Synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides

Ying Wang, Joseph T. Paletta, Kathleen Berg, Erin Reinhart, Suchada Rajca, Andrzej Rajca

Research output: Contribution to journalArticle

19 Citations (Scopus)

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. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)5298-5300
Number of pages3
JournalOrganic Letters
Volume16
Issue number20
DOIs
StatePublished - Oct 17 2014

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amino acids
Gems
Amino Acids
glutathione
cysteine
synthesis
Glutathione
Cysteine
pyrroline
pyrrolidine

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides. / Wang, Ying; Paletta, Joseph T.; Berg, Kathleen; Reinhart, Erin; Rajca, Suchada; Rajca, Andrzej.

In: Organic Letters, Vol. 16, No. 20, 17.10.2014, p. 5298-5300.

Research output: Contribution to journalArticle

Wang, Ying ; Paletta, Joseph T. ; Berg, Kathleen ; Reinhart, Erin ; Rajca, Suchada ; Rajca, Andrzej. / Synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides. In: Organic Letters. 2014 ; Vol. 16, No. 20. pp. 5298-5300.
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