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Merck
CN

790435

TCO PEG4 succinimidyl ester

Synonym(s):

trans-Cyclooctene-PEG4-NHS

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About This Item

Empirical Formula (Hill Notation):
C24H38N2O10
Molecular Weight:
514.57
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Form:
liquid
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form

liquid

Quality Segment

reaction suitability

reaction type: click chemistry, reagent type: linker

technique(s)

targeted protein degradation: suitable

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

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.


Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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