TCO-PEG8-NHS ester
CAS No.: 2353409-95-5
Cat No.: BP-500486
Purity: 95%
4.5 
TCO-PEG8-NHS ester is a heterobifunctional PROTAC linker combining a trans-cyclooctene (TCO) reactive handle with an NHS-activated carboxylate and a polyethylene glycol spacer of eight ethylene glycol units. Structurally, the PEG segment provides aqueous solubility and conformational flexibility, while the NHS ester enables efficient amide-bond formation with primary amines on targeting ligands (e.g., lysine residues or amine-functionalized peptides) under standard bioconjugation conditions. In PROTAC or targeted degradation workflows, the TCO group serves as a bioorthogonal click partner for tetrazine-containing components, allowing rapid and selective conjugation to assemble multi-part degraders or to install degraders onto carrier or targeting modules without harsh conditions. This linker is valuable for constructing well-defined, modular degradation agents, improving coupling efficiency and spacing between functional domains, which can enhance the accessibility and productive engagement of the recruited target proteins in cellular assays.
Structure of 2353409-95-5
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TCO-PEG8-NHS ester is a bifunctional PROTAC linker designed to connect a targeting ligand to a second module while enabling efficient bioorthogonal conjugation through a trans-cyclooctene handle. Its PEG-based spacer improves solubility and reduces steric constraints, supporting productive ternary complex formation in targeted protein degradation workflows. The molecule will be described in detail below, including its structural features and practical guidance for PROTAC assembly and conjugation.
Structure: This linker contains a polyethylene glycol spacer terminating in an N-hydroxysuccinimide ester, providing an activated carboxylate for nucleophilic acyl substitution. A trans-cyclooctene moiety supports rapid cycloaddition chemistry, while ether-rich PEG segments confer flexibility, polarity, and improved aqueous compatibility.
Reactivity: The NHS ester reacts with primary amines under mild, aqueous or mixed aqueous conditions to form stable amide bonds, typically using buffering systems that maintain NHS activation without promoting premature hydrolysis. The trans-cyclooctene group is compatible with inverse-electron-demand cycloaddition to tetrazine partners, proceeding via a rapid cycloaddition mechanism. Commonly used conjugation solvents include buffered aqueous media with controlled pH and minimal nucleophiles, and reactions are often performed under inert or low-oxygen conditions to preserve reactive partners.
* 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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