19113-24-7Relevant academic research and scientific papers
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
supporting information, p. 1831 - 1835 (2018/01/27)
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 ar
Structure of the Dioxygenase AsqJ: Mechanistic Insights into a One-Pot Multistep Quinolone Antibiotic Biosynthesis
Br?uer, Alois,Beck, Philipp,Hintermann, Lukas,Groll, Michael
supporting information, p. 422 - 426 (2016/01/25)
Multienzymatic cascades are responsible for the biosynthesis of natural products and represent a source of inspiration for synthetic chemists. The FeII/α-ketoglutarate-dependent dioxygenase AsqJ from Aspergillus nidulans is outstanding because it stereoselectively catalyzes both a ferryl-induced desaturation reaction and epoxidation on a benzodiazepinedione. Interestingly, the enzymatically formed spiro epoxide spring-loads the 6,7-bicyclic skeleton for non-enzymatic rearrangement into the 6,6-bicyclic scaffold of the quinolone alkaloid 4′-methoxyviridicatin. Herein, we report different crystal structures of the protein in the absence and presence of synthesized substrates, surrogates, and intermediates that mimic the various stages of the reaction cycle of this exceptional dioxygenase.
New Synthesis of Diazepam and the Related 1,4-Benzodiazepines by means of Palladium-Catalyzed Carbonylation
Ishikura, Minoru,Mori, Miwako,Ikeda, Toshihito,Terashima, Masanao,Ban, Yoshio
, p. 2456 - 2461 (2007/10/02)
A new synthesis of diazepam (5) was achieved by application of palladium-catalyzed carbonylation to the compound 3 prepared from o-bromoaniline derivative 1 and the amino acid 2, and this procedure was also used for the synthesis of poisonous metabolites
