Diketone-PEG12-DBCO

 Cat No.: BP-501986  Purity: 98% 4.5  

Diketone-PEG12-DBCO is a PEG-based PROTAC linker featuring a terminal dibenzocyclooctyne (DBCO) for strain-promoted azide–alkyne cycloaddition, connected through a PEG12 chain to a diketone functionality that can serve as a chemically addressable handle for linker chemistry and conjugation strategies. Structurally, the extended, hydrophilic PEG segment provides conformational flexibility and improved aqueous compatibility, while the diketone motif can support stable attachment or further derivatization of the linker end used to assemble multi-component degraders. In PROTAC design, this scaffold functions as a modular bridge that enables efficient, bioorthogonal coupling between an azide-bearing ligand (e.g., a target-binding moiety) and the DBCO-functionalized partner, allowing controlled spatial presentation of the two binding elements to promote formation of the ternary complex. Its value for targeted protein degradation research lies in facilitating rapid, reproducible assembly of conjugates under mild conditions, supporting systematic optimization of linker length and attachment chemistry for improved degradation performance.

Diketone-PEG12-DBCO

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Category
PROTAC Linker
Molecular Formula
C₅₈H₈₁N₃O₁₇
Molecular Weight
1092.27

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

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Purity
98%
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
4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-[4-(3,5-dioxohexyl)anilino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-oxobutanamide
InChI Key
HVYUYTQDCDUNKR-UHFFFAOYSA-N
InChI
InChI=1S/C58H81N3O17/c1-48(62)46-54(63)17-12-49-10-15-53(16-11-49)60-57(65)20-22-67-24-26-69-28-30-71-32-34-73-36-38-75-40-42-77-44-45-78-43-41-76-39-37-74-35-33-72-31-29-70-27-25-68-23-21-59-56(64)18-19-58(66)61-47-52-8-3-2-6-50(52)13-14-51-7-4-5-9-55(51)61/h2-11,15-16H,12,17-47H2,1H3,(H,59,64)(H,60,65)
SMILES
CC(=O)CC(=O)CCC1=CC=C(C=C1)NC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42

Diketone-PEG12-DBCO is a bifunctional PROTAC linker designed to integrate a PEG-based spacer with a strained cyclooctyne handle for efficient conjugation. Its PEG segment supports solubility and conformational flexibility, which can improve productive ternary complex formation in targeted protein degradation workflows. The diketone functionality provides a chemical handle for constructing degraders, while the DBCO group enables rapid, bioorthogonal coupling. Detailed structural and reactivity considerations for PROTAC assembly are provided below.

Structure: The linker contains a polyethylene glycol (PEG) chain that imparts hydrophilicity and segmental flexibility, connected to a DBCO (dibenzocyclooctyne) moiety for strain-driven cycloaddition. A diketone-containing motif provides additional functional reactivity for linker-to-ligand assembly, with stable covalent C–C and C–O connectivity.

Reactivity: PROTAC construction commonly leverages DBCO–tetrazine or related strained-alkyne click chemistry under mild, aqueous-compatible conditions to form stable conjugates via strain-promoted cycloaddition. The diketone handle is suitable for stepwise linker installation or functional-group interconversion using standard organic transformations, typically requiring controlled pH and compatible solvents. Selection of catalysts and solvents should follow the specific coupling chemistry and the functional groups present on the partner 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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