Bromo-PEG5-t-butyl ester
Bromo-PEG5-t-butyl ester is a heterobifunctional polyethylene glycol linker featuring a terminal bromo leaving group and a PEG chain of five ethylene glycol units capped as a tert-butyl ester. Structurally, the bromo terminus enables controlled attachment to nucleophilic handles on ligands (for example, via substitution with thiols or amines after appropriate activation), while the PEG spacer provides water solubility and conformational flexibility that can reduce steric interference between the two PROTAC partners. The tert-butyl ester serves as a protected carboxylate equivalent, allowing subsequent deprotection or coupling to introduce the functional group required for amide or ester bond formation during PROTAC assembly. In targeted protein degradation workflows, such PEG-based linkers help tune effective intramolecular geometry, improve handling of conjugates, and support modular synthesis of degraders by providing orthogonal reactive sites. This makes the reagent valuable for constructing PROTACs and related bifunctional degraders with reproducible conjugation chemistry.
Structure of 1415800-38-2
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Bromo-PEG5-t-butyl ester is a functionalized PEG-based linker designed for modular construction of PROTACs, enabling efficient conjugation between a ligand-bearing warhead and an E3-recruiting moiety. Its ether-rich PEG segment supports favorable solubility and conformational flexibility, while the bromo handle provides a chemically addressable site for subsequent derivatization. The t-butyl ester offers a protected carboxyl functionality that can be unmasked under suitable conditions during linker assembly. Detailed structural and reactivity considerations are provided below.
Structure: The linker comprises an ether-containing polyethylene glycol chain terminated with a bromo substituent and a t-butyl ester group. It features C–Br and ester carbonyl functionalities connected through stable C–O and C–C bonds, providing a flexible, polar scaffold with enhanced hydrophilicity.
Reactivity: The bromo group is suitable for nucleophilic substitution or related electrophile-driven coupling to install a second fragment under standard organic synthesis conditions. The t-butyl ester can be selectively deprotected using acid-mediated cleavage to reveal a carboxylic acid for subsequent amide or ester bond formation. Solvent choice and base/acid strength should be optimized to preserve sensitive ligands and maintain linker 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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