Methyltetrazine-PEG12-DBCO

 Cat No.: BP-501966 4.5  

Methyltetrazine-PEG12-DBCO is a bifunctional PROTAC linker featuring a methyltetrazine moiety conjugated through a polyethylene glycol spacer of defined length to a dibenzocyclooctyne (DBCO) handle. Structurally, the PEG chain provides aqueous solubility and conformational flexibility, while the methyltetrazine enables rapid, bioorthogonal inverse-electron-demand Diels–Alder reactivity with strained trans-cyclooctenes, and the DBCO group serves as a complementary strained-alkyne partner for click-type conjugation. In targeted protein degradation workflows, this linker is valuable for modular assembly of PROTACs or related degraders by connecting a targeting ligand and an E3 ligase ligand (or other functional payloads) under mild conditions, minimizing nonspecific crosslinking. The orthogonal reactivity and the hydrophilic PEG spacer help preserve the binding properties of each module and facilitate efficient conjugation for structure–activity studies and experimental optimization in cell-based assays.

Methyltetrazine-PEG12-DBCO

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Category
PROTAC Linker
Molecular Formula
C₅₂H₇₀N₆O₁₄
Molecular Weight
1003.14

* 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
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-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-oxobutanamide
InChI Key
WAFZSKDTDFPQHS-UHFFFAOYSA-N
InChI
InChI=1S/C52H70N6O14/c1-43-54-56-52(57-55-43)46-12-14-48(15-13-46)72-41-40-71-39-38-70-37-36-69-35-34-68-33-32-67-31-30-66-29-28-65-27-26-64-25-24-63-23-22-62-21-20-61-19-18-53-50(59)16-17-51(60)58-42-47-8-3-2-6-44(47)10-11-45-7-4-5-9-49(45)58/h2-9,12-15H,16-42H2,1H3,(H,53,59)
SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53

Methyltetrazine-PEG12-DBCO is a bifunctional PROTAC linker designed to connect a tetrazine-containing targeting module with a DBCO-bearing partner for rapid, selective conjugation. Its PEG-based spacer supports favorable solubility and conformational flexibility, which can help preserve binding and degradation efficiency in assembled PROTAC constructs. The tetrazine–trans-cyclooctene/DBCO click handle enables bioorthogonal assembly under mild conditions, and the subsequent points describe the linker’s structure and practical reactivity for experimental PROTAC synthesis.

Structure: The linker integrates a methyltetrazine moiety and a DBCO cyclooctene functionality, separated by a long PEG chain. It contains heteroaromatic tetrazine and strained cyclooctene rings, connected through ether-rich PEG segments. Overall, it is expected to show enhanced hydrophilicity and reduced aggregation relative to non-PEG linkers.

Reactivity: Tetrazine participates in fast inverse-electron-demand Diels–Alder ligation with compatible strained alkenes, enabling efficient conjugation to DBCO-bearing components. For PROTAC assembly, reactions are typically performed under mild, aqueous-compatible conditions that maintain tetrazine integrity and promote click efficiency. Solvent systems that dissolve both partners and minimize side reactions are commonly used, with reaction progress monitored by analytical methods such as HPLC or LC-MS.

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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