H-L-Phe(4-NH-Poc)-OH hydrochloride

Modify Date: 2024-04-03 12:01:57

H-L-Phe(4-NH-Poc)-OH hydrochloride Structure
H-L-Phe(4-NH-Poc)-OH hydrochloride structure
Common Name H-L-Phe(4-NH-Poc)-OH hydrochloride
CAS Number 2737202-66-1 Molecular Weight 298.72
Density N/A Boiling Point N/A
Molecular Formula C13H15ClN2O4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of H-L-Phe(4-NH-Poc)-OH hydrochloride


H-L-Phe(4-NH-Poc)-OH (hydrochloride) is a click chemistry reagent containing an azide group. Used as a modified Phe or Tyr analogue in protein and peptide biosynthesis. 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 H-L-Phe(4-NH-Poc)-OH hydrochloride

 H-L-Phe(4-NH-Poc)-OH hydrochloride Biological Activity

Description H-L-Phe(4-NH-Poc)-OH (hydrochloride) is a click chemistry reagent containing an azide group. Used as a modified Phe or Tyr analogue in protein and peptide biosynthesis. 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 C13H15ClN2O4
Molecular Weight 298.72