Br-PEG8-COOtBu

 CAS No.: 1623792-00-6  Cat No.: BP-501233  Purity: ≥95% 4.5  

Br-PEG8-COOtBu is a bromine-terminated, PEG-based linker bearing a carboxylic acid protected as a tert-butyl ester. Structurally, it consists of an ether-rich polyethylene glycol chain that provides aqueous solubility and conformational flexibility, together with a terminal alkyl bromide for chemoselective functionalization and a masked carboxyl group for later coupling. In PROTAC design, such linkers are used to connect an E3 ligase ligand to a target-binding moiety while controlling effective linker length, reducing steric clashes, and promoting productive ternary-complex formation by allowing the two binding domains to adopt compatible orientations. The PEG segment can also mitigate nonspecific aggregation and improve handling of hydrophobic warheads. As a modular intermediate, Br-PEG8-COOtBu enables stepwise synthesis of degraders by installing the next functional group at the bromide site and, after deprotection, using the carboxyl handle for amide or related conjugation chemistry, supporting systematic structure–activity relationship studies in targeted protein degradation research.

Br-PEG8-COOtBu

Structure of 1623792-00-6

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Category
PROTAC Linker
Molecular Formula
C23H45BrO10
Molecular Weight
561.51
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Bromo-PEG8-t-butyl ester; Br-PEG8-CH2CH2COOtBu; Bromo-PEG8-C2-Boc; 1,1-Dimethylethyl 27-bromo-4,7,10,13,16,19,22,25-octaoxaheptacosanoate; 2-Methyl-2-propanyl 1-bromo-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; 3,6,9,12,15,18,21,24-Octaoxaheptacosan-27-oic acid, 1-bromo-, 1,1-dimethylethyl ester; tert-butyl 1-bromo-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; 4,7,10,13,16,19,22,25-Octaoxaheptacosanoic acid, 27-bromo-, 1,1-dimethylethyl ester
Boiling Point
557.0±45.0°C (Predicted)
Density
1.180±0.06 g/cm3 (Predicted)
InChI Key
DXYYTZDPNRZUDL-UHFFFAOYSA-N
InChI
InChI=1S/C23H45BrO10/c1-23(2,3)34-22(25)4-6-26-8-10-28-12-14-30-16-18-32-20-21-33-19-17-31-15-13-29-11-9-27-7-5-24/h4-21H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCBr

This PROTAC linker, Br-PEG8-COOtBu, is designed to provide a polyethylene glycol spacer that improves solubility and conformational flexibility while enabling efficient conjugation to targeting ligands. The bromide handle supports controlled installation of the linker into PROTAC architectures, and the protected carboxylate supports subsequent functional group interconversions under standard organic synthesis. The detailed structural and reactivity considerations are provided below to guide experimental assembly of targeted protein degraders.

Structure: Br-PEG8-COOtBu comprises a PEG-based ether chain terminating in a bromide and a tert-butyl-protected carboxylate. Its ether linkages confer hydrophilicity and segmental flexibility, while the bromomethyl end provides a reactive electrophile. The tert-butyl ester masks the carboxyl group to enhance stability during coupling steps.

Reactivity: The bromide functionality is suitable for nucleophilic substitution or related electrophile-driven coupling to install the linker onto heteroatom- or carbon-centered nucleophiles used in PROTAC synthesis. The tert-butyl ester can be deprotected under acid-promoted conditions to reveal a carboxylic acid for amide or ester bond formation. Typical workflows employ dry polar organic solvents and base/acid systems compatible with PEG linkers, with reaction temperatures and times optimized to limit PEG cleavage and side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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