63661-74-5Relevant academic research and scientific papers
Construction and expression of a dual vector for chemo-enzymatic synthesis of plant indole alkaloids in Escherichia coli
Stoeckigt, Joachim,Hammes, Bodo,Ruppert, Martin
, p. 759 - 766 (2010)
A dual vector (pQE-70-STR1-SG) containing coding regions of strictosidine synthase (STR1, EC 4.3.3.2) and strictosidine glucosidase (SG, EC 3.2.1.105) from the Indian medicinal plant Rauvolfia serpentina was constructed. Functional expression of the vector in Escherichia coli cells (M15 strain) was proven by isolation of prepurified enzyme extracts, which show both STR1 and SG activities. Incubation of the enzyme in the presence of tryptamine and secologanin delivered the indole alkaloid cathenamine, demonstrating functional co-expression of both STR1- and SG-cDNAs. Cathenamine reduction by sodium borohydride leading to tetrahydroalstonine revealed the chemo-enzymatic indole alkaloid synthesis.
Trapping of Intermediates in the Interconversion of Heteroyohimbine Alkaloids
Kan, Christiane,Kan, Siew-Kwong,Lounasmaa, Mauri,Husson, Henri-Philippe
, p. 269 - 272 (2007/10/02)
The isolation of (Z)-isositsirikines 8 and 9 in the course of NaBH4 reduction of 19-epicathenamine 2 demonstrates the intermediacy of the (Z)-conjugated iminium salt 5 in the interconversion of the heteroyohimbine alkaloids.A 400 MHz 1H NMR study carried out on compounds 1, 2, and 6-9 permitted the determination of all the chemical shifts and most of the coupling constants.
