mPEG6-CH2CH2COONHS ester

 CAS No.: 874208-92-1  Cat No.: BP-500987  Purity: >97% 4.5  

mPEG6-CH2CH2COONHS ester is a methoxy-terminated polyethylene glycol (PEG) linker bearing a terminal N-hydroxysuccinimide (NHS) ester for amide-bond formation. Structurally, it combines a short PEG chain with a flexible ethyl spacer terminating in the activated carboxyl group, enabling efficient conjugation to primary amines on targeting ligands or other PROTAC components. In PROTAC design, this linker serves as a “reactive handle” that couples the PEGylated spacer to lysine-containing peptides, antibody fragments, or amine-functionalized small-molecule ligands, while the PEG segment improves aqueous solubility and can modulate steric accessibility at the junction. The resulting conjugates are useful for constructing soluble, well-defined targeted degradation reagents, facilitating systematic studies of linker length, flexibility, and physicochemical properties on ternary complex formation and degradation efficiency.

mPEG6-CH2CH2COONHS ester

Structure of 874208-92-1

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Category
PROTAC Linker
Molecular Formula
C20H35NO11
Molecular Weight
465.49
Appearance
Colorless Liquid

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

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Purity
>97%
Appearance
Colorless Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature
IUPACName
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Boiling Point
535.8±60.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
WFZQJHMGKLLCOJ-UHFFFAOYSA-N
InChI
InChI=1S/C20H35NO11/c1-25-6-7-27-10-11-29-14-15-31-17-16-30-13-12-28-9-8-26-5-4-20(24)32-21-18(22)2-3-19(21)23/h2-17H2,1H3
SMILES
COCCOCCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O

This mPEG6-CH2CH2COONHS ester is a polyethylene glycol–based activated ester designed for efficient conjugation in PROTAC workflows. Its NHS-activated carboxylate enables rapid amide bond formation with primary amines, supporting modular assembly of targeted protein degraders while improving solubility and handling of PROTAC components. The subsequent points describe the structure and practical reactivity considerations in detail.

Structure: The molecule contains an mPEG chain linked through an ethylene spacer to an NHS-activated carboxylate. It features an amide-forming activated ester functional group, ether linkages within the PEG segment, and a terminal N-hydroxysuccinimide leaving group. Overall, it is designed to enhance aqueous compatibility.

Reactivity: Suitable for coupling reactions that convert the NHS ester into a stable amide with primary amines under mild, aqueous or mixed-solvent conditions. The process proceeds via nucleophilic acyl substitution, where the amine attacks the activated carbonyl and the NHS group departs. Commonly used bases and buffering systems help maintain amine nucleophilicity while minimizing hydrolysis; reactions are typically performed promptly to limit water-driven deactivation.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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