Methyltetrazine-Ph-PEG4-azide

 CAS No.: 1802908-04-8  Cat No.: BP-500534  Purity: 95% 4.5  

Methyltetrazine-Ph-PEG4-azide is a dual-bioorthogonal PEG conjugation reagent. Structurally, it contains a methyl-substituted tetrazine attached through a phenoxy linkage to PEG4 terminating in an azide. The tetrazine acts as an electron-poor diene in IEDDA ligation with TCO or related strained dienophiles, while the azide can undergo SPAAC with DBCO or BCN and can also participate in CuAAC with a terminal alkyne. In PROTAC and related targeted protein degradation research, the two distinct handles support staged attachment of ligands, reporters, or auxiliary groups in modular degrader and probe construction. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

Methyltetrazine-Ph-PEG4-azide

Structure of 1802908-04-8

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Category
PROTAC Linker
Molecular Formula
C₁₇H₂₃N₇O₄
Molecular Weight
389.41

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

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Purity
95%
Solubility
DMSO, DMF, DCM
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[4-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]phenyl]-6-methyl-1,2,4,5-tetrazine
Synonyms
Methyltetrazine-PEG4-azide
InChI Key
AHJFUODPROPZLF-UHFFFAOYSA-N
InChI
InChI=1S/C17H23N7O4/c1-14-20-22-17(23-21-14)15-2-4-16(5-3-15)28-13-12-27-11-10-26-9-8-25-7-6-19-24-18/h2-5H,6-13H2,1H3
SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCN=[N+]=[N-]

Methyltetrazine-Ph-PEG4-azide, is designed to connect a targeting ligand to an E3-recruiting module through a PEG-based spacer while providing an azide handle for modular conjugation. Its ether-rich, flexible architecture can improve solubility and conformational adaptability, supporting productive ternary complex formation in targeted protein degradation workflows. The linker’s chemical functionality enables reliable assembly strategies that are described in detail below, including structure-related properties and practical reactivity considerations.

Structure: The molecule contains an azide functional group attached to a PEG-based ether chain, coupled to a phenyl linker segment and a methyltetrazine-derived motif. It features multiple ether linkages, aromatic rings, and heteroatoms, yielding a flexible, polar scaffold suitable for bioconjugation chemistry.

Reactivity: The azide group supports copper-free or copper-catalyzed azide–alkyne cycloaddition approaches commonly used to assemble PROTACs under mild, aqueous-compatible conditions. For tetrazine-containing components, bioorthogonal tetrazine–trans-cyclooctene ligation principles can be leveraged when appropriate partners are incorporated. Typical conjugation workflows employ polar solvents such as aqueous buffers with organic cosolvents, using standard click-compatible reagents and inert handling to minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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