Practical production of 6-O-octanoyl-D-allose and its biological activity on plant growth.
The transesterification of D-allose (the C-3 epimer of D-glucose) with vinyl octanoate using Candida antarctica lipase in tetrahydrofuran proceeded with high regioselectivity to produce 6-O-octanoyl-D-allose with nearly complete conversion. The growth-inhibiting activity of 6-O-octanoyl-D-allose on lettuce seedlings was about 6-fold greater than that of D-allose.
Afach
Ghanwa
G
Department of Biochemistry and Food Science, Faculty of Agriculture, Kagawa University, Japan.
Kawanami
Yasuhiro
Y
Kato-Noguchi
Hisashi
H
Izumori
Ken
K
D002175:Candida / Q000201:enzymology*; D002210:Caprylates / Q000737:chemistry / Q000494:pharmacology*; D002384:Catalysis; D005947:Glucose / Q000737:chemistry / Q000494:pharmacology; D006601:Hexoses / Q000096:biosynthesis* / Q000737:chemistry / Q000494:pharmacology*; D018545:Lactuca / Q000187:drug effects / Q000254:growth & development*; D008049:Lipase / Q000737:chemistry; D036226:Seedlings / Q000187:drug effects; D013237:Stereoisomerism
C514766:6-O-octanoylallose; D002210:Caprylates; D006601:Hexoses; C002055:allose; D008049:Lipase; D005947:Glucose