m-PEG3-succinimidyl carbonate
CAS No.: 477775-77-2
Cat No.: BP-501482
4.5 
m-PEG3-succinimidyl carbonate is a heterobifunctional PEG linker built on a short, three-unit polyethylene glycol chain terminated with a succinimidyl carbonate reactive group. Structurally, it couples a PEG spacer to an activated carbonate that readily reacts with primary amines to form stable carbamate linkages, enabling covalent attachment to lysine-containing ligands, engineered protein tags, or amine-functionalized small molecules. In PROTAC and targeted protein degradation design, this linker is used to introduce a flexible, hydrophilic spacer that can improve solubility and reduce steric interference between the “warhead” and the E3-ligase recruiting element, while the succinimidyl carbonate provides a convenient handle for conjugation during synthesis. Its short PEG length helps maintain proximity for effective ternary-complex formation while offering improved aqueous compatibility for downstream biochemical and cellular assays, making it a practical reagent for constructing amine-bearing PROTAC intermediates and evaluating linker-length effects on degradation potency.
Structure of 477775-77-2
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m-PEG3-succinimidyl carbonate is a polyethylene glycol (PEG)-based linker designed for efficient conjugation in targeted protein degradation workflows. Its succinimidyl carbonate functionality enables robust attachment to primary amines on ligands, supporting the assembly of PROTAC constructs that require controlled spacing and improved solubility. The PEG segment helps tune linker flexibility and hydrophilicity for modular conjugation workflows. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a PEG chain connected to a succinimidyl carbonate moiety, incorporating a carbonate linkage and an N-hydroxysuccinimide-derived leaving group. It presents ether-rich, flexible segments that enhance hydrophilicity, while the activated carbonate region provides a reactive site for amine conjugation.
Reactivity: PROTAC assembly using this linker typically relies on nucleophilic substitution of the activated succinimidyl carbonate by primary amines under mild, anhydrous conditions. Common approaches use polar aprotic solvents such as DMF or DMSO, often with base buffering to promote amine nucleophilicity while minimizing hydrolysis. The reaction proceeds by nucleophilic substitution at the activated carbonate to form a stable carbamate linkage while releasing N-hydroxysuccinimide, with careful control of moisture and time to preserve coupling efficiency.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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