Iodoacetamide-PEG3-azide
CAS No.: 1594986-04-5
Cat No.: BP-501411
4.5 
Iodoacetamide-PEG3-azide is a heterobifunctional polyethylene glycol linker featuring a terminal iodoacetamide electrophile and an azide handle separated by a short PEG3 chain. The iodoacetamide group selectively reacts with nucleophilic thiols (e.g., cysteine residues on proteins) via alkylation, enabling stable conjugation of the linker to thiol-containing targeting ligands or protein-based components. The distal azide provides a bioorthogonal functional group for subsequent “click” reactions, most commonly copper-free strain-promoted azide–alkyne cycloaddition, allowing modular attachment to complementary partners such as PROTAC warheads, E3 ligands, or other recognition motifs. In targeted protein degradation workflows, this architecture supports controlled assembly of degraders by orthogonally combining thiol-directed labeling with efficient azide-driven conjugation, helping researchers tune effective linker length, maintain solubility, and preserve binding activity during PROTAC synthesis.
Structure of 1594986-04-5
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Iodoacetamide-PEG3-azide is a bifunctional PROTAC linker designed to connect a thiol-reactive iodoacetamide handle with an azide group for orthogonal coupling. Its PEG-based spacer supports productive ternary complex formation by improving solubility and conformational flexibility, while the azide enables modular “click” conjugation to diverse targeting ligands. The molecule is therefore well suited for assembling targeted protein degraders, and the structure and reactivity considerations are described in detail below.
Structure: The linker contains an iodoacetamide electrophile, a polyethylene glycol spacer, and a terminal azide for bioorthogonal reactions. It features stable amide and ether linkages within a flexible PEG chain, providing hydrophilicity and reduced steric constraints around the reactive termini.
Reactivity: The iodoacetamide group reacts with accessible protein or small-molecule thiols via nucleophilic substitution, typically under mild aqueous conditions with thiol-containing partners. The azide is commonly used in copper-catalyzed azide–alkyne cycloaddition or related bioorthogonal click chemistries to install the complementary handle on PROTAC constructs. Reaction design should prioritize orthogonality, thiol availability, and compatibility of solvent and pH with both conjugation steps.
* 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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