| Identification | Back Directory | [Name]
TCO-PEG4-NHS Ester | [CAS]
1621096-79-4 | [Synonyms]
TCO4-PEG4-NHS
TCO-PEG4-NHS Ester,Trans-Cyclooctene-PEG4-NHS ester
5,8,11,14-Tetraoxa-2-azaheptadecanedioic acid, 1-(4E)-4-cycloocten-1-yl 17-(2,5-dioxo-1-pyrrolidinyl) ester | [Molecular Formula]
C24H38N2O10 | [MOL File]
1621096-79-4.mol | [Molecular Weight]
514.57 |
| Chemical Properties | Back Directory | [density ]
1.23±0.1 g/cm3(Predicted) | [storage temp. ]
Storage temp. -20°C | [solubility ]
DMSO, DMF, THF, DCM, Acetonitrile | [form ]
Oil | [pka]
11.95±0.46(Predicted) | [color ]
Colorless to light yellow | [Appearance]
colorless syrup |
| Hazard Information | Back Directory | [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 |
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