Selectivity of molecularly imprinted solid phase extraction for sterol compounds

Zhu, Qiujin; Wang, Liping; Wu, Shengfang; Wasswa, Joseph; Gu, Xiaohong

doi:10.1016/j.foodchem.2008.07.044

Cited by 37 publications

(16 citation statements)

References 38 publications

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“…Such MIPs can exhibit a 'molecular memory' for the template or structurally related molecular analogues [11][12][13]. To date, most studies involving sterol-related molecularly imprinted polymers, usually involving non-covalent self-assembly approaches, have focused on cholesterol [14][15][16][17][18][19][20][21][22][23] or estradiol [24][25][26][27]. The focus of this investigation was to explore an alternative method for the generation of a covalently imprinted MIP based on the use of the cleavable stigmasterol methacrylate as template, in silico determination of optimal co-monomer-template ratios, batch binding studies with several sterol analogues, and molecular modeling of the binding interactions.…”

Section: Introductionmentioning

confidence: 99%

Phytosterol Recognition via Rationally Designed Molecularly Imprinted Polymers

Schwarz

Leung

Danylec

et al. 2018

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Abstract:Molecularly imprinted polymers (MIPs) prepared via a semi-covalent imprinting strategy using stigmasteryl methacrylate as a polymerisable template have been evaluated by static binding methods for their ability to selectively capture other valuable phytosterol targets, including campesterol and brassicasterol. Design criteria based on molecular modelling procedures and interaction energy calculations were employed to aid the selection of the co-monomer type, as well as the choice of co-monomer:template ratios for the formation of the pre-polymerisation complex. These novel hybrid semi-covalently imprinted polymers employed N,N -dimethylacryl-amide (N,N -DMAAM) as the functional co-monomer and displayed specific binding capacities in the range 5.2-5.9 mg sterol/g MIP resin. Their binding attributes and selectivities towards phytosterol compounds were significantly different to the corresponding MIPs prepared via non-covalent procedures or when compared to non-imprinted polymers. Cross-reactivity studies using stigmasterol, ergosterol, cholesterol, campesterol, and brassicasterol as single analytes revealed the importance of the A-ring C-3-β-hydroxyl group and the orientational preferences of the D-ring alkyl chain structures in their interaction in the templated cavity with the N,N -dimethylamide functional groups of the MIP. Finally, to obtain useful quantities of both campersterol and brassicasterol for these investigations, improved synthetic routes have been developed to permit the conversion of the more abundant, lower cost stigmasterol via a reactive aldehyde intermediate to these other sterols.

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Section: Introductionmentioning

confidence: 99%

Phytosterol Recognition via Rationally Designed Molecularly Imprinted Polymers

Schwarz

Leung

Danylec

et al. 2018

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“…Solid phase extraction (SPE) cartridge packed with common stationary phases is routinely used for sample clean-up and analyte pre-concentration (Boyd et al, 2007;Ou et al, 2006). MIP is an attractive choice to replace conventional stationary phases in SPE as the binding sites on MIP would be more specific for the analyte of interest and this has been demonstrated in earlier studies (Puoci et al, 2008;Zhu et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and application of cephalexin imprinted polymer for solid phase extraction in milk

et al. 2015

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“…Wang, Dong, and Wang 2013). To date, these polymers have been widely used in biological engineering, clinical medicine, environmental monitoring, food industry, and other fields (Puoci Curcio, and Cirillo 2008;Zhu, Wang, and Wu 2009;Shakerian, Dadfarnia, and Shabani 2012;Ashkenani and Taher 2012;Y. Li, Fu, and Liu 2012).…”

Section: Introductionmentioning

confidence: 99%

Preparation of Urea-Imprinted Cross-Linked Chitosan and Its Adsorption Behavior

Cheng

et al. 2014

Analytical Letters

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A surface molecular imprinting technique was used to prepare a novel molecularly imprinted polymer using urea as the template molecule, chitosan as the functional matrix, epichlorohydrin as the cross-linker, and formaldehyde as the amino-protecting agent. Infrared analysis of the polymer confirmed that urea was successfully imprinted on cross-linked chitosan. On the basis of a single-factor test, Box-Behnken central composite experimental design and response surface methodology were used to optimize the preparation conditions. The optimum preparation conditions included 0.05 mL of acetic acid, 0.79 g of urea, a pre-polymerization time of 2.41 h, 1.63 mL of epichlorohydrin, and 0.6 g of chitosan. The predicted maximum adsorption capacity of urea (9.53 mg/g) was consistent with the experimental value (9.61 AE 0.16 mg/g), which confirmed the accuracy of the response surface method to optimize the preparation conditions of molecularly imprinted polymer. The recycling rate of the molecularly imprinted polymers was up to 84.6%. The molecularly imprinted polymer was used to adsorb urea from a serum sample. The adsorption efficiency had a maximum value of 54.51%.

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Selectivity of molecularly imprinted solid phase extraction for sterol compounds

Cited by 37 publications

References 38 publications

Phytosterol Recognition via Rationally Designed Molecularly Imprinted Polymers

Phytosterol Recognition via Rationally Designed Molecularly Imprinted Polymers

Synthesis and application of cephalexin imprinted polymer for solid phase extraction in milk

Preparation of Urea-Imprinted Cross-Linked Chitosan and Its Adsorption Behavior

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