Boc-NH-PEG10-NHS ester

 Cat No.: BP-501924 4.5  

Boc-NH-PEG10-NHS ester is a polyethylene glycol (PEG) linker reagent bearing a Boc-protected amine and an N-hydroxysuccinimide (NHS) ester for amide-bond formation. Structurally, it provides a flexible, hydrophilic PEG chain of approximately ten ethylene glycol units, which can be used to tune linker length, solubility, and steric accessibility in bioconjugates. In PROTAC design, the NHS ester enables site-selective coupling to primary amine groups on a ligand or warhead (e.g., after appropriate functionalization), while the protected amine can serve as a handle for subsequent conjugation steps or controlled attachment strategies. This dual functionality makes it useful for assembling targeted protein degraders where maintaining productive geometry between the recruiting ligand and the E3 ligase binder is critical. Researchers value this reagent for improving aqueous handling and for systematically evaluating how linker length and flexibility affect ternary complex formation and degradation efficiency.

Boc-NH-PEG10-NHS ester

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Category
PROTAC Linker
Molecular Formula
C₃₂H₅₈N₂O₁₆
Molecular Weight
726.81

* 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-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
ZLPCXEMYFWRCPI-UHFFFAOYSA-N
InChI
InChI=1S/C32H58N2O16/c1-32(2,3)49-31(38)33-7-9-40-11-13-42-15-17-44-19-21-46-23-25-48-27-26-47-24-22-45-20-18-43-16-14-41-12-10-39-8-6-30(37)50-34-28(35)4-5-29(34)36/h4-27H2,1-3H3,(H,33,38)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O

Boc-NH-PEG10-NHS ester is a PEG-based linker reagent designed for efficient conjugation in PROTAC workflows, enabling the installation of amide-forming functionality while maintaining favorable solubility and conformational flexibility. Its protected amine and NHS ester handle support stepwise assembly of bifunctional degraders, facilitating reliable coupling between ligand fragments and the linker under standard bioconjugation conditions. The following points describe the structure and reactivity of this molecule in detail.

Structure: The linker contains a Boc-protected amino group attached to a polyethylene glycol chain terminated by an N-hydroxysuccinimide ester. It features stable amide-forming connectivity, an activated carboxylate electrophile, and ether-rich PEG segments that enhance hydrophilicity and reduce nonspecific interactions.

Reactivity: The NHS ester undergoes nucleophilic acyl substitution with primary amines to form a stable amide bond, typically under mildly basic, aqueous-organic conditions compatible with biomolecule conjugation. Deprotection of the Boc group can be performed using standard acidolysis prior to coupling when required. Common solvents include DMF or DMSO with buffer, and coupling is generally driven by maintaining the amine nucleophile in solution while minimizing hydrolysis of the activated ester.

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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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