TCO-NHS ester

Modify Date: 2024-01-02 18:04:00

TCO-NHS ester Structure
TCO-NHS ester structure
Common Name TCO-NHS ester
CAS Number 1191901-33-3 Molecular Weight 267.278
Density 1.3±0.1 g/cm3 Boiling Point 369.1±45.0 °C at 760 mmHg
Molecular Formula C13H17NO5 Melting Point N/A
MSDS Chinese USA Flash Point 177.0±28.7 °C

 Use of TCO-NHS ester


TCO-NHS ester is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1].

 Names

Name 1-({[(4Z)-4-Cycloocten-1-yloxy]carbonyl}oxy)-2,5-pyrrolidinedione
Synonym More Synonyms

 TCO-NHS ester Biological Activity

Description TCO-NHS ester is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1].
Related Catalog
Target

Alkyl/ether

In Vitro PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1].
References

[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 369.1±45.0 °C at 760 mmHg
Molecular Formula C13H17NO5
Molecular Weight 267.278
Flash Point 177.0±28.7 °C
Exact Mass 267.110687
LogP 1.45
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.540

 Safety Information

Hazard Codes Xi
RIDADR NONH for all modes of transport

 Articles3

More Articles
Synthesis and evaluation of a series of 1,2,4,5-tetrazines for bioorthogonal conjugation.

Bioconjug. Chem. 22 , 2263-2270, (2011)

1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pa...

Tetrazine-based cycloadditions: application to pretargeted live cell imaging.

Bioconjug. Chem. 19 , 2297-2299, (2008)

Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. T...

Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity.

J. Am. Chem. Soc. 130 , 13518-13519, (2008)

Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tol...

 Synonyms

1-({[(4Z)-4-Cycloocten-1-yloxy]carbonyl}oxy)-2,5-pyrrolidinedione
2,5-Pyrrolidinedione, 1-[[[(4Z)-4-cycloocten-1-yloxy]carbonyl]oxy]-
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