Abstract

We reported for the first time that cationic pillar[6]arene (cPA6) could tightly bind to peptide polymer (MW~20–50 kDa), an artificial substrate for tyrosine (Tyr) phosphorylation, and efficiently inhibit Tyr protein phosphorylation through host–guest recognition. We synthesized a nanocomposite of black phosphorus nanosheets loaded with cPA6 (BPNS@cPA6) to explore the effect of cPA6 on cells. BPNS@cPA6 was able to enter HepG2 cells, induced apoptosis, and inhibited cell proliferation by reducing the level of Tyr phosphorylation. Furthermore, BPNS@cPA6 showed a stronger ability of inhibiting cell proliferation in tumor cells than in normal cells. Our results revealed the supramolecular modulation of enzymatic Tyr phosphorylation by the host–guest recognition of cPA6.

Highlights

  • Molecular recognition plays a crucial role in biological systems

  • The synthesis and characterization of pillararenes are reported in the Supplementary Information (Schemes S1–S12, Figures S1–S10)

  • We demonstrated the inclusion complexation behavior of macrocyclic hosts with pEY, which is an artificial substrate of Protein tyrosine kinases (PTKs)

Read more

Summary

Introduction

Molecular recognition plays a crucial role in biological systems. several recognition principles are well understood, the design and synthesis of molecules to recognize expected target molecules, such as proteins and enzymes, continue to pose challenges in the fields of biochemical pharmaceuticals and medical diagnostics. The molecular recognition of pillararenes and guests in organic solvents has been extensively investigated, few studies have focused on the interactions of pillararenes and biomacromolecules (e.g., proteins or enzymes) in aqueous solutions [25,26,27,28,29]. Yang’s group recently found that carboxylated pillar[6]arene can remarkably inhibit the pentamer formation of human papillomavirus (HPV) L1 via selective binding to basic amino acids at the capsid protein interface [29]. This interesting result has laid the foundation for the development of new supramolecular inhibitors for HPV treatment. Barbera and co-workers reported an antimicrobial coating capable of the sustained release of antibiotics based on electrostatically assembled multilayers between carboxylated pillar[6]arene and poly(allylamine hydrochloride) [30]

Methods
Results
Conclusion
Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call