m-PEG5-succinimidyl carbonate
CAS No.: 1058691-00-1
Cat No.: BP-500193
Purity: ≥95%
4.5 
m-PEG5-succinimidyl carbonate is a heterobifunctional PEG linker featuring a meta-substituted aromatic attachment point and a succinimidyl carbonate reactive group that enables efficient conjugation to primary amines on PROTAC-relevant ligands (e.g., lysine-containing peptides or amine-bearing small molecules). The PEG5 segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve productive orientation between the target-binding moiety and the E3-ligase ligand during PROTAC assembly. In targeted protein degradation workflows, this linker is used to connect two functional components via carbamate formation after reaction of the succinimidyl carbonate with an amine, yielding a stable linkage suitable for downstream synthesis and analytical characterization. Its utility lies in facilitating modular PROTAC design, allowing researchers to tune linker length and attachment chemistry to optimize degradation potency, selectivity, and physicochemical properties such as solubility and reduced aggregation propensity.
Structure of 1058691-00-1
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This m-PEG5-succinimidyl carbonate linker is designed for modular PROTAC synthesis, providing a flexible polyethylene glycol spacer that enhances solubility and supports efficient conjugation of targeting ligands to E3-recruiting modules. Its activated carbonate functionality enables robust amide-bond formation under standard bioconjugation conditions, facilitating reliable linker installation and subsequent PROTAC assembly. The detailed structural and reactivity characteristics are described below.
Structure: The linker comprises a methoxy-terminated polyethylene glycol chain connected to a succinimidyl carbonate. It contains a carbonate linkage and an activated N-hydroxysuccinimide leaving group, enabling formation of stable amide bonds. The PEG segment imparts hydrophilicity and conformational flexibility relevant to PROTAC architectures.
Reactivity: The succinimidyl carbonate reacts with primary amines to form carbamate/amide-linked conjugates via nucleophilic acyl substitution, with N-hydroxysuccinimide as the leaving group. For PROTAC construction, typical conditions use aqueous or mixed aqueous buffer systems at near-neutral pH, with controlled stoichiometry to favor mono-conjugation. Mild bases and common bioconjugation solvents are used to maintain ligand integrity, while avoiding strongly nucleophilic or competing amines.
* 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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