790435

TCO PEG4 succinimidyl ester

• Synonym(s): trans-Cyclooctene-PEG4-NHS
• Empirical Formula (Hill Notation): C₂₄H₃₈N₂O₁₀
• Molecular Weight: 514.57
• MDL number: MFCD28118912
• UNSPSC Code: 12352108
• PubChem Substance ID: 329768214
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• reaction suitability: reaction type: click chemistry; reagent type: linker
• functional group: NHS ester
• storage temp.: −20°C
• SMILES string: O=C(NCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O)OC2CCC/C=C/CC2
• InChI: 1S/C24H38N2O10/c27-21-8-9-22(28)26(21)36-23(29)10-12-31-14-16-33-18-19-34-17-15-32-13-11-25-24(30)35-20-6-4-2-1-3-5-7-20/h1-2,20H,3-19H2,(H,25,30)/b2-1+
• InChI key: ZKPMRASGLDBKPF-OWOJBTEDSA-N

Description

Application

Succinimidyl ester/NHS (amine reactive) functionalized trans-cyclooctene derivative for incorporation of the cyclooctene moiety into amine containing compounds or biomolecules. Trans-cyclooctenes are useful in strain-promoted, copper-free, click chemistry cycloaddition reactions with 1, 2, 4, 5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules, without the need for a catalyst, to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported, and has had many applications in biological labeling and imaging. The PEG spacer allows for increased water solubility, less aggregation, and an increased distance between the amine to be modified and the reactive alkene.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable