- Click Chemistry
- PROTAC Synthesis
PROTAC Synthesis
PROTAC molecules are generally composed of three parts: ligand for target protein, linker and ligand for E3 ligase. “Click chemistry” reactions provide an accessible and tunable strategy for the selection of synthetic linkers and lay a solid foundation for the development of a diverse library of PROTACs in biomedical research. The copper-catalyzed reaction is typically high yielding, requiring stoichiometric quantities of each component and boasts excellent functional group compatibility under mild reaction conditions. This approach would allow for the parallel synthesis of libraries of PROTACs provided the necessary azides and alkynes could be prepared. For example, click chemistry was utilized to prepare a library of PROTACs based on entinostat a class I histone deacetylase (HDAC) inhibitor in clinical trials. Recently, an advanced PROTAC technology was developed, namely CLIPTAC (in-cell click-formed proteolysis-targeting chimeras), with two precursor components combined by bioorthogonal “click” reaction.
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PROTAC Synthesis (872)
- Formula: C40H81N3O20
- Molecular Weight: 924.08
Azido-PEG20-alcohol is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG20-alcohol is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C12H21NO5
- Molecular Weight: 259.30
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- Formula: C17H27N3O5
- Molecular Weight: 353.41
Benzyl-PEG5-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Benzyl-PEG5-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C17H23N7O4
- Molecular Weight: 389.41
Methyltetrazine-Ph-PEG4-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Methyltetrazine-Ph-PEG4-azide is a click chemistry reagent, it contains a Tetrazine group that can undergo an inverse electron demand Diels-Alder reaction (iEDDA) with molecules containing TCO groups. It contains an azide group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing alkyne groups. It can also undergo ring strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups.
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- Formula: C25H31N3O6
- Molecular Weight: 469.53
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- Formula: C39H55N3O10
- Molecular Weight: 725.87
Trityl-PEG10-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Trityl-PEG10-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C58H70N4O13
- Molecular Weight: 1031.20
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- Formula: C23H22N4O3
- Molecular Weight: 402.45
Pyrene-PEG2-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Pyrene-PEG2-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C30H51NO12
- Molecular Weight: 617.73
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- Formula: C11H18O5
- Molecular Weight: 230.26
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- Formula: C16H29NO6
- Molecular Weight: 331.40
N-(PEG1-OH)-N-Boc-PEG2-propargyl is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. N-(PEG1-OH)-N-Boc-PEG2-propargyl is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
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- Formula: C13H25N3O6
- Molecular Weight: 319.35
Azido-PEG4-(CH2)3-methyl ester is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG4-(CH2)3-methyl ester is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C25H49N3O11
- Molecular Weight: 567.67
Azido-PEG9-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG9-Boc is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C21H28F5N3O8
- Molecular Weight: 545.45
Azido-PEG6-PFP ester is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG6-PFP ester is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C9H17N3O3
- Molecular Weight: 215.25
Azido-PEG1-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG1-Boc is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C14H29N3O7
- Molecular Weight: 351.40
Azido-PEG7-alcohol is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG7-alcohol is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C27H53N3O12
- Molecular Weight: 611.72
Azido-PEG10-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azido-PEG10-Boc is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
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- Formula: C44H65N3O13
- Molecular Weight: 844.00
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- Formula: C38H52N2O12
- Molecular Weight: 728.83
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- Formula: C38H67NO16
- Molecular Weight: 793.94
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