m-PEG11-NHS ester

 Cat No.: BP-501781 4.5  

m-PEG11-NHS ester is a mono-methoxy poly(ethylene glycol) linker bearing an N-hydroxysuccinimide (NHS) ester at the terminus, providing a flexible, hydrophilic PEG chain of intermediate length suitable for bioconjugation. The NHS ester serves as a reactive acylating group that forms stable amide bonds with primary amines on targeting ligands (e.g., lysine residues on peptides/proteins or amine-bearing small molecules), enabling controlled attachment of the PEG spacer to one PROTAC component. In PROTAC design, this type of PEG linker can improve aqueous solubility, reduce nonspecific hydrophobic interactions, and modulate the effective distance and orientation between the two binding elements, which can be critical for efficient ternary complex formation and subsequent ubiquitin–proteasome–mediated degradation. As a research tool, it supports systematic linker optimization and conjugate preparation for targeted protein degradation studies, facilitating reproducible synthesis of amine-functionalized PROTAC constructs.

m-PEG11-NHS ester

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Category
PROTAC Linker
Molecular Formula
C₂₈H₅₁NO₁₅
Molecular Weight
641.70

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

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Storage
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
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
HYDAGTBASRKVKQ-UHFFFAOYSA-N
InChI
InChI=1S/C28H51NO15/c1-33-6-7-35-10-11-37-14-15-39-18-19-41-22-23-43-25-24-42-21-20-40-17-16-38-13-12-36-9-8-34-5-4-28(32)44-29-26(30)2-3-27(29)31/h2-25H2,1H3
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O

m-PEG11-NHS ester is a polyethylene glycol (PEG)-based N-hydroxysuccinimide (NHS) ester linker designed for efficient conjugation in PROTAC assembly workflows. Its PEG spacer improves solubility and can help tune linker flexibility and effective reach between target-binding and E3 ligase-binding modules. The NHS ester provides a well-established reactive handle for forming stable amide bonds under mild conditions. The detailed structure and reactivity guidance are provided below.

Structure: The linker consists of an m-PEG chain terminated with an NHS ester, featuring an activated carboxylate embedded in an NHS leaving group. It contains ether linkages along the PEG backbone and an ester functional group at the terminus, yielding a hydrophilic, flexible spacer suitable for bioconjugation.

Reactivity: NHS esters typically undergo nucleophilic acyl substitution with primary or secondary amines to form amide linkages. For PROTAC construction, reactions are commonly performed in aqueous buffer or mixed organic/water systems at mildly basic pH to promote amine nucleophilicity while preserving NHS reactivity. Primary catalysts are not generally required; careful control of moisture and NHS exposure time helps minimize hydrolysis, and an appropriate base-free or low-base setup is often used to maintain coupling efficiency.

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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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