An expedient enzymatic route to isomeric 2-, 3- and 6-monodeoxy-monofluoro-maltose derivatives.
2-Deoxy-2-fluoro-d-glucose, 3-deoxy-3-fluoro-D-glucose and 6-deoxy-6-fluoro-D-glucose were converted into the corresponding maltose derivatives using Arabidopsis thaliana DPE2-mediated trans-glycosylation reaction with glycogen acting as a glucosyl donor. (19)F NMR spectroscopy proved to be a valuable tool for monitoring the progress of these reactions and to assess the nature of resulting oligomeric products.
Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
Krit
K
Tantanarat
Martin
M
Rejzek
Ellis
E
O'Neill
Christian
C
Ruzanski
Lionel
L
Hill
Shirley A
SA
Fairhurst
Tipaporn
T
Limpaseni
Robert A
RA
Field
D017360:Arabidopsis / Q000201:enzymology; D029681:Arabidopsis Proteins / Q000378:metabolism; D003847:Deoxyglucose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D019788:Fluorodeoxyglucose F18 / Q000737:chemistry / Q000378:metabolism*; D006003:Glycogen / Q000737:chemistry / Q000378:metabolism; D006026:Glycoside Hydrolases / Q000378:metabolism; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008320:Maltose / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*
D029681:Arabidopsis Proteins; D019788:Fluorodeoxyglucose F18; C007253:3-deoxy-3-fluoro-D-glucose; C035308:6-deoxy-6-fluoroglucose; D008320:Maltose; D006003:Glycogen; D003847:Deoxyglucose; D006026:Glycoside Hydrolases