Production of diprenylated indole derivates by tandem incubation of two recombinant dimethylallyltryptophan synthases


Two dimethylallyltryptophan synthases, FgaPT2 and 7-DMATS, which catalysed the prenylation of L-tryptophan at positions C4 and C7, respectively, have been recently identified in Aspergillus fumigatus and proven biochemically. These enzymes were successfully used for the production of monoprenylated indole derivatives. In this study, we showed that C4,C7-diprenylated indole derivatives, e.g. 4,7-di-(dimethylallyl)-L-tryptophan, 4,7-di-(dimethylallyl)-L-abrine and 4,7-di-(dimethylallyl)-11-methyltryptophan, could be conveniently produced by tandem incubation of both enzymes. The structures of the isolated enzymatic products were elucidated by NMR and MS analyses. High conversion yields of up to 93% were achieved by an incubation sequence of FgaPT2 followed by 7-DMATS. The results reported in this study demonstrated the potential of secondary metabolite enzymes as promising tools for the production of designed compounds.


Han-Li Ruan, Edyta Stec, Shu-Ming Li


Archives of Microbiology

Year, Volume, Page

2009, 191, 791



Tag Element Regiochemistry Product Substrate Cofactor Enzyme
PTDBREC00084 C Regular FgaPT2
PTDBREC00085 C Regular FgaPT2
PTDBREC00086 C Regular FgaPT2
PTDBREC00087 C Regular FgaPT2
PTDBREC00088 C Regular FgaPT2
PTDBREC00089 C Regular FgaPT2
PTDBREC00090 C Regular FgaPT2
PTDBREC00091 C Regular 7-DMATS
PTDBREC00092 C Regular 7-DMATS
PTDBREC00093 C Regular 7-DMATS
PTDBREC00094 C Regular 7-DMATS
PTDBREC00095 C Regular FgaPT2
PTDBREC00096 C Regular 7-DMATS
PTDBREC00097 C Regular 7-DMATS
PTDBREC00098 C Regular 7-DMATS
PTDBREC00099 C Regular 7-DMATS
PTDBREC00100 C Regular 7-DMATS
PTDBREC00101 C Regular 7-DMATS
PTDBREC00102 C Regular 7-DMATS
PTDBREC00103 C Regular 7-DMATS
PTDBREC00104 C Regular 7-DMATS
PTDBREC00105 C Regular 7-DMATS
PTDBREC00106 C Regular FgaPT2
PTDBREC00107 C Regular 7-DMATS
PTDBREC00108 C Regular FgaPT2
PTDBREC00109 C Regular FgaPT2
PTDBREC00110 C Regular FgaPT2
PTDBREC00111 C Regular FgaPT2
PTDBREC00112 C Regular FgaPT2
PTDBREC00113 C Regular FgaPT2
PTDBREC00114 C Regular FgaPT2
PTDBREC00115 C Regular FgaPT2
PTDBREC00116 C Regular FgaPT2
PTDBREC00117 C Regular FgaPT2
PTDBREC00118 C Regular FgaPT2
PTDBREC00119 C Regular FgaPT2
PTDBREC00120 C Regular FgaPT2
PTDBREC00121 C Regular FgaPT2
PTDBREC00122 C Regular FgaPT2
PTDBREC00123 C Regular FgaPT2
PTDBREC00124 C Regular 7-DMATS
PTDBREC00125 C Regular 7-DMATS
PTDBREC00126 C Regular 7-DMATS
PTDBREC00127 C Regular 7-DMATS
PTDBREC00128 C Regular FgaPT2
PTDBREC00129 C Regular 7-DMATS
PTDBREC00130 C Regular 7-DMATS
PTDBREC00131 C Regular 7-DMATS
PTDBREC00132 C Regular 7-DMATS
PTDBREC00133 C Regular 7-DMATS
PTDBREC00134 C Regular 7-DMATS
PTDBREC00135 C Regular 7-DMATS
PTDBREC00136 C Regular 7-DMATS
PTDBREC00137 C Regular 7-DMATS
PTDBREC00138 C Regular 7-DMATS
PTDBREC00139 C Regular FgaPT2
PTDBREC00140 C Regular 7-DMATS
PTDBREC00141 C Regular FgaPT2
PTDBREC00142 C Regular FgaPT2
PTDBREC00143 C Regular FgaPT2