m-PEG8-ethoxycarbonyl-NHS ester

 CAS No.: 2353409-76-2  Cat No.: BP-501426 4.5  

m-PEG8-ethoxycarbonyl-NHS ester is a monofunctional, methoxy-capped polyethylene glycol reagent designed for amine conjugation in targeted protein degradation workflows. Structurally, it consists of an mPEG chain of intermediate length terminated with an activated N-hydroxysuccinimide (NHS) ester and an ethoxycarbonyl functionality, providing a stable handle for amide-bond formation with primary amines on PROTAC components such as lysine-containing ligands, linker-bearing amine groups, or engineered protein-binding modules. In PROTAC design, this PEG-based spacer helps tune effective molarity, solubility, and steric presentation of the two binding elements, while the NHS ester enables efficient, mild coupling under aqueous conditions to generate the final conjugate. Its value for targeted degradation research lies in enabling reproducible assembly of PROTACs and related degraders, improving handling and minimizing aggregation during synthesis and subsequent biological evaluation.

m-PEG8-ethoxycarbonyl-NHS ester

Structure of 2353409-76-2

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PROTAC Linker
Molecular Formula
C₂₅H₄₃NO₁₄
Molecular Weight
581.61

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

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IUPACName
4-O-(2,5-dioxopyrrolidin-1-yl) 1-O-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl] butanedioate
InChI Key
GEZGBNKPTJXTNY-UHFFFAOYSA-N
InChI
InChI=1S/C25H43NO14/c1-31-6-7-32-8-9-33-10-11-34-12-13-35-14-15-36-16-17-37-18-19-38-20-21-39-24(29)4-5-25(30)40-26-22(27)2-3-23(26)28/h2-21H2,1H3
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOC(=O)CCC(=O)ON1C(=O)CCC1=O

This m-PEG8-ethoxycarbonyl-NHS ester is a PEG-based, NHS-activated linker designed for efficient conjugation in targeted protein degradation workflows. Its NHS ester functionality enables rapid formation of stable amide bonds with primary amines commonly present on ligands used in PROTAC architectures. The PEG spacer promotes solubility and flexible presentation of the connecting groups, supporting reliable bioconjugation and subsequent assembly steps. Detailed structural and reactivity considerations are provided below.

Structure: The molecule is a methoxy-terminated PEG chain bearing an ethoxycarbonyl group and an N-hydroxysuccinimide ester. It contains an NHS-activated carboxylate, ether linkages within the PEG backbone, and an ester/amide-forming carbonyl. These features yield a hydrophilic, flexible, and water-compatible linker suitable for bioconjugation.

Reactivity: The NHS ester reacts with primary amines via nucleophilic acyl substitution, forming a stable amide bond while releasing NHS. Conjugations are typically performed under mildly basic aqueous buffer conditions that maintain amine nucleophilicity while limiting hydrolysis of the activated ester. Common choices include bicarbonate or phosphate buffers, with careful control of pH and reaction time. No special catalysts are required; solvent systems that balance solubility and hydrolysis control are preferred.

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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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