Boc-L-Phe(4-NH-Poc)-OH

Modify Date: 2024-01-31 09:04:55

Boc-L-Phe(4-NH-Poc)-OH Structure
Boc-L-Phe(4-NH-Poc)-OH structure
Common Name Boc-L-Phe(4-NH-Poc)-OH
CAS Number 2576508-03-5 Molecular Weight 362.38
Density N/A Boiling Point N/A
Molecular Formula C18H22N2O6 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Boc-L-Phe(4-NH-Poc)-OH


Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent containing an azide group. Used as an orthogonally protected building block in peptide synthesis. Propargyloxycarbonyl, commonly abbreviated as Poc or Pryoc, can either be used as alkyne component for standard Click conjugation or in combination with tetrazine linkers in copper-free Diels-Alder type Click reactions. It also has applications as unusual protecting group for amines, hydroxy functions and as esters. All 3 are stable to neat TFA, but can be cleaved at ambient temperature with Co2(CO)8 in TFA:DCM. Deprotection with other transition metals like palladium have also been reported[1][2].

 Names

Name Boc-L-Phe(4-NH-Poc)-OH

 Boc-L-Phe(4-NH-Poc)-OH Biological Activity

Description Boc-L-Phe(4-NH-Poc)-OH is a click chemistry reagent containing an azide group. Used as an orthogonally protected building block in peptide synthesis. Propargyloxycarbonyl, commonly abbreviated as Poc or Pryoc, can either be used as alkyne component for standard Click conjugation or in combination with tetrazine linkers in copper-free Diels-Alder type Click reactions. It also has applications as unusual protecting group for amines, hydroxy functions and as esters. All 3 are stable to neat TFA, but can be cleaved at ambient temperature with Co2(CO)8 in TFA:DCM. Deprotection with other transition metals like palladium have also been reported[1][2].
Related Catalog
References

[1]. Le Chevalier Isaad A, et al. Side chain-to-side chain cyclization by click reaction. J Pept Sci. 2009 Jul;15(7):451-4.  

[2]. Jiang X, et al. Recent applications of click chemistry in drug discovery. Expert Opin Drug Discov. 2019 Aug;14(8):779-789.  

 Chemical & Physical Properties

Molecular Formula C18H22N2O6
Molecular Weight 362.38