title: Synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides.
abstract: A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that L-cysteine 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.
authors.affiliation: Department of Chemistry, University of Nebraska , Lincoln, Nebraska 68588-0304, United States.
authors.forename: Ying
authors.initials: Y
authors.lastname: Wang
authors.forename: Joseph T
authors.initials: JT
authors.lastname: Paletta
authors.forename: Kathleen
authors.initials: K
authors.lastname: Berg
authors.forename: Erin
authors.initials: E
authors.lastname: Reinhart
authors.forename: Suchada
authors.initials: S
authors.lastname: Rajca
authors.forename: Andrzej
authors.initials: A
authors.lastname: Rajca
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001205:Ascorbic Acid / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000737:chemistry*; D003545:Cysteine / Q000378:metabolism; D005978:Glutathione / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D003497:Cyclic N-Oxides; D011758:Pyrroles; D011759:Pyrrolidines; C013231:pyrroline; D005978:Glutathione; D003545:Cysteine; C032519:pyrrolidine; D001205:Ascorbic Acid