Glucosylation of isatin-3-oxime followed by 2D in situ NMR in plant cells at highest magnetic field without labelling.
The glucosylation of isatin-3-oxime (1) was monitored by in situ 2D 1H-13C inverse correlated gradient assisted NMR spectroscopy in plant cell suspension cultures of Rauvolfia serpentina without labelling. The applied high magnetic field of 800 MHz allowed measurements within 20 min at concentrations of 1 of 5.76 mM. Complete glucosylation of 1 occurs inside the cells within 72 hours. During this time isatin-3-oxime-glucoside (2) accumulates without further metabolism.
Hinse
C
C
Department of Pharmaceutical Biology, Institute of Pharmacy, Johannes Gutenberg-University Mainz, Staudinger Weg 5, D-55099 Mainz, Germany.
Unger
M
M
Provenzani
A
A
Stöckigt
J
J
D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D046508:Culture Techniques; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D006031:Glycosylation; D006859:Hydrogen / Q000737:chemistry; D007510:Isatin / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification*; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry / Q000378:metabolism; D011926:Rauwolfia / Q000737:chemistry* / Q000378:metabolism; D001617:beta-Glucosidase / Q000378:metabolism
D005960:Glucosides; C445200:isatin-3-oxime; C445199:isatin-3-oxime-glucoside; D002244:Carbon; D006859:Hydrogen; D007510:Isatin; D001617:beta-Glucosidase