Biotin-PEG2-C2-iodoacetamide
CAS No.: 292843-75-5
Cat No.: BP-501620
4.5 
Biotin-PEG2-C2-iodoacetamide is a heterobifunctional PROTAC linker combining a biotin handle, a short polyethylene glycol spacer, and an electrophilic iodoacetamide warhead for selective thiol reactivity. Structurally, it features a biotin moiety connected through a two-unit PEG segment to a C2 linker terminating in an iodoacetamide group, enabling efficient conjugation to cysteine-containing ligands or proteins via stable thioether formation. In targeted protein degradation workflows, this linker can be used to install a biotin tag for affinity capture or assay readouts while simultaneously providing a chemically defined attachment point for building ternary or modular degradation constructs. Its short PEG spacer helps maintain local proximity between the biotin functionality and the reactive warhead, which can improve conjugation consistency and facilitate downstream purification or immobilization during linker optimization, degradation target engagement studies, and mechanistic assays.
Structure of 292843-75-5
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Biotin-PEG2-C2-iodoacetamide is a bifunctional PROTAC linker designed to connect a biotin-tagged module with an electrophilic iodoacetamide warhead for covalent engagement of nucleophilic residues. Its PEG-based spacer supports productive spatial presentation and improves conjugation flexibility in targeted protein degradation workflows. The biotin handle can facilitate affinity-based workflows, while the iodoacetamide functionality enables robust linkage strategies. Detailed structural and reactivity considerations are provided below to support experimental design.
Structure: The linker combines a biotin moiety with a short polyethylene glycol spacer and a reactive iodoacetamide group. It contains ether linkages within the PEG segment and an amide linkage adjacent to the electrophilic carbon. The iodoacetamide is a stable, activated alkylating electrophile suitable for covalent conjugation.
Reactivity: Iodoacetamide reacts with thiol-containing nucleophiles such as cysteine side chains under mild aqueous or buffered conditions, typically favoring near-neutral pH to preserve protein integrity and maintain nucleophilicity. The mechanism proceeds via nucleophilic substitution at the activated carbon, forming a stable thioether adduct. For PROTAC construction, the linker is commonly used to install the electrophile onto a targeting scaffold, using compatible solvents such as aqueous buffers with low-percentage organic cosolvents; fresh solutions and controlled stoichiometry help minimize 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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