.; Zhu, Y.; Marriott, P. J.; Wang, H. Adv. Funct. Mater. 2021, 31, 2101335.
29. [29]
  Cheng, Q.; Ma, Q.; Pei, H.; Mo, Z. Sep. Purif. Technol. 2022, 292, 121034.
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