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Genetically-encoded Molecular Probes to Study G Protein-coupled Receptors
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Chemical cell-surface receptor engineering using affinity-guided, multivalent organocatalysts.

Hangxiang Wang1, Yoichiro Koshi, Daishiro Minato

  • 1Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan.

Journal of the American Chemical Society
|July 19, 2011
PubMed
Summary

Researchers developed advanced affinity-guided DMAP (4-dimethylaminopyridine) catalysts for precise chemical protein modification on live cells. This new organocatalyst approach enables specific acylation and creates functional fluorescent biosensors for drug discovery.

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Area of Science:

  • Chemical Biology
  • Organic Chemistry
  • Biochemistry

Background:

  • Catalysts offer potential for chemical protein modification, but applications are mainly limited to in vitro systems.
  • Previous affinity-guided DMAP (4-dimethylaminopyridine) catalysts (AGD) showed promise but required improvement for broader application.
  • Developing methods for specific protein modification on live cells is crucial for biological research and drug discovery.

Purpose of the Study:

  • To develop an improved organocatalyst system for specific chemical acylation of receptor proteins on the surface of live cells.
  • To enhance the efficiency and specificity of protein labeling using multivalent affinity-guided catalysts.
  • To create a functional fluorescent biosensor based on a cell-surface receptor for drug screening.

Main Methods:

  • Designed and synthesized multivalent affinity-guided DMAP (4-dimethylaminopyridine) catalysts (AGD) by fusing multiple DMAP units to a target protein-specific ligand.
  • Evaluated catalyst efficiency in vitro for acylating congerin II, a Src homology 2 (SH2) domain, and FKBP12.
  • Achieved selective chemical labeling of the bradykinin B(2) receptor (B(2)R) on live cells using multivalent AGD catalysts and optimized acyl donors.
  • Constructed a fluorescent biosensor utilizing the labeled B(2)R for detecting ligand binding.

Main Results:

  • Multivalency of the AGD catalysts significantly enhanced protein acylation efficiency in vitro.
  • Successfully demonstrated selective chemical labeling of the bradykinin B(2) receptor (B(2)R) on the surface of live cells.
  • Developed a functional B(2)R-based fluorescent biosensor with enhanced fluorescence upon antagonist ligand binding.
  • The biosensor enables on-demand fluorescence modulation in response to specific molecular interactions.

Conclusions:

  • The developed multivalent affinity-guided catalysts provide a powerful tool for specific chemical protein modification on live cells.
  • This organocatalyst approach facilitates the construction of cell-based biosensors for drug discovery and biological research.
  • The design strategy of affinity-guided multivalent catalysts opens new avenues for diverse catalyst-based protein engineering applications.