t-boc-N-amido-PEG5-bromide
CAS No.: 1392499-33-0
Cat No.: BP-500964
Purity: >95%
4.5 
t-Boc-N-amido-PEG5-bromide is a bromide-terminated, Boc-protected PEG linker featuring an amide linkage that provides a flexible, hydrophilic spacer of moderate length for conjugation chemistry. Structurally, the terminal bromide enables nucleophilic substitution or related coupling strategies, while the Boc-protected amide functionality offers a protected handle that can be deprotected under standard conditions to reveal an amide for further bond formation. In PROTAC design, PEG-based linkers are widely used to modulate the spatial relationship between the ligand warhead and the E3-recruiting moiety, improving effective ternary complex formation by reducing steric clashes and enhancing solubility. This linker’s combination of flexibility, aqueous compatibility, and orthogonal functional groups makes it valuable for constructing and optimizing targeted protein degradation candidates, particularly when systematic linker-length and attachment-point variation are required to tune degradation potency and selectivity.
Structure of 1392499-33-0
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* For research and manufacturing use only. Not for human or clinical use.
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This PROTAC linker, t-boc-N-amido-PEG5-bromide, is designed to provide a flexible polyethylene glycol spacer terminated with a bromide handle for efficient conjugation. Its PEG-based architecture helps tune linker length and conformational freedom, while the protected amide functionality supports controlled synthetic coupling strategies. In PROTAC workflows, such linkers are commonly used to connect a ligand-recruiting warhead to an E3-recruiting moiety, enabling proximity-driven ubiquitination and targeted protein degradation. Detailed structural and reactivity considerations are provided below.
Structure: The molecule features a PEG chain that confers hydrophilicity and conformational flexibility, coupled to an N-amide motif and a tert-butoxycarbonyl-protected amine. A terminal bromide provides a reactive leaving group for substitution chemistry. The overall structure contains ether linkages, amide bonds, and a carbamate protecting group.
Reactivity: The terminal bromide enables nucleophilic substitution reactions with amine or thiol nucleophiles under base-mediated conditions, typically using polar aprotic solvents to promote SN-type coupling. The Boc-protected amide/amine functionality is compatible with stepwise synthesis, allowing selective deprotection prior to subsequent bond formation. Standard coupling sequences for PROTAC assembly can be implemented by first forming the linker–ligand connection, then proceeding to final conjugation while maintaining protecting-group integrity.
* 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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