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790435 Sigma-Aldrich

TCO PEG4 succinimidyl ester

Synonym: trans-Cyclooctene-PEG4-NHS

  • Empirical Formula (Hill Notation) C24H38N2O10

  • Molecular Weight 514.57

  •  MDL number MFCD28118912

  •  PubChem Substance ID 329768214

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper-Free Click Chemistry, Tetrazine/Strained-alkene Click Chemistry Reagents More...
Quality Level   100
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.

Packaging

5, 25 mg in clear glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Polyethylene Glycol (PEG) Selection Guide

Poly(ethylene glycol) (PEG) is a synthetic, hydrophilic, biocompatible polymer with widespread use in biomedical and other applications. PEGs are synthesized using a ring-opening polymerization of et...
Keywords: Adhesion, Bacterial conjugations, Click chemistry, Molecular biology, PEGylations, Polymerization reactions, Ring-opening polymerization

Peer-Reviewed Papers
15

References

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