Bromo-PEG12-t-butyl ester

 Cat No.: BP-501961 4.5  

Bromo-PEG12-t-butyl ester is a PEG-based bifunctional linker featuring a terminal bromo group for electrophilic substitution and a protected carboxylate masked as a tert-butyl ester, enabling controlled conjugation chemistry in PROTAC construction. The PEG12 chain provides a flexible, hydrophilic spacer that can reduce steric interference between the two binding modules of a targeted degrader, while maintaining sufficient effective molarity for productive ternary complex formation. In PROTAC design, the bromo handle can be used to introduce the linker to a nucleophilic partner (e.g., via substitution or subsequent derivatization), and the tert-butyl ester can be deprotected to reveal a carboxylate for amide coupling or other bioconjugation strategies. This linker is valuable for systematically tuning linker length and attachment chemistry, supporting the optimization of degradation potency and selectivity in targeted protein degradation research.

Bromo-PEG12-t-butyl ester

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Category
PROTAC Linker
Molecular Formula
C₃₁H₆₁BrO₁₄
Molecular Weight
737.71

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
PQFAGHRBDUBULD-UHFFFAOYSA-N
InChI
InChI=1S/C31H61BrO14/c1-31(2,3)46-30(33)4-6-34-8-10-36-12-14-38-16-18-40-20-22-42-24-26-44-28-29-45-27-25-43-23-21-41-19-17-39-15-13-37-11-9-35-7-5-32/h4-29H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCBr

Bromo-PEG12-t-butyl ester is a PEG-based bifunctional linker designed for modular PROTAC assembly, combining a reactive bromo handle with a protected carboxylate that can be converted into an active coupling partner. Its hydrophilic PEG segment supports favorable solubility and linker flexibility, while the tert-butyl ester provides synthetic compatibility during stepwise synthesis. The subsequent points describe its structural features and practical reactivity considerations for constructing targeted protein degraders.

Structure: The linker contains a PEG chain that provides a flexible, hydrophilic scaffold, terminated by a bromo substituent and a tert-butyl ester-protected carboxylate. It includes ether linkages within the PEG backbone and an ester functional group, with a brominated carbon suitable for substitution chemistry.

Reactivity: The bromo terminus is suitable for nucleophilic substitution or cross-coupling strategies to install the partner warhead or handle. The tert-butyl ester can be deprotected under standard acid-mediated conditions to generate a carboxylic acid for amide or ester coupling, typically using carbodiimide-based activation and compatible bases. Common solvents include polar aprotic media for substitution and coupling, with temperature and reagent stoichiometry optimized to minimize side reactions and preserve the PEG chain.

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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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