Bromo-PEG10-t-butyl ester

 Cat No.: BP-501938  Purity: ≥95% 4.5  

Bromo-PEG10-t-butyl ester is a heterobifunctional PEG-based linker featuring a terminal bromo leaving group paired with a protected carboxylate (t-butyl ester) and an extended polyethylene glycol chain that provides aqueous solubility and conformational flexibility. The bromo functionality enables efficient nucleophilic substitution or alkylation with suitably nucleophilic partners (for example, thiols or amines after appropriate activation), allowing researchers to install the linker onto one PROTAC module such as a warhead or a solubilizing handle. The t-butyl ester serves as a stable carboxylate protecting group during synthesis and can be converted to a free acid under standard deprotection conditions, enabling subsequent amide coupling to attach the second PROTAC component. In targeted protein degradation workflows, this linker design helps tune spatial positioning between binding ligands, reduce steric interference, and improve practical handling, supporting systematic optimization of degradation potency and selectivity in experimental PROTAC constructs.

Bromo-PEG10-t-butyl ester

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Category
PROTAC Linker
Molecular Formula
C27H53BrO12
Molecular Weight
649.61
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Br-PEG10-COOtBu; Br-PEG10-CH2CH2COOtBu; Bromo-PEG10-Boc; 2-Methyl-2-propanyl 1-bromo-3,6,9,12,15,18,21,24,27,30-decaoxatritriacontan-33-oate; 3,6,9,12,15,18,21,24,27,30-Decaoxatritriacontan-33-oic acid, 1-bromo-, 1,1-dimethylethyl ester; tert-butyl 1-bromo-3,6,9,12,15,18,21,24,27,30-decaoxatritriacontan-33-oate
Boiling Point
618.6±50.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
VYTAGUBSTUPHNN-UHFFFAOYSA-N
InChI
InChI=1S/C27H53BrO12/c1-27(2,3)40-26(29)4-6-30-8-10-32-12-14-34-16-18-36-20-22-38-24-25-39-23-21-37-19-17-35-15-13-33-11-9-31-7-5-28/h4-25H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCBr

Bromo-PEG10-t-butyl ester is a PEG-based, bromo-functional linker designed for modular construction of PROTACs, enabling efficient tethering of ligands while maintaining favorable solubility and conformational flexibility. Its ester handle supports controlled conjugation strategies, and the bromo group provides a reactive site for subsequent coupling to nucleophiles or ligand fragments. The combination of a polyethylene glycol scaffold and orthogonally addressable functional groups makes this linker well suited for assembling targeted protein degradation constructs, as detailed in the sections below.

Structure: The molecule comprises a polyethylene glycol chain bearing a terminal bromo substituent and a tert-butyl ester group. It contains ether linkages typical of PEG, an alkyl bromide motif, and an ester functional group, with overall polarity that supports aqueous compatibility and reduced nonspecific aggregation.

Reactivity: The tert-butyl ester can be used under acid-mediated deprotection to reveal a carboxylic acid for amide or related coupling chemistries. The bromo functionality is compatible with nucleophilic substitution approaches, including reactions with amines or other nucleophiles under standard organic synthesis conditions. Solvent choice typically favors polar aprotic media for substitution and appropriate ester-handling solvents for deprotection, using commonly employed coupling reagents where carboxylic acids are generated.

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L

* 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
g

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