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
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
form
liquid
Quality Level
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
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_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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