Biotin-PFP ester

Modify Date: 2024-01-02 17:03:50

Biotin-PFP ester Structure
Biotin-PFP ester structure
Common Name Biotin-PFP ester
CAS Number 120550-35-8 Molecular Weight 410.359
Density 1.4±0.1 g/cm3 Boiling Point 555.3±50.0 °C at 760 mmHg
Molecular Formula C16H15F5N2O3S Melting Point 190.0 to 194.0 °C
MSDS N/A Flash Point 289.6±30.1 °C

 Use of Biotin-PFP ester


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

 Names

Name (2,3,4,5,6-pentafluorophenyl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate
Synonym More Synonyms

 Biotin-PFP ester Biological Activity

Description Biotin-PFP 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 1.4±0.1 g/cm3
Boiling Point 555.3±50.0 °C at 760 mmHg
Melting Point 190.0 to 194.0 °C
Molecular Formula C16H15F5N2O3S
Molecular Weight 410.359
Flash Point 289.6±30.1 °C
Exact Mass 410.072357
PSA 92.73000
LogP 2.85
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.513
Storage condition 2-8°C

 Synthetic Route

~98%

Biotin-PFP ester Structure

Biotin-PFP ester

CAS#:120550-35-8

Literature: Korshun, Vladimir A.; Pestov, Nikolai B.; Nozhevnikova, Elena V.; Prokhorenko, Igor A.; Gontarev, Sergei V.; Berlin, Yuri A. Synthetic Communications, 1996 , vol. 26, # 13 p. 2531 - 2547

~95%

Biotin-PFP ester Structure

Biotin-PFP ester

CAS#:120550-35-8

Literature: Chambers, Jennifer M.; Lindqvist, Lisa M.; Webb, Andrew; Huang, David C. S.; Savage, G. Paul; Rizzacasa, Mark A. Organic Letters, 2013 , vol. 15, # 6 p. 1406 - 1409

~80%

Biotin-PFP ester Structure

Biotin-PFP ester

CAS#:120550-35-8

Literature: Stewart, Scott G.; Braun, Carlos J.; Polomska, Marta E.; Karimi, Mahdad; Abraham, Lawrence J.; Stubbs, Keith A. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 18 p. 4059 - 4062

~96%

Biotin-PFP ester Structure

Biotin-PFP ester

CAS#:120550-35-8

Literature: Rabinkov, A. G.; Pozdnev, V. F.; Amontov, S. V.; Kopelevich, V. M.; Gunar, V. I. Chemistry of Natural Compounds, 1989 , vol. 25, p. 350 - 353 Khimiya Prirodnykh Soedinenii, 1989 , # 3 p. 404 - 408

 Synonyms

biotin-pentafluoro-phenyl ester
Pentafluorophenyl 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoate
D-biotin pentafluorophenyl ester
1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 2,3,4,5,6-pentafluorophenyl ester, (3aS,4S,6aR)-
(+)-Biotin-PFP-ester
biotinylpentafluorophenyl ester
Perfluorophenyl 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
PFP-Biotin
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