Chloroacetamido-PEG4-NHS ester
CAS No.: 1353011-95-6
Cat No.: BP-501380
4.5 
Chloroacetamido-PEG4-NHS ester is a heterobifunctional polyethylene glycol linker designed for PROTAC and targeted protein degradation workflows. Structurally, it combines a chloroacetamide electrophile with a terminal N-hydroxysuccinimide (NHS) ester, separated by a short, flexible PEG4 chain that provides aqueous solubility and spatial reach. The chloroacetamide moiety can form a stable thioether linkage with cysteine thiols on proteins or cysteine-containing intermediates, enabling site-selective conjugation. In parallel, the NHS ester reacts efficiently with primary amines on lysine residues or amine-bearing small molecules, allowing coupling to the complementary PROTAC component. In PROTAC design, this dual-reactivity supports modular assembly: one end can be used to attach to a ligand or targeting module bearing amines, while the other end can be used to install or crosslink to a cysteine-containing element, thereby promoting productive ternary complex formation by positioning the recruiting and effector domains. Its PEG spacer helps reduce steric clashes and improves conjugate handling for experimental studies.
Structure of 1353011-95-6
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Chloroacetamido-PEG4-NHS ester is a bifunctional polyethylene glycol (PEG)-based linker designed for covalent conjugation in targeted protein degradation workflows. Its NHS ester enables efficient coupling to primary amines on ligands or affinity handles, while the chloroacetamide group provides a complementary electrophile for nucleophile-mediated attachment. This combination supports modular PROTAC assembly, improving conjugation flexibility and tuning of linker presentation. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a PEG chain that imparts hydrophilicity and conformational flexibility, connected to an N-hydroxysuccinimide (NHS) ester for amine reactivity and a chloroacetamide for electrophilic capture. It features ester and amide functionalities, with a reactive carbonyl activated toward nucleophilic substitution.
Reactivity: The NHS ester is typically used under mildly basic aqueous or mixed solvent conditions to promote acyl substitution by primary amines, forming stable amide bonds. After coupling, the chloroacetamide can react with suitable nucleophiles (commonly thiols or other soft nucleophiles) via electrophilic substitution, enabling sequential or orthogonal conjugation. Commonly used bases and buffering systems are selected to preserve NHS reactivity while controlling chloroacetamide stability; no special catalysts are generally required.
* 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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