Kuan-Lin Chen1, Chen-Yu Lai1, Mai-Truc Pham1,2,3, Rong-Jie Chein2,4, Yi Tang5, Hsiao-Ching Lin1,2. 1. Institute of Biological Chemistry, Academia Sinica, Taipei 115, Taiwan R.O.C. 2. Chemical Biology and Molecular Biophysics Program, Taiwan International Graduate Program, Academia Sinica, Taipei 115, Taiwan R.O.C. 3. Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan R.O.C. 4. Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan R.O.C. 5. Departments of Chemical and Biomolecular Engineering and Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.
Abstract
(-)-Aurantioclavine (1), which contains a characteristic seven-membered ring fused to an indole ring, belongs to the azepinoindole class of fungal clavine alkaloids. Here we show that starting from a 4-dimethylallyl-l-tryptophan precursor, a flavin adenine dinucleotide (FAD)-binding oxidase and a catalase-like heme-containing protein are involved in the biosynthesis of 1. The function of these two enzymes was characterized by heterologous expression, in vitro characterization, and deuterium labeling experiments.
(-)-Aurantioclavine (1), which contains a characteristic seven-membered ring fused to ann class="Chemical">indole ring, belongs to the azepinoindole class of fungal clavine alkaloids. Here we show that starting from a 4-dimethylallyl-l-tryptophan precursor, a flavin adenine dinucleotide (FAD)-binding oxidase and a catalase-like heme-containing protein are involved in the biosynthesis of 1. The function of these two enzymes was characterized by heterologous expression, in vitro characterization, and deuterium labeling experiments.
Authors: Kerry E Goetz; Christine M Coyle; Johnathan Z Cheng; Sarah E O'Connor; Daniel G Panaccione Journal: Curr Genet Date: 2011-03-17 Impact factor: 3.886