Ms-PEG10-t-butyl ester

 Cat No.: BP-501894 4.5  

Ms-PEG10-t-butyl ester is a methanesulfonate (Ms) functionalized polyethylene glycol linker bearing a terminal tert-butyl ester, providing a chemically versatile PEG chain of approximately ten ethylene glycol units with an ester handle for controlled derivatization. In PROTAC and targeted protein degradation workflows, the Ms group serves as a good leaving group for nucleophilic substitution, enabling efficient conjugation to amine or thiol nucleophiles on ligands or warheads, while the PEG spacer supports solubility, reduced steric congestion, and improved presentation of binding motifs to the target and E3 ligase components. The terminal tert-butyl ester can be used as a protected carboxyl functionality, facilitating stepwise synthesis and later conversion to a free acid under standard deprotection conditions. This linker is valuable for constructing modular, experimentally tractable PROTAC intermediates and for optimizing linker length and attachment chemistry to balance ternary complex formation and degradation potency.

Ms-PEG10-t-butyl ester

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Category
PROTAC Linker
Molecular Formula
C₂₈H₅₆O₁₅S
Molecular Weight
664.80

* 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-methylsulfonyloxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
LAPJMBXQRCKQBI-UHFFFAOYSA-N
InChI
InChI=1S/C28H56O15S/c1-28(2,3)43-27(29)5-6-32-7-8-33-9-10-34-11-12-35-13-14-36-15-16-37-17-18-38-19-20-39-21-22-40-23-24-41-25-26-42-44(4,30)31/h5-26H2,1-4H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOS(=O)(=O)C

Ms-PEG10-t-butyl ester is a polyethylene glycol (PEG)-based PROTAC linker building block designed to provide solubility, flexible spacer behavior, and a chemically addressable ester handle for assembling targeted protein degraders. Its PEG segment supports favorable pharmacokinetic-like properties in linker design, while the tert-butyl ester functionality enables controlled conversion to reactive derivatives under standard synthetic conditions. The detailed structural and synthetic considerations for using this linker in PROTAC construction are provided below.

Structure: The linker comprises a PEG chain terminated with a tert-butyl ester, combining repeating ether units with an ester linkage. This structure offers conformational flexibility, ether-rich polarity, and an acid-labile tert-butyl ester group. The molecule contains typical ester carbonyl and ether oxygen functionalities that support solvation and subsequent derivatization.

Reactivity: The tert-butyl ester is commonly used as a protected carboxyl equivalent that can be deprotected to generate a free carboxylic acid under mild acid conditions. The resulting carboxyl group can then be activated for amide or ester bond formation using standard coupling chemistries. Typical approaches employ carboxyl-activation reagents with base in polar organic solvents, enabling attachment to ligand-bearing amines or alcohols for PROTAC assembly.

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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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