The synthesis and characterization of uridine 5'-(beta-L-rhamnopyranosyl diphosphate) and its role in the enzymic synthesis of rutin.
Uridine 5'-(beta-L-rhamnopyranosyl diphosphate) was synthesized by the condensation of uridine 5'-diphenylpyrophosphate and beta-L-rhamnopyranosyl phosphate. That sugar 1-phosphate was made via the phosphitylation of the hemiacetal hydroxyl group of 2,3,4-tetra-O-acetyl-beta-L-rhamnopyranose. An enzyme preparation from the primary leaves of mung bean (Phaseolus aureus) was shown to catalyze the transfer of L-rhamnose from UDP-beta-L-rhamnose to the flavonol D-glucoside isoquercitrin to form rutin.
Barber
G A
GA
Department of Biochemistry, Ohio State University, Columbus 43210.
Behrman
E J
EJ
D010944:Plants / Q000378:metabolism; D011794:Quercetin / Q000031:analogs & derivatives / Q000378:metabolism; D012210:Rhamnose / Q000378:metabolism; D012431:Rutin / Q000096:biosynthesis*; D014539:Uridine Diphosphate Sugars / Q000138:chemical synthesis / Q000378:metabolism*
D014539:Uridine Diphosphate Sugars; C016527:isoquercitrin; C070985:uridine 5'-(beta-rhamnopyranosyl diphosphate); D012431:Rutin; D011794:Quercetin; D012210:Rhamnose