DBCO-NHCO-PEG12-maleimide
Cat No.: BP-502011
4.5 
DBCO-NHCO-PEG12-maleimide is a heterobifunctional polyethylene glycol linker that combines a strained cyclooctyne (DBCO) for copper-free azide–alkyne cycloaddition with a maleimide group for rapid thiol–maleimide conjugation. The PEG12 chain provides a hydrophilic, flexible spacer that reduces steric hindrance and improves effective reach between the two reactive termini, while the carbamate/amide linkage stabilizes the functional groups for use in aqueous, biologically relevant conditions. In PROTAC and targeted protein degradation workflows, this linker enables modular assembly by first attaching one component (e.g., a cysteine-bearing ligand or protein-reactive handle) via maleimide chemistry, then coupling the second component bearing an azide through DBCO click chemistry to generate well-defined conjugates. Its value lies in facilitating efficient, orthogonal conjugation strategies that support systematic structure–activity studies, linker-length optimization, and reproducible synthesis of degraders with controlled connectivity.
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* For research and manufacturing use only. Not for human or clinical use.
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This DBCO-NHCO-PEG12-maleimide linker is designed to enable efficient, modular assembly of PROTACs through orthogonal chemistries. It combines a strained cyclooctyne handle for rapid bioorthogonal conjugation with a maleimide electrophile for selective thiol capture, while the PEG spacer supports solubility and flexible linker presentation. These features facilitate controlled formation of PROTAC constructs and can improve conjugation efficiency and compatibility across diverse ligand scaffolds. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a DBCO (strained cyclooctyne) moiety and a maleimide group connected through a PEG-based hydrophilic spacer, with an amide linkage (NHCO) bridging to the PEG segment. It presents electrophilic alkene functionality in the maleimide and a strained alkyne for cycloaddition, supporting aqueous compatibility.
Reactivity: Maleimide groups typically undergo Michael-type addition with thiols under mildly basic aqueous conditions, forming stable thioether adducts, while DBCO reacts with azide or tetrazine-free strained-alkyne partners via strain-promoted cycloaddition. For PROTAC assembly, thiol-functionalized ligands are commonly coupled to the maleimide first, followed by orthogonal DBCO-mediated conjugation to the complementary partner. Use oxygen-tolerant, buffered aqueous solvents and avoid strong nucleophiles that can compete with thiol addition.
* 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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