DNP-PEG6-Boc

 Cat No.: BP-501834 4.5  

DNP-PEG6-Boc is a heterobifunctional PEG-based linker incorporating a dinitrophenyl (DNP) recognition handle and a tert-butyl ester-protected carboxyl group, connected through a six-unit polyethylene glycol chain. The extended PEG spacer provides aqueous solubility and reduces steric interference between the two conjugation sites, while the DNP moiety enables selective capture or displacement reactions with appropriate nucleophiles or DNP-binding chemistries used in targeted conjugation workflows. In PROTAC and targeted protein degradation design, such linkers are valuable for spatially tuning the geometry between a ligand for the target protein and a ligand for an E3 ligase, thereby influencing ternary complex formation and degradation potency. The tert-butyl ester protects a carboxyl group and can be cleaved under acidic conditions to reveal a carboxylic acid for subsequent activation and coupling during controlled assembly. Overall, DNP-PEG6-Boc supports modular synthesis of degradation constructs and facilitates systematic optimization of linker length and reactivity for mechanistic studies.

DNP-PEG6-Boc

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Category
PROTAC Linker
Molecular Formula
C₂₅H₄₁N₃O₁₂
Molecular Weight
575.61

* 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-(2,4-dinitroanilino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
DNP-PEG6-t-butyl ester
InChI Key
KFMNPFZTMGHWSZ-UHFFFAOYSA-N
InChI
InChI=1S/C25H41N3O12/c1-25(2,3)40-24(29)6-8-34-10-12-36-14-16-38-18-19-39-17-15-37-13-11-35-9-7-26-22-5-4-21(27(30)31)20-23(22)28(32)33/h4-5,20,26H,6-19H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCNC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

DNP-PEG6-Boc is a polyethylene glycol (PEG)-based linker designed to support PROTAC assembly by combining a hydrophilic, conformationally flexible spacer with a Boc-protected functional handle. This architecture helps tune linker length and solvation, often improving the practical performance of bifunctional degraders in cellular settings. The molecule will be described in detail below, including its structural characteristics and the typical synthetic logic used to incorporate it into PROTACs.

Structure: DNP-PEG6-Boc features a PEG chain that provides flexible ether linkages and enhanced aqueous compatibility, coupled to a Boc-protected group that serves as a protected reactive functionality. The overall structure is characterized by polar ether oxygen atoms and a Boc carbamate motif, supporting controlled derivatization.

Reactivity: The Boc group is typically removed under mild acid conditions to reveal the corresponding reactive amine for subsequent coupling. PROTAC construction commonly proceeds via amide or carbamate-forming reactions using standard coupling strategies, such as carbodiimide-mediated condensations or activated ester chemistry, performed in appropriate organic solvents with base control. The PEG ether backbone is generally stable under these routine conditions, enabling stepwise linker installation and final conjugation.

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Desired concentration: *

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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