t-Boc-N-amido-PEG2-NHS ester
CAS No.: 2183440-73-3
Cat No.: BP-501488
Purity: ≥95%
4.5 
t-Boc-N-amido-PEG2-NHS ester is a short, bifunctional polyethylene glycol (PEG) linker reagent featuring a terminal N-hydroxysuccinimide (NHS) ester for amide coupling and a protected amide terminus (t-Boc) that can be deprotected to enable further conjugation. Structurally, it provides a flexible, hydrophilic spacer of two ethylene glycol units, improving solubility and reducing steric interference between the “warhead” and the recruiting ligand in PROTAC constructs. In targeted protein degradation design, the NHS ester readily reacts with primary amines on proteins, peptides, or small-molecule handles to form a stable amide bond, thereby positioning the conjugated partners at an adjustable distance and orientation. The t-Boc protection supports controlled, stepwise assembly workflows, facilitating sequential functionalization during linker synthesis. This reagent is valuable for researchers optimizing PROTAC linker length and attachment chemistry to improve conjugation efficiency and preserve productive ternary complex formation.
Structure of 2183440-73-3
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t-Boc-N-amido-PEG2-NHS ester is a bifunctional PEG-based linker designed for efficient conjugation in targeted protein degradation workflows. Its NHS ester enables robust coupling to primary amines on ligands, while the PEG segment provides aqueous solubility and conformational flexibility. The t-Boc-protected amine functionality supports controlled downstream assembly. The following sections describe the linker’s structure and practical reactivity considerations in PROTAC construction.
Structure: The molecule contains a PEG spacer connecting an NHS-activated carboxylate with a t-Boc-protected amine functionality. It features an activated ester carbonyl, a Boc carbamate, and ether oxygen atoms that enhance hydrophilicity and flexibility in aqueous media.
Reactivity: The NHS ester reacts with primary amines via nucleophilic acyl substitution to form stable amide bonds, typically under mildly basic conditions that preserve NHS ester reactivity. Standard PROTAC synthesis uses amine-containing ligands in polar aprotic or aqueous buffer systems compatible with NHS chemistry, often with brief reaction times and temperature control. No special catalysts are required; careful pH and reagent stoichiometry help minimize hydrolysis and side reactions.
* 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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