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Enantiomeric analysis of chiral phenyl aromatic compounds by coated capillary electrochromatography based on a MOF-on-MOF stationary phase

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Abstract

Chiral phenyl aromatic compounds (CPACs) are widely used in drug development, food/cosmetic production, and other organic synthesis processes, and their different enantiomers have distinct physiological activities and application differences. A double-layer metal–organic framework composite (MOF-on-MOF) was obtained by in situ synthesis of chiral metal–organic framework (CMOM-3S) on the surface of an iron-based metal–organic framework (NH2-MIL-101(Fe)). According to our investigation, MOF-on-MOF composite was for the first time applied to the stationary phase of capillary electrochromatography (CEC), and enantioseparations of eight CPACs were accomplished. Compared with single CMOM-3S, the enantioseparation performance of the coated capillary columns based on NH2-MIL-101(Fe)@CMOM-3S was improved by 34.07 ~ 720.0%. The R-/S-mandelic acid in actual sample (apricot leaves) was detected by the newly CEC system to be 0.0118 mg mL−1 and 0.0523 mg mL−1, respectively. The spike recoveries were 96.60 ~ 104.7%, indicating its good stability and accuracy. In addition, the selective adsorption capacity of MOF-on-MOF composites was verified by adsorption experiments.

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Funding

This work was supported by the Project of National Natural Science Foundation of China (No.: 82073809).

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Authors and Affiliations

  1. Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, Nanjing, 210009, People’s Republic of China

    Pandeng Miao, Jiaquan Chen, Guangfu Xu, Tao Yu & Yingxiang Du

  2. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, People’s Republic of China

    Pandeng Miao, Jiaquan Chen, Guangfu Xu, Tao Yu & Yingxiang Du

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  1. Pandeng Miao
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  2. Jiaquan Chen
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  3. Guangfu Xu
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Contributions

Pandeng Miao: conceptualization, data curation, formal analysis, investigation, methodology, writing—original draft, writing—review and editing; Jiaquan Chen: methodology; Guangfu Xu: methodology; Tao Yu: writing—review and editing; Yingxiang Du*: methodology, conceptualization, formal analysis, and writing—review and editing. All authors named in the manuscript have made a significant contribution to the writing, concept, design, execution, or interpretation of the work represented. All authors agree with the authors’ list appeared in the manuscript.

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Correspondence to Yingxiang Du.

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Miao, P., Chen, J., Xu, G. et al. Enantiomeric analysis of chiral phenyl aromatic compounds by coated capillary electrochromatography based on a MOF-on-MOF stationary phase. Microchim Acta 191, 160 (2024). https://doi.org/10.1007/s00604-024-06243-1

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