Abstract
l-Phenylalanine molecularly imprinted polymers were synthesized by bulk polymerization. Methacrylic acid and acrylamide were tested as functional monomers. Ethanol and acetonitrile were used as porogenic solvents. Optimal composition of polymerization mixture was methacrylic acid, template, and ethylene glycol dimethacrylate in molar ratio 1:5:26. MIP was applied as HPLC chiral stationary phase. The influences of the mobile phase composition, flow rate, column temperature, and column length on the efficiency of enantioseparation were investigated. The enantioselective separation of phenylalanine was attained in reversed phase mode at 45 °C with acetonitrile/water containing 1.5% acetic acid (90/10, v/v) as mobile phase (resolution value was 1.49, selectivity factor was 1.38). Applicability of polymeric stationary phase prepared for l-phenylalanine was tested for analysis of dietary supplement sample. The UV detection limits for both enantiomers were 1 mg cm−3 (S/N = 3). Good linearity was observed from 1 to 10 mg cm−3.
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Ilisz I, Aranyl A, Pataj Z, Péter A (2012) J Pharm Biomed Anal 69:28
Kubo AT, Otsuka K (2016) J Pharm Biomed Anal 130:68
Alcudia-Leon MC, Lucena R, Cardenas S, Valcarcel M (2016) J Chromatogr A 1455:57
Sellergren B (2001) J Chromatogr A 906:227
Ansell AJ (2005) Adv Drug Rev 57:1809
Tiwari MP, Prasad A (2015) Anal Chim Acta 853:1
Hroboňová K, Lomenova A, Čižmárik J, Lehotay J (2017) Čes slov Farm 66:62
Zhang Z, Yhang M, Liu Y, Yang X, Luo L, Yao S (2012) Sep Purif Technol 87:142
Khan H, Khan T, Park JK (2008) Sep Purif Technol 62:363
Vidyasankar S, Ru V, Arnold FH (1997) J Chromatogr A 775:51
Yoshimi Y, Ishii N (2015) Anal Chim Acta 862:77
Najafizadeh P, Ebrahimi SA, Panjehshahin MR, Sorkhabadi SMR (2014) Iran J Med Sci 39:552
Liu XY, Fang HX, Yu LP (2013) Talanta 116:283
Qui H, Xi Y, Lu F, Fan L, Luo Ch (2012) Spectrochim Acta A 86:456
Wang L, Zhang Z, Huang L (2008) Anal Bioanal Chem 390:14312
Dauwe Ch, Sellergren B (1996) J Chromatogr A 753:191
Weng W, Yao B, Chen X, Lin W, Zeng Q (2006) Prog Chem 18:1056
Meričko D, Lehotay J (2009) Enantioseparation in HPLC: thermodynamic studies. In: Cazes J (ed), Encyclopedia of chromatography, 3rd edn. Taylor & Francis, New York
Acknowledgements
This work was financially supported by the Slovak Research and Development Agency under the contract no. APVV-15-0355 and by project Excellent teams of young researchers at STU.
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Hroboňová, K., Lomenova, A. Molecularly imprinted polymer as stationary phase for HPLC separation of phenylalanine enantiomers. Monatsh Chem 149, 939–946 (2018). https://doi.org/10.1007/s00706-018-2155-5
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DOI: https://doi.org/10.1007/s00706-018-2155-5