DBCO-NHCO-PEG2-CH2COOH

 Cat No.: BP-502094 4.5  

DBCO-NHCO-PEG2-CH2COOH is a bifunctional, PEG-based PROTAC linker bearing a dibenzocyclooctyne (DBCO) cyclooaddition handle and a terminal carboxylic acid for subsequent amide/ester coupling to targeting or recognition moieties. Structurally, it contains a short polyethylene glycol spacer that provides water solubility and conformational flexibility, while the DBCO group enables rapid, bioorthogonal conjugation to azide-functional partners under mild conditions. In PROTAC workflows, this linker is used to connect or exchange components by click chemistry, allowing controlled spatial separation between the two binding elements and improving the effective engagement of the recruited E3 ligase and target protein. The terminal carboxyl group further supports straightforward attachment to amine-bearing ligands or handles for downstream derivatization. Overall, it is a practical reagent for constructing modular targeted degradation conjugates and for optimizing linker length and geometry to tune degradation efficiency and experimental reproducibility.

DBCO-NHCO-PEG2-CH2COOH

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Category
PROTAC Linker
Molecular Formula
C₂₆H₂₈N₂O₆
Molecular Weight
464.51

* 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-[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]propanoic acid
InChI Key
QUADKMWDSMAPKF-UHFFFAOYSA-N
InChI
InChI=1S/C26H28N2O6/c29-24(12-15-33-17-18-34-16-13-26(31)32)27-14-11-25(30)28-19-22-7-2-1-5-20(22)9-10-21-6-3-4-8-23(21)28/h1-8H,11-19H2,(H,27,29)(H,31,32)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)CCOCCOCCC(=O)O

This DBCO-functionalized PEG-based linker is designed for modular PROTAC construction, enabling efficient conjugation between targeting ligands and bioactive warheads through a strain-promoted cycloaddition handle. Its flexible poly(ethylene glycol) spacer can improve effective reach and reduce steric bias during ternary complex formation. The molecule’s orthogonal reactivity supports streamlined synthesis workflows, and the detailed structural and reactivity considerations are provided below.

Structure: The linker contains a dibenzocyclooctyne (DBCO) moiety connected through an amide to a PEG spacer, terminating in a carboxylic acid. It features amide and ether linkages, with a flexible hydrophilic PEG segment that enhances solubility and conformational adaptability.

Reactivity: The DBCO group undergoes strain-promoted azide–alkyne cycloaddition with azide-bearing partners under mild, catalyst-free conditions, typically in aqueous or mixed aqueous/organic solvents. The carboxylic acid enables standard coupling to amine-containing ligands using carbodiimide-based activation, often with an appropriate base and controlled pH to preserve functional group integrity.

Stock concentration: *
Desired final volume: *
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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