Skip to main content
SpringerLink
Log in

Bifunctional MNPs@UIO-66-Arg core-shell-satellite nanocomposites for enrichment of phosphopeptides

  • Original Paper
  • Published:
Microchimica Acta Aims and scope Submit manuscript

Abstract

A facile and mild method based on self-assembled lysozyme (LYZ) to fabricate bifunctional MNPs@UIO-66-Arg core-shell-satellite nanocomposites (CSSNCs) is reported for the high-efficiency enrichment of phosphopeptides. Under physiological conditions, LYZ rapidly self-assembled into a robust coating on Fe3O4@SiO2 magnetic nanoparticles (MNPs) with abundant surface functional groups, which effectively mediate heterogeneous nucleation and growth of UIO-66 nanocrystals. Well-defined MNPs@UIO-66 CSSNCs with stacked pores, showing high specific surface area (333.65 m2 g− 1) and low mass transfer resistance, were successfully fabricated by fine-tuning of the reaction conditions including reaction time and acetic acid content. Furthermore, the UIO-66 shells were further modified with arginine to obtain bifunctional MNPs@UIO-66-Arg CSSNCs. Thanks to the unique morphology and synergistic effect of Zr-O clusters and guanidine groups, the bifunctional MNPs@UIO-66-Arg CSSNCs exhibited outstanding enrichment performance for phosphopeptides, delivering a low limit of detection (0.1 fmol), high selectivity (β-casein/BSA, mass ratio 1:2000), and good capture capacity (120 mg g− 1). The mechanism for phosphopeptides capture may attribute to the hydrogen bonds, electrostatic interactions, and Zr–O–P bonds between phosphate groups in peptides and guanidyl/Zr-O clusters on bifunctional MNPs@UIO-66-Arg CSSNCs. In addition, the small stacking pores on the core-shell-satellite architecture may selectively capture phosphopeptides with low molecular weight, eliminating interference of other large molecular proteins in complex biological samples.

Graphical Abstract

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

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Hu J, Guo YT, Li YM (2006) Research progress in protein post-translational modification. Sci Bull 51(6):633–645

    Article  CAS  Google Scholar 

  2. Xiong FF, Jia JX, Ma JT, Jia Q (2022) Glutathione-functionalized magnetic thioether-COFs for the simultaneous capture of urinary exosomes and enrichment of exosomal glycosylated and phosphorylated peptides. Nanoscale 14(3):853–864

    Article  CAS  PubMed  Google Scholar 

  3. Zhong HY, Xiao X, Zheng S, Zhang WY, Ding MJ, Jiang HY, Huang LL, Kang J (2013) Mass spectrometric analysis of mono- and multi-phosphopeptides by selective binding with NiZnFe2O4 magnetic nanoparticles. Nat Commun 4:1656

    Article  PubMed  Google Scholar 

  4. Luo B, Chen Q, He J, Li ZY, Lan F, Wu Y (2019) Boronic acid-functionalized magnetic metal-organic frameworks via a dual-ligand strategy for highly efficient enrichment of phosphopeptides and glycopeptides. ACS Sustain Chem Eng 7(6):6043–6052

    Article  CAS  Google Scholar 

  5. Ma WF, Zhang Y, Li LL, Zhang YT, Yu M, Guo J, Lu HJ, Wang CC (2013) Ti4+-immobilized magnetic composite microspheres for highly selective enrichment of phosphopeptides. Adv Funct Mater 23(1):107–115

    Article  CAS  Google Scholar 

  6. Li YL, Sun NR, Hu XF, Deng CH (2019) Recent advances in nanoporous materials as sample preparation techniques for peptidome research. TracTrend Anal Chem 120:115658

    Article  CAS  Google Scholar 

  7. Low TY, Mohtar MA, Lee PY, Omar N, Zhou HJ, Ye ML (2021) Widening the bottleneck of phosphoproteomics: evolving strategies for phosphopeptide enrichment. Mass Spectrom Rev 40(4):309–333

    Article  CAS  PubMed  Google Scholar 

  8. Sun NR, Wu H, Shen XZ, Deng CH (2019) Nanomaterials in proteomics. Adv Funct Mater 29(26):1900253

    Article  Google Scholar 

  9. Shi S, Zhang WT, Wu HF, Li YC, Ren XY, Li M, Liu J, Sun J, Yue TL, Wang JL (2020) In situ cascade derivation toward a hierarchical layered double hydroxide magnetic absorbent for high-performance protein separation. ACS Sustain Chem Eng 8(12):4966–4974

    Article  CAS  Google Scholar 

  10. Wang Y, Wei YY, Gao PC, Sun S, Du Q, Wang ZF, Jiang Y (2021) Preparation of Fe3O4@PMAA@Ni microspheres towards the efficient and selective enrichment of histidine-rich proteins. ACS Appl Mater Inter 13(9):11166–11176

    Article  CAS  Google Scholar 

  11. Luo B, Yan S, Zhang HN, Zhou J, Lan F, Ying BW, Wu Y (2021) Metal-organic framework-derived hollow and hierarchical porous multivariate metal-oxide microspheres for efficient phosphoproteomics analysis. ACS Appl Mater Inter 13(29):34762–34772

    Article  CAS  Google Scholar 

  12. Pu CL, Zhao HL, Hong YY, Wang ZX, Zheng Y, Lan MB (2021) Hierarchical dendritic mesoporous TiO2 nanocomposites for highly selective enrichment of endogenous phosphopeptides. ACS Sustain Chem Eng 9(17):5818–5826

    Article  CAS  Google Scholar 

  13. Gao CH, Bai J, He YT, Zheng Q, Ma WD, Lei ZX, Zhang MY, Wu J, Fu FF, Lin Z (2019) Postsynthetic functionalization of Zr4+-immobilized core-shell structured magnetic covalent organic frameworks for selective enrichment of phosphopeptides. ACS Appl Mater Inter 11(14):13735–13741

    Article  CAS  Google Scholar 

  14. He YT, Zheng Q, Lin Z (2021) Ti4+-immobilized hierarchically porous zirconium-organic frameworks for highly efficient enrichment of phosphopeptides. Microchim Acta 188(5):150

    Article  CAS  Google Scholar 

  15. Alpert AJ, Hudecz O, Mechtler K (2015) Anion-exchange chromatography of phosphopeptides: weak anion exchange versus strong anion exchange and anion-exchange chromatography versus electrostatic repulsion-hydrophilic interaction chromatography. Anal Chem 87(9):4704–4711

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  16. Yu LZ, He J, Yan S, Liu YC, Lan F, Wu Y (2022) Magnetic MXene/PAMAM composites with flexible dimensional regulation for highly effective enrichment of phosphopeptides. ACS SustainChem Eng 10(7):2494–2508

    Article  CAS  Google Scholar 

  17. Possemato AP, Paulo JA, Mulhern D, Guo A, Gygi SP, Beausoleil SA (2017) Multiplexed phosphoproteomic profiling using titanium dioxide and immunoaffinity enrichments reveals complementary phosphorylation events. J Proteome Res 16(4):1506–1514

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  18. Rush J, Moritz A, Lee KA, Guo A, Goss VL, Spek EJ, Zhang H, Zha XM, Polakiewicz RD, Comb MJ (2005) Immunoaffinity profiling of tyrosine phosphorylation in cancer cells. Nat Biotechnol 23(1):94–101

    Article  CAS  PubMed  Google Scholar 

  19. Hong YY, Pu CL, Zhao HL, Sheng QY, Zhan QL, Lan MB (2017) Yolk-shell magnetic mesoporous TiO2 microspheres with flowerlike NiO nanosheets for highly selective enrichment of phosphopeptides. Nanoscale 9(43):16764–16772

    Article  CAS  PubMed  Google Scholar 

  20. Jiang DD, Li XQ, Jia Q (2018) Design of two-dimensional layered double hydroxide nanosheets embedded with Fe3O4 for highly selective enrichment and isotope labeling of phosphopeptides. ACS Sustain Chem Eng 7(1):421–429

    Article  Google Scholar 

  21. Yu LZ, Luo B, Zhou XX, Liu YC, Lan F, Wu Y (2021) In situ controllable fabrication of two-dimensional magnetic Fe3O4/TiO2@Ti3C2Tx composites for highly efficient phosphopeptides enrichment. ACS Appl Mater Inter 13(46):54665–54676

    Article  CAS  Google Scholar 

  22. Chen JW, Li K, Yang J, Gu JL (2021) Bimetallic ordered large-pore mesoMOFs for simultaneous enrichment and dephosphorylation of phosphopeptides. ACS Appl Mater Inter 13(50):60173–60181

    Article  CAS  Google Scholar 

  23. Hu ZJ, Chen ZY, Chen XW, Wang JH (2022) Advances in the adsorption/enrichment of proteins/peptides by metal-organic frameworks-affinity adsorbents. TracTrend in Anal Chem 153:116627

    Article  CAS  Google Scholar 

  24. Cao LC, Zhao YM, Chu ZY, Zhang XM, Zhang WB (2020) Core-shell magnetic bimetallic MOF material for synergistic enrichment of phosphopeptides. Talanta 206:120165

    Article  CAS  PubMed  Google Scholar 

  25. Huan WW, Xing MY, Cheng C, L J (2018) Facile fabrication of magnetic metal-organic framework nanofibers for specific capture of phosphorylated peptides. ACS Sustain Chem Eng 7(2):2245–2254

    Article  Google Scholar 

  26. Pan YN, Zhang CH, Xiao RL, Zhang LY, Zhang WB (2021) Dual-functionalized magnetic bimetallic metal-organic framework composite for highly specific enrichments of phosphopeptides and glycopeptides. Anal Chim Acta 1158:338412

    Article  CAS  PubMed  Google Scholar 

  27. Cai GR, Yan P, Zhang LL, Zhou HC, Jiang HL (2021) Metal-organic framework-based hierarchically porous materials: synthesis and applications. Chem Rev 121(20):12278–12326

    Article  CAS  PubMed  Google Scholar 

  28. Zhong M, Kong LJ, Zhao K, Zhang YH, Li N, Bu XH (2021) Recent progress of nanoscale metal-organic frameworks in synthesis and battery applications. Adv Sci 8(4):2001980

    Article  CAS  Google Scholar 

  29. Deng Q, Wu J, Chen Y, Zhang Z, Wang Y, Fang G, Wang S, Zhang Y (2014) Guanidinium functionalized superparamagnetic silica spheres for selective enrichment of phosphopeptides and intact phosphoproteins from complex mixtures. J Mater Chem B 2(8):1048–1058

    Article  CAS  PubMed  Google Scholar 

  30. Liu R, Zhao J, Han Q, Hu X, Wang D, Zhang X, Yang P (2018) One-step assembly of a biomimetic biopolymer coating for particle surface engineering. Adv Mater 30(38):1802851

    Article  Google Scholar 

  31. Wang SZ, McGuirk CM, Ross MB, Wang SY, Chen PC, Xing H, Liu Y, Mirkin CA (2017) General and direct method for preparing oligonucleotide-functionalized metal-organic framework nanoparticles. J Am Chem Soc 139(29):9827–9830

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  32. Luo B, Yang MG, Jiang PP, Lan F, Wu Y (2018) Multi-affinity sites of magnetic guanidyl-functionalized metal-organic framework nanospheres for efficient enrichment of global phosphopeptides. Nanoscale 10(18):8391–8396

    Article  CAS  PubMed  Google Scholar 

  33. Wang SZ, McGuirk CM, d’Aquino A, Mason JA, Mirkin CA (2018) Metal-organic framework nanoparticles. Adv Mater 30(37):1800202

    Article  Google Scholar 

  34. Zhou JQ, Liang YL, He XW, Chen LX, Zhang YK (2017) Dual-functionalized magnetic metal-organic framework for highly specific enrichment of phosphopeptides. ACS Sustain Chem Eng 5(12):11413–11421

    Article  CAS  Google Scholar 

  35. Chen YJ, Xiong ZC, Peng L, Gan YY, Zhao YM, Shen J, Qian JH, Zhang LY, Zhang WB (2015) Facile preparation of core-shell magnetic metal-organic framework nanoparticles for the selective capture of phosphopeptides. ACS Appl Mater Inter 7(30):16338–16347

    Article  CAS  Google Scholar 

  36. Yan S, Luo B, He J, Lan F, Wu Y (2021) Phytic acid functionalized magnetic bimetallic metal-organic frameworks for phosphopeptide enrichment. J Mater Chem B 9(7):1811–1820

    Article  CAS  PubMed  Google Scholar 

  37. Li JY, Zhang S, Gao W, Hua Y, Lian HZ (2020) Guanidyl-functionalized magnetic bimetallic MOF nanocomposites developed for selective enrichment of phosphopeptides. ACS Sustain Chem Eng 8(44):16422–16429

    Article  CAS  Google Scholar 

  38. Zhu XY, Gu JL, Yang J, Wang Z, Li YS, Zhao LM, Zhao WR, Shi JL (2015) Zr-based metal-organic frameworks for specific and size-selective enrichment of phosphopeptides with simultaneous exclusion of proteins. J Mater Chem B 3(20):4242–4248

    Article  CAS  PubMed  Google Scholar 

  39. Xiong ZC, Chen YJ, Zhang LY, Ren J, Zhang QQ, Ye ML, Zhang WB, Zou HF (2014) Facile synthesis of guanidyl-functionalized magnetic polymer microspheres for tunable and specific capture of global phosphopeptides or only multiphosphopeptides. ACS Appl Mater Inter 6(24):22743–22750

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Natural Science Foundation Project of Shaanxi Province (No. 2020JZ-24) and the Fundamental Research Funds for the Central Universities (GK201801006).

Author information

Author notes

  1. Yuxiu Zhang and Nan Li contributed equally and should be considered as co-first authors.

Authors and Affiliations

  1. Key Laboratory of Analytical Chemistry for Life Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, 620 West Chang′an Street, Xi′an, 710119, China

    Yuxiu Zhang, Jianru Li, Miao Fan, Qiqi Zhang & Fuquan Dang

  2. Frontiers Science Center for Flexible Electronics (FSCFE), Xi’an Institute of Biomedical Materials & Engineering (IBME), Xi’an Institute of Flexible Electronics (IFE), Northwestern Polytechnical University (NPU), Xi’an, 710072, China

    Nan Li

Authors
  1. Yuxiu Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Nan Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Jianru Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Miao Fan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Qiqi Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Fuquan Dang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Nan Li or Fuquan Dang.

Ethics declarations

Conflict of interest

The authors declare no competing financial interest.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary Material 1

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, Y., Li, N., Li, J. et al. Bifunctional MNPs@UIO-66-Arg core-shell-satellite nanocomposites for enrichment of phosphopeptides. Microchim Acta 191, 211 (2024). https://doi.org/10.1007/s00604-024-06177-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s00604-024-06177-8

Keywords

Search

Navigation