Azido-PEG5-CH2CO2-NHS
CAS No.: 2144777-77-3
Cat No.: BP-501562
Purity: 95%
4.5 
Azido-PEG5-CH2CO2-NHS is a heterobifunctional polyethylene glycol linker designed for modular PROTAC synthesis and other targeted conjugations. Structurally, it contains an azide handle for orthogonal click chemistry and a terminal NHS ester that reacts efficiently with primary amines on ligands, enabling stable amide bond formation. The PEG5 chain provides a flexible, hydrophilic spacer that can reduce steric interference between the two functional domains, improving the effective presentation of the target-binding warhead and the E3 ligase–recruiting moiety. In PROTAC workflows, this linker facilitates stepwise assembly: one component is installed via amide coupling to the NHS ester, while the remaining azide enables subsequent conjugation to an alkyne-bearing partner or to a further functionalization step. Its utility lies in improving synthetic flexibility and optimizing linker length and accessibility, which are key determinants of ternary complex formation and targeted protein degradation performance.
Structure of 2144777-77-3
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Azido-PEG5-CH2CO2-NHS is a bifunctional polyethylene glycol (PEG) linker designed for modular PROTAC assembly, combining an azide handle for bioorthogonal conjugation with an activated NHS ester for efficient amide formation. Its flexible PEG spacer helps tune linker length and protein–ligand presentation, often improving the practical success of targeted protein degradation workflows. The detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a terminal azide group and an NHS-activated carboxylate, connected through a PEG-based ether chain and a methylene spacer. It features ether linkages within the PEG segment and an NHS ester functionality capable of acyl substitution, contributing to aqueous compatibility and conformational flexibility.
Reactivity: The NHS ester is suitable for nucleophilic acyl substitution with primary amines under mildly basic aqueous or mixed solvent conditions to form stable amide bonds. The azide group enables subsequent click-type conjugation (commonly copper-catalyzed azide–alkyne cycloaddition) with appropriately functionalized partners. Typical coupling strategies use buffered media and controlled stoichiometry to minimize hydrolysis and preserve coupling efficiency.
* 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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