Br-PEG4-COOtBu

 CAS No.: 564476-32-0  Cat No.: BP-500353  Purity: ≥95% 4.5  

Br-PEG4-COOtBu is a bromide-terminated polyethylene glycol linker bearing a carboxylate protected as a tert-butyl ester, providing a chemically versatile scaffold for PROTAC and related targeted protein degradation constructs. Structurally, it combines a short PEG chain that confers aqueous solubility and conformational flexibility with a terminal alkyl bromide handle for nucleophilic substitution and a protected carboxyl group suitable for later deprotection or coupling. In PROTAC design, such linkers are used to spatially tune the relative positioning of the target-binding ligand and the E3 ligase recruiter, reducing steric clashes and improving productive ternary complex formation. The bromide functionality enables efficient attachment to nucleophilic moieties (e.g., amines or thiols) under standard synthetic conditions, while the ester protection supports controlled downstream functionalization. This product is valuable for rapid linker screening and for constructing modular degradation reagents where solubility and linker length are critical experimental variables.

Br-PEG4-COOtBu

Structure of 564476-32-0

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Category
PROTAC Linker
Molecular Formula
C15H29BrO6
Molecular Weight
385.29
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 DCM, DMF, DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
tert-butyl 3-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Bromo-PEG4-t-butyl ester; Br-PEG4-CH2CH2COOtBu; Bromo-PEG4-C2-Boc; 15-Bromo-4,7,10,13-tetraoxapentadecanoic acid tert-butyl ester; 3,6,9,12-Tetraoxapentadecan-15-oic acid, 1-bromo-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 1-bromo-3,6,9,12-tetraoxapentadecan-15-oate; tert-butyl 1-bromo-3,6,9,12-tetraoxapentadecan-15-oate
Boiling Point
415.8±35.0°C (Predicted)
Density
1.210±0.06 g/cm3 (Predicted)
InChI Key
WLKHUFASPMJBHB-UHFFFAOYSA-N
InChI
InChI=1S/C15H29BrO6/c1-15(2,3)22-14(17)4-6-18-8-10-20-12-13-21-11-9-19-7-5-16/h4-13H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCBr

This Br-PEG4-COOtBu linker is designed for constructing PROTACs that require a reliable handle for conjugation and controlled spatial presentation between the target-binding ligand and the E3-ligase recruiter. Its PEG-based segment supports favorable solubility and reduced steric congestion, while the bromide and protected carboxyl functionality enable modular synthesis. The following sections describe its structure and the practical reactivity considerations for PROTAC assembly.

Structure: The linker contains a poly(ethylene glycol) ether chain terminated by a bromine substituent and a tert-butyl-protected carboxyl group. It features ether linkages along the PEG backbone, an alkyl bromide electrophile, and a carboxylate protected as a tert-butyl ester. These functionalities provide both polarity and orthogonal reactivity.

Reactivity: The bromide can participate in nucleophilic substitution reactions with suitable nucleophiles under standard organic conditions, enabling installation of one PROTAC fragment. The tert-butyl ester is typically used as a protected carboxyl group, which can be deprotected under acid conditions to reveal a reactive carboxylic acid for amide or ester coupling. Common coupling strategies for PROTAC linkages include carbodiimide-mediated amide formation, with compatible bases and activators in polar aprotic solvents.

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* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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