Basic information Safety Supplier Related

TCO-PEG4-NHS Ester

Basic information Safety Supplier Related

TCO-PEG4-NHS Ester Basic information

Product Name:
TCO-PEG4-NHS Ester
Synonyms:
  • TCO-PEG4-NHS Ester,Trans-Cyclooctene-PEG4-NHS ester
  • TCO4-PEG4-NHS
  • 5,8,11,14-Tetraoxa-2-azaheptadecanedioic acid, 1-(4E)-4-cycloocten-1-yl 17-(2,5-dioxo-1-pyrrolidinyl) ester
  • TCO-PEG4-NHS(contains 6% Dichloromethane at maximum)
  • (E)-2,5-Dioxopyrrolidin-1-yl 1-(cyclooct-4-en-1-yloxy)-1-oxo-5,8,11,14-tetraoxa-2-azaheptadecan-17-oate
  • (E)-TCO-PEG4-NHS ester
  • TCO-PEG4-NHS Ester (CCT-A137)
CAS:
1621096-79-4
MF:
C24H38N2O10
MW:
514.57
Product Categories:
  • SiChem
Mol File:
1621096-79-4.mol
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TCO-PEG4-NHS Ester Chemical Properties

Density 
1.23±0.1 g/cm3(Predicted)
storage temp. 
Storage temp. -20°C
solubility 
DMSO, DMF, THF, DCM, Acetonitrile
pka
11.95±0.46(Predicted)
form 
Oil
color 
Colorless to light yellow
Appearance
colorless syrup
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TCO-PEG4-NHS Ester Usage And Synthesis

Description

TCO-PEG4-NHS ester is a bifunctional linker with trans-cyclooctene (TCO) and NHS ester groups flanking PEG4 (tetraethylene glycol).


The PEG spacer increases solubility in aqueous media and provides a long and flexible connection that minimizes steric hindrance involved with ligation.


The amine-reactive N-hydroxysuccinimide residue provides easy attachment to almost any primary or secondary amine group, such as protein, peptide, or small molecule amine.


Trans-cyclooctene readily reacts with tetrazines via inverse electron-demand Diels-Alder cycloaddition (IEDDA). TCO-Tetrazine ligation possesses ultrafast kinetics, selectivity, and long-term aqueous stability, which is important in low-concentration applications such as protein-protein conjugations, etc.

Uses

TCO-PEG4-NHS ester is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. TCO-PEG4-NHS ester is a click chemistry reagent, it contains a TCO group that can undergo an inverse electron demand Diels-Alder reaction (iEDDA) with molecules containing Tetrazine groups.

IC 50

PEGs

References

[1] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-1013. DOI:10.1016/j.chembiol.2020.07.021

TCO-PEG4-NHS EsterSupplier

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