Boc-Aminooxy-PEG3-bromide

 CAS No.: 918132-15-7  Cat No.: BP-501440 4.5  

Boc-Aminooxy-PEG3-bromide is a protected aminooxy-functional polyethylene glycol linker designed for PROTAC synthesis and related targeted degradation conjugations. Structurally, it consists of a Boc-protected aminooxy group connected through a short, three–ethylene glycol unit PEG chain to a terminal bromide leaving group, providing both a hydrophilic spacer and a chemically addressable handle. In PROTAC architectures, the aminooxy functionality enables formation of oxime or related oxime-derivative linkages with aldehyde-bearing partners, allowing controlled attachment of the linker to targeting ligands or other degradative modules. The PEG segment improves solubility and can reduce steric constraints, helping maintain productive ternary complex formation between the target-binding ligand and the E3-recruiting component. As a modular intermediate, this reagent supports flexible, stepwise assembly of degraders and facilitates optimization of linker length and attachment chemistry in structure–activity studies, thereby aiding systematic evaluation of degradation efficiency and cellular uptake.

Boc-Aminooxy-PEG3-bromide

Structure of 918132-15-7

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PROTAC Linker
Molecular Formula
C₁₃H₂₆BrNO₆
Molecular Weight
372.25

* For research and manufacturing use only. Not for human or clinical use.

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IUPACName
tert-butyl N-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]carbamate
InChI Key
BWEZLXYPVZNLFJ-UHFFFAOYSA-N
InChI
InChI=1S/C13H26BrNO6/c1-13(2,3)21-12(16)15-20-11-10-19-9-8-18-7-6-17-5-4-14/h4-11H2,1-3H3,(H,15,16)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCOCCBr

Boc-Aminooxy-PEG3-bromide is a PEG-based, bromide-terminated linker designed for assembling PROTACs through reliable chemoselective bond formation. Its protected aminooxy functionality supports controlled coupling strategies, while the polyethylene glycol segment improves solubility and can help tune the effective linker length and flexibility in targeted protein degradation constructs. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC synthesis in detail below.

Structure: The linker contains a protected aminooxy group (Boc-protected), an ether-rich polyethylene glycol chain, and a terminal bromide leaving group. It features stable C–O and C–C connectivity, with multiple ether linkages that confer hydrophilicity and conformational flexibility, supporting solubilizing behavior in bioconjugation workflows.

Reactivity: Suitable PROTAC assembly typically uses the terminal bromide for nucleophilic substitution by appropriately prepared nucleophiles, followed by deprotection or subsequent functional group interconversions to enable oxime or related oxime-derivative formation. Reaction design generally follows SN2-type coupling principles under mild base-promoted conditions, using polar aprotic solvents to support alkylation, while protecting-group handling should be aligned with the Boc stability window.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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