DBCO-NHCO-PEG7-acid

 Cat No.: BP-502062 4.5  

DBCO-NHCO-PEG7-acid is a heterobifunctional, PEG-based linker bearing a cyclooctyne (DBCO) for strain-promoted azide–alkyne cycloaddition (SPAAC) and a terminal carboxylic acid for further conjugation or coupling. Structurally, it incorporates an amide-linked DBCO moiety and a defined short polyethylene glycol chain that provides aqueous solubility, flexibility, and spatial separation between the reactive DBCO group and the point of attachment. In PROTAC and targeted degradation workflows, this linker is used to connect a DBCO-functional “warhead” or targeting ligand to an azide-functional partner without copper catalysis, enabling bioorthogonal assembly under mild conditions that preserve sensitive binding motifs. The PEG spacer helps reduce steric interference and can improve the effective geometry for ternary complex formation. Overall, it is a practical reagent for modular PROTAC synthesis, late-stage conjugation, and systematic linker optimization to evaluate effects on degradation potency and selectivity.

DBCO-NHCO-PEG7-acid

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PROTAC Linker
Molecular Formula
C₃₆H₄₈N₂O₁₁
Molecular Weight
684.77

* 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
3-[2-[2-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
XYFCCMAQJJOQRL-UHFFFAOYSA-N
InChI
InChI=1S/C36H48N2O11/c39-34(37-14-11-35(40)38-29-32-7-2-1-5-30(32)9-10-31-6-3-4-8-33(31)38)12-15-43-17-19-45-21-23-47-25-27-49-28-26-48-24-22-46-20-18-44-16-13-36(41)42/h1-8H,11-29H2,(H,37,39)(H,41,42)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)CCOCCOCCOCCOCCOCCOCCOCCC(=O)O

This DBCO-NHCO-PEG7-acid linker is designed for modular PROTAC assembly, combining a strained cyclooctyne handle for bioorthogonal conjugation with a PEG-based spacer that supports solubility and conformational flexibility. Its functional group arrangement enables efficient attachment to biomolecule ligands while maintaining linker stability under typical synthesis and purification conditions. The subsequent points describe the structural features and practical reactivity considerations for constructing PROTACs using this linker.

Structure: The linker contains a DBCO (dibenzocyclooctyne) moiety for strain-promoted cycloaddition, a carbamate/amide-type connection to a PEG spacer, and a terminal carboxylic acid for further coupling. Its architecture includes ether-rich PEG segments that enhance hydrophilicity and reduce aggregation, supporting robust conjugate formation.

Reactivity: DBCO groups react via strain-promoted azide–alkyne cycloaddition with azide-functional partners, typically proceeding without added catalyst. For PROTAC construction, the terminal carboxylic acid can be converted to activated esters or coupled through standard amide-forming chemistries using coupling reagents under anhydrous or buffered conditions. Solvents such as polar aprotic media or aqueous buffers are commonly used to balance solubility and reaction kinetics, with careful pH control to preserve sensitive ligands.

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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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