Methyltetrazine-amido-PEG7-azide

 CAS No.: 2112731-46-9  Cat No.: BP-502128  Purity: 98% 4.5  

Methyltetrazine-amido-PEG7-azide is a bifunctional, polyethylene glycol–based PROTAC linker that combines a methyltetrazine moiety with an azide handle through an amide-linked PEG7 chain. Structurally, it features a flexible hydrophilic PEG segment that improves solubility and provides spatial separation between conjugation partners, while the amide linkage anchors the tetrazine functionality. In targeted protein degradation workflows, the methyltetrazine group enables rapid inverse-electron-demand Diels–Alder bioorthogonal ligation with strained dienes (commonly trans-cyclooctenes or related cyclooctene derivatives), allowing users to assemble PROTACs by coupling a ligand-bearing diene to the tetrazine end. The terminal azide can be used for orthogonal conjugation strategies such as copper-free azide–alkyne cycloaddition or azide-based functional attachment, facilitating modular synthesis of degradation constructs. This linker is valuable for constructing multi-component PROTACs with controlled geometry and improved aqueous handling, supporting efficient, stepwise assembly for structure–activity and degradation mechanism studies.

Methyltetrazine-amido-PEG7-azide

Structure of 2112731-46-9

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PROTAC Linker
Molecular Formula
C27H42N8O8
Molecular Weight
606.68

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

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Purity
98%
Solubility
Soluble in DMSO, DCM, DMF
Storage
-20 °C
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]propanamide
Synonyms
1-azido-N-{[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}-3,6,9,12,15,18,21-heptaoxatetracosan-24-amide
InChI Key
PQDMYSBOSSHIPG-UHFFFAOYSA-N
InChI
InChI=1S/C27H42N8O8/c1-23-31-33-27(34-32-23)25-4-2-24(3-5-25)22-29-26(36)6-8-37-10-12-39-14-16-41-18-20-43-21-19-42-17-15-40-13-11-38-9-7-30-35-28/h2-5H,6-22H2,1H3,(H,29,36)
SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Methyltetrazine-amido-PEG7-azide is a bifunctional PROTAC linker designed to connect a bioactive ligand to an azide-compatible coupling handle while incorporating a methyltetrazine motif for rapid, selective conjugation. Its PEG-based spacer supports favorable solubility and conformational flexibility, which can improve productive ternary complex formation in targeted protein degradation workflows. The sections below describe its structure and the practical reactivity considerations for constructing PROTACs using this linker.

Structure: The linker comprises an azide-bearing terminus connected through a PEG-based polyether chain to an amide-linked methyltetrazine-containing fragment. It features stable covalent bonds including an amide linkage and ether linkages, with an overall hydrophilic, flexible architecture that supports aqueous compatibility.

Reactivity: The azide group enables strain-promoted or catalyst-free azide–alkyne cycloaddition strategies when paired with complementary cyclooctyne/alkyne partners, while the methyltetrazine moiety supports inverse-electron-demand Diels–Alder reactivity with appropriate strained dienophiles. For PROTAC assembly, conjugations are typically performed under mild conditions in compatible organic/aqueous buffers, minimizing side reactions by controlling pH, temperature, and light exposure for tetrazine stability.

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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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