t-Boc-N-amido-PEG3-NHS ester
t-Boc-N-amido-PEG3-NHS ester is a heterobifunctional polyethylene glycol linker featuring a terminal N-hydroxysuccinimide (NHS) ester for amide-bond formation and a PEG3 spacer that provides aqueous solubility and controlled spatial separation. The molecule also contains a Boc-protected amine (carbamate), enabling orthogonal handling during PROTAC synthesis workflows: the NHS ester can be used to conjugate to primary amines on a targeting ligand (e.g., lysine-containing peptides/proteins or amine-bearing small molecules), while the PEG segment helps reduce steric hindrance and modulates effective linker length between the target-binding moiety and the E3-recruiting component. In targeted protein degradation research, such PEG–NHS linkers are valuable for optimizing conjugation efficiency and tuning the geometry of the assembled degrader, which can strongly influence ternary complex formation and downstream degradation potency.
Structure of 2250216-93-2
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* For research and manufacturing use only. Not for human or clinical use.
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t-Boc-N-amido-PEG3-NHS ester is a PEG-based, NHS-activated linker designed for efficient conjugation in targeted protein degradation workflows. Its NHS ester functionality enables rapid formation of stable amide bonds with primary amines, while the PEG spacer supports solubility and flexible presentation of attached ligands. These features make it well suited for constructing PROTACs that require robust linker–ligand coupling. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a Boc-protected amide segment connected to a short polyethylene glycol chain terminated by an N-hydroxysuccinimide ester. It features ester and amide linkages, plus ether oxygen atoms in the PEG backbone. The molecule is typically water-compatible and designed to undergo nucleophile-driven acyl substitution at the NHS terminus.
Reactivity: The NHS ester reacts with primary amines under mildly basic aqueous or mixed solvent conditions to form amide bonds, releasing N-hydroxysuccinimide. Common approaches use buffered aqueous media or organic/aqueous mixtures to balance solubility and reactivity. No special metal catalysts are generally required; the key principle is nucleophilic acyl substitution. Careful control of pH and avoidance of competing nucleophiles improves 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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