title: In Vitro Stepwise Reconstitution of Amino Acid Derived Vinyl Isocyanide Biosynthesis: Detection of an Elusive Intermediate.
abstract: In vitro reconstitution of a newly discovered isonitrile synthase (AmbI1 and AmbI2) and the detection of an elusive intermediate (S)-3-(1H-indol-3-yl)-2-isocyanopropanoic acid 1 in indolyl vinyl isocyanide biogenesis are reported. The characterization of iron/2-oxoglutarate (Fe/2OG) dependent desaturases IsnB and AmbI3 sheds light on the possible mechanism underlying stereoselective alkene installation to complete the biosynthesis of (E)- and (Z)-3-(2-isocyanovinyl)-1H-indole 2 and 5. Establishment of a tractable isonitrile synthase system (AmbI1 and AmbI2) paves the way to elucidate the enigmatic enzyme mechanism for isocyanide formation.
authors.affiliation: Department of Chemistry, North Carolina State University , Raleigh, North Carolina 27695, United States , and.
authors.forename: Wei-Chen
authors.identifier: 0000-0002-2341-9846
authors.initials: WC
authors.lastname: Chang
authors.affiliation: Department of Chemistry, North Carolina State University , Raleigh, North Carolina 27695, United States , and.
authors.forename: Dev
authors.initials: D
authors.lastname: Sanyal
authors.affiliation: Department of Chemistry, North Carolina State University , Raleigh, North Carolina 27695, United States , and.
authors.forename: Jhih-Liang
authors.initials: JL
authors.lastname: Huang
authors.affiliation: Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Kuljira
authors.initials: K
authors.lastname: Ittiamornkul
authors.affiliation: Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Qin
authors.initials: Q
authors.lastname: Zhu
authors.affiliation: Department of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors.forename: Xinyu
authors.initials: X
authors.lastname: Liu
mesh_terms: D000596:Amino Acids; D003486:Cyanides / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000596:Amino Acids; D003486:Cyanides