Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides

Authors

Ying Wang, University of Nebraska-Lincoln
Joseph T. Paletta, University of Nebraska-Lincoln
Kathleen Berg, University of Nebraska-Lincoln
Erin Reinhart, University of Nebraska-Lincoln
Suchada Rajca, University of Nebraska-LincolnFollow
Andrzej Rajca, University of Nebraska - LincolnFollow

Date of this Version

2014

Citation

Org. Lett. 2014, 16, 5298−5300

Comments

Open Access licensed. Used by permission.

Abstract

A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that Lcysteine functionalized with gem-diethylpyrroline nitroxide is reduced at the slowest rate and is comparable to that measured for the most resistant to reduction pyrroline and pyrrolidine nitroxides.