DNP-PEG3-DNP

 CAS No.: 1365655-92-0  Cat No.: BP-500593  Purity: ≥95% 4.5  

DNP-PEG3-DNP is a bifunctional PEG-based linker bearing two dinitrophenyl (DNP) moieties at the termini of a short, flexible three-ethylene-glycol (PEG3) chain. Structurally, it provides a hydrophilic, conformationally mobile spacer that positions the DNP groups for efficient, multivalent engagement with DNP-recognizing binding partners. In PROTAC and related targeted degradation designs, such DNP-functionalized linkers are commonly used as conjugation scaffolds to connect or tune the relative geometry between two molecular components, for example by enabling reversible or affinity-driven association through DNP–receptor interactions, thereby facilitating recruitment and proximity effects required for downstream ubiquitination and degradation. The short PEG spacer helps balance solubility with controllable distance, which can improve conjugate homogeneity and experimental reproducibility. This product is therefore valuable for researchers optimizing linker length, attachment strategy, and binding-mediated assembly in targeted protein degradation workflows.

DNP-PEG3-DNP

Structure of 1365655-92-0

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Category
PROTAC Linker
Molecular Formula
C20H24N6O11
Molecular Weight
524.44
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
N-[2-[2-[2-[2-(2,4-dinitroanilino)ethoxy]ethoxy]ethoxy]ethyl]-2,4-dinitroaniline
Synonyms
N,N'-(((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(2,4-dinitroaniline); N,N'-[Oxybis(2,1-ethanediyloxy-2,1-ethanediyl)]bis(2,4-dinitroaniline)
Boiling Point
735.3±60.0°C (Predicted)
Density
1.478±0.06 g/cm3 (Predicted)
InChI Key
DCJHARRKAIYZFB-UHFFFAOYSA-N
InChI
InChI=1S/C20H24N6O11/c27-23(28)15-1-3-17(19(13-15)25(31)32)21-5-7-35-9-11-37-12-10-36-8-6-22-18-4-2-16(24(29)30)14-20(18)26(33)34/h1-4,13-14,21-22H,5-12H2
SMILES
C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])NCCOCCOCCOCCNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

DNP-PEG3-DNP is a polyethylene glycol-based bifunctional linker designed to connect two reactive handles for constructing PROTACs and related targeted protein degradation tools. Its flexible PEG segment supports favorable spatial presentation of ligands, while the terminal DNP-derived motifs enable conjugation strategies commonly used to assemble degraders. The linker is particularly useful when controlled linker length, aqueous compatibility, and reduced steric bias are desired. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a central PEG chain that provides conformational flexibility and hydrophilicity, flanked by two DNP-derived terminal groups. Ether linkages within the PEG backbone confer water compatibility, while the terminal aromatic functionalities offer defined conjugation sites for stepwise PROTAC assembly.

Reactivity: DNP-PEG3-DNP is typically employed in conjugation workflows that couple DNP-type electrophilic aromatic motifs to nucleophilic partners on targeting ligands. Practical assembly often follows stepwise reaction planning to minimize side reactions, using aqueous or mixed-solvent conditions compatible with PROTAC intermediates. Reaction design commonly relies on nucleophilic aromatic substitution principles or related DNP-mediated coupling chemistry, with base and temperature optimized to preserve ligand integrity.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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