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Development of GFP ligands and linker optimization of GFP Proteolysis targeting chimeras (GFPTAC) as a general tool for protein study

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1. Introduction 1
1.1. Proteolysis targeting chimeras (PROTACs) 1
1.2. Ubiquitin–proteasome system (UPS) 2
1.3. Advantages of PROTACs 4
1.4. Green fluorescent protein (GFP) 5
1.5. GFP-targeting chimeras (GFPTACs). 5
2. Results and Discussion 7
2.1. Design and development of GFP ligands 7
2.2. Synthesis of modified GFP ligands 8
2.3. Structure-activity relationship (SAR) study of modified GFP ligands 13
2.4. Synthesis and SAR study of pyrrolidine-containing GFP ligands 17
2.5. Synthesis of linkers and GFPTACs 20
2.6. Activity evaluation of GFPTACs employing various types of linkers 25
3. Conclusions 26
4. Experimental Section 27
4.1. General information 27
4.2. Synthetic procedure 28
5. References 83
6. 1H and 13C NMR spectra 85

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