Name: TAMRA-PEG4-methyltetrazine
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Stock

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$--

In stock

Purity

775.9

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]benzoate

Synonyms

2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-((2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamoyl)benzoate; TAMRA Methyltetrazine

InChI Key

SPHPUTOWAPVULR-UHFFFAOYSA-N

InChI

InChI=1S/C42H45N7O8/c1-27-44-46-40(47-45-27)28-6-11-32(12-7-28)56-23-22-55-21-20-54-19-18-53-17-16-43-41(50)29-8-13-33(36(24-29)42(51)52)39-34-14-9-30(48(2)3)25-37(34)57-38-26-31(49(4)5)10-15-35(38)39/h6-15,24-26H,16-23H2,1-5H3,(H-,43,50,51,52)

SMILES

CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCNC(=O)C3=CC(=C(C=C3)C4=C5C=CC(=[N+](C)C)C=C5OC6=C4C=CC(=C6)N(C)C)C(=O)[O-]

TAMRA-PEG4-methyltetrazine is a bifunctional PROTAC linker designed to combine a fluorescent TAMRA reporting handle with a PEG-based spacer and a methyltetrazine moiety for bioorthogonal conjugation. Its structure supports modular assembly of targeted degradation constructs while enabling visualization and tracking of linker incorporation or conjugate formation. The following sections describe its structure-related features and practical reactivity considerations for constructing PROTACs using this linker.

Structure: The linker features a TAMRA fluorophore connected through a polyethylene glycol spacer to a methyltetrazine functional group. It contains aromatic heterocycles and ether linkages, providing conformational flexibility and hydrophilicity. These features support stable conjugate formation and compatibility with aqueous PROTAC assembly workflows.

Reactivity: The methyltetrazine group is suited for inverse-electron-demand Diels–Alder reactions with strained dienes (commonly trans-cyclooctene or related reagents) under mild, aqueous-compatible conditions. Typical PROTAC assembly uses buffered aqueous media with appropriate organic cosolvents to maintain solubility. Reaction progress is often monitored by fluorescence from TAMRA, while purification is performed to remove unreacted diene or tetrazine components.

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* 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