6880-50-8Relevant articles and documents
Molecular cloning and functional bacterial expression of a plant glucosidase specifically involved in alkaloid biosynthesis
Warzecha, Heribert,Gerasimenko, Irina,Kutchan, Toni M.,Stoeckigt, Joachim
, p. 657 - 666 (2007/10/03)
Monoterpenoid indole alkaloids are a vast and structurally complex group of plant secondary compounds. In contrast to other groups of plant products which produce many glycosides, indole alkaloids rarely occur as glucosides. Plants of Rauvolfia serpentina accumulate ajmaline as a major alkaloid, whereas cell suspension cultures of Rauvolfia mainly accumulate the glucoalkaloid raucaffricine at levels of 1.6 g/l. Cell cultures do contain a specific glucosidase, known as raucaffricine-O-β-D-glucosidase (RG), which catalyzes the in vitro formation of vomilenine, a direct intermediate in ajmaline biosynthesis. Here, we describe the molecular cloning and functional expression of this enzyme in Escherichia coli. RG shows up to 60% amino acid identity with other glucosidases of plant origin and it shares several sequence motifs with family 1 glucosidases which have been characterized. The best substrate specificity for recombinant RG was raucaffricine (K(M) 1.3 mM, V(max) 0.5 nkat/μg protein) and only a few closely related structural derivatives were also hydrolyzed. Moreover, an early intermediate of ajmaline biosynthesis, strictosidine, is a substrate for recombinant RG (K(M) 1.8 mM, V(max) 2.6 pkat/μg protein) which was not observed for the low amounts of enzyme isolated from Rauvolfia cells. (C) 2000 Elsevier Science Ltd.
SYNTHESIS OF IRIDODIAL BY CELL FREE EXTRACTS FROM RAUWOLFIA SERPENTINA CELL SUSPENSION CULTURES
Uesato, Shinichi,Ogawa, Yasuko,Inouye, Hiroyuki,Saiki, Kayoko,Zenk, Meinhart H.
, p. 2893 - 2896 (2007/10/02)
The cell free extracts of Rauwolfia serpentina cell suspension cultures converted 10-hydroxygeraniol/ 10-hydroxynerol into iridodial in the presence of oxidized and reduced pyridine nucleotides.However, neither 10-hydroxycitronellol nor 9,10-dihydroxygera
