Your browser doesn't support javascript.
loading
Insights into the Desaturation of Cyclopeptin and its C3 Epimer Catalyzed by a non-Heme Iron Enzyme: Structural Characterization and Mechanism Elucidation.
Liao, Hsuan-Jen; Li, Jikun; Huang, Jhih-Liang; Davidson, Madison; Kurnikov, Igor; Lin, Te-Sheng; Lee, Justin L; Kurnikova, Maria; Guo, Yisong; Chan, Nei-Li; Chang, Wei-Chen.
Affiliation
  • Liao HJ; Institute of Biochemistry and Molecular Biology, College of Medicine, National (Taiwan) University, Taipei, 100, Taiwan.
  • Li J; Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA, 15213, USA.
  • Huang JL; Department of Chemistry, North Carolina State University, Raleigh, NC, 27695, USA.
  • Davidson M; Department of Chemistry, North Carolina State University, Raleigh, NC, 27695, USA.
  • Kurnikov I; Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA, 15213, USA.
  • Lin TS; Institute of Biochemistry and Molecular Biology, College of Medicine, National (Taiwan) University, Taipei, 100, Taiwan.
  • Lee JL; Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA, 15213, USA.
  • Kurnikova M; Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA, 15213, USA.
  • Guo Y; Department of Chemistry, Carnegie Mellon University, Pittsburgh, PA, 15213, USA.
  • Chan NL; Institute of Biochemistry and Molecular Biology, College of Medicine, National (Taiwan) University, Taipei, 100, Taiwan.
  • Chang WC; Department of Chemistry, North Carolina State University, Raleigh, NC, 27695, USA.
Angew Chem Int Ed Engl ; 57(7): 1831-1835, 2018 02 12.
Article in En | MEDLINE | ID: mdl-29314482
ABSTRACT
AsqJ, an iron(II)- and 2-oxoglutarate-dependent enzyme found in viridicatin-type alkaloid biosynthetic pathways, catalyzes sequential desaturation and epoxidation to produce cyclopenins. Crystal structures of AsqJ bound to cyclopeptin and its C3 epimer are reported. Meanwhile, a detailed mechanistic study was carried out to decipher the desaturation mechanism. These findings suggest that a pathway involving hydrogen atom abstraction at the C10 position of the substrate by a short-lived FeIV -oxo species and the subsequent formation of a carbocation or a hydroxylated intermediate is preferred during AsqJ-catalyzed desaturation.
Subject(s)
Key words
Fulltext
Add to My VHL
Print
XML
PubMed Links
Search on Google

Full text: 1 Database: MEDLINE Main subject: Peptides / Fungal Proteins / Epoxy Compounds Language: En Journal: Angew Chem Int Ed Engl Year: 2018 Type: Article Affiliation country: Taiwan
Fulltext
Add to My VHL
Print
XML
PubMed Links
Search on Google

Full text: 1 Database: MEDLINE Main subject: Peptides / Fungal Proteins / Epoxy Compounds Language: En Journal: Angew Chem Int Ed Engl Year: 2018 Type: Article Affiliation country: Taiwan