314029-24-8Relevant academic research and scientific papers
Repurposing the 3-Isocyanobutanoic Acid Adenylation Enzyme SfaB for Versatile Amidation and Thioesterification
Zhu, Mengyi,Wang, Lijuan,He, Jing
supporting information, p. 2030 - 2035 (2020/11/30)
Genome mining of microbial natural products enables chemists not only to discover the bioactive molecules with novel skeletons, but also to identify the enzymes that catalyze diverse chemical reactions. Exploring the substrate promiscuity and catalytic mechanism of those biosynthetic enzymes facilitates the development of potential biocatalysts. SfaB is an acyl adenylate-forming enzyme that adenylates a unique building block, 3-isocyanobutanoic acid, in the biosynthetic pathway of the diisonitrile natural product SF2768 produced by Streptomyces thioluteus, and this AMP-ligase was demonstrated to accept a broad range of short-chain fatty acids (SCFAs). Herein, we repurpose SfaB to catalyze amidation or thioesterification between those SCFAs and various amine or thiol nucleophiles, thereby providing an alternative enzymatic approach to prepare the corresponding amides and thioesters in vitro.
Aluminium triflate-catalysed regioselective cycloisomerisation of non-activated unsaturated oximes
Chaminade, Xavier,Chiba, Shunsuke,Narasaka, Koichi,Dunach, Elisabet
, p. 2384 - 2387 (2008/09/18)
A novel cycloisomerisation of oximes bearing non-activated C-C double bonds occurs in an Al(III)-catalysed reaction. This process leads to 5-, 6- and 7-membered ring oxygen and nitrogen-containing heterocycles in good yields.
A novel approach to the bridged indole alkaliods
El Bialy, Serry A. A.
, p. 415 - 434 (2007/10/03)
Access to the bridged indole alkaloids using 1,5-radical translocation and cyclization reactions was discovered. Radicals derived from (o-iodobenzoyl)- tetrahydroisoquinoline substituted with 1-[3-(trimethylsilyl)prop-2-ynyl] or 1-[4-(trimethylsilyl)but-3
Synthesis of pyrrole derivatives by palladium-catalyzed cyclization of γ,δ-unsaturated ketone o-pentafluorobenzoyloximes
Tsutsui, Hironori,Kitamura, Mitsuru,Narasaka, Koichi
, p. 1451 - 1460 (2007/10/03)
Various pyrrole derivatives are synthesized from γ,δ-unsaturated ketone O-pentafluorobenzoyloximes by treatment with catalytic amounts of Pd(PPh3)4 and triethylamine via alkylideneaminopalladium(II) intermediates generated by oxidative addition of the oximes to the Pd(0) complex.
