Induced accumulation of 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one glucoside (HDMBOA-Glc) in maize leaves.
Accumulation of 2-(2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose (HDMBOA-Glc) was induced in maize leaves by treatment with CuCl2, chitopentaose, penta-N-acetylchitopentaose, or jasmonic acid (JA). The accumulation of HDMBOA-Glc was accompanied by a decrease in level of 2-(2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose (DIMBOA-Glc). When the leaf segments were treated with JA in the presence of [Me-2H3]L-methionine, the label was efficiently incorporated into HDMBOA-Glc, while no incorporation into DIMBOA-Glc or HMBOA-Glc was detected, suggesting the conversion of constitutive DIMBOA-Glc to HDMBOA-Glc by methylation at the 4-position. Levels of endogenous JA and its leucine conjugate transiently increased prior to the accumulation of HDMBOA-Glc in leaf segments treated with CuCl2 and chitopentaose. The lipoxygenase inhibitor ibuprofen suppressed the accumulation of HDMBOA-Glc induced by CuCl2 treatment, and the reduced accumulation of HDMBOA-Glc was recovered by addition of JA. These findings suggested that JA functions as a signal transducer in the induction of HDMBOA-Glc accumulation.
Oikawa
A
A
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
Ishihara
A
A
Hasegawa
M
M
Kodama
O
O
Iwamura
H
H
D048588:Benzoxazines; D002686:Chitin; D003300:Copper / Q000494:pharmacology*; D003517:Cyclopentanes / Q000494:pharmacology; D005960:Glucosides / Q000378:metabolism*; D007700:Kinetics; D008715:Methionine / Q000378:metabolism; D009844:Oligosaccharides / Q000494:pharmacology; D010078:Oxazines / Q000378:metabolism*; D054883:Oxylipins; D010937:Plant Growth Regulators / Q000494:pharmacology*; D018515:Plant Leaves / Q000187:drug effects / Q000378:metabolism; D003313:Zea mays / Q000187:drug effects / Q000378:metabolism*
C430218:2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one glucoside; D048588:Benzoxazines; D003517:Cyclopentanes; D005960:Glucosides; D009844:Oligosaccharides; D010078:Oxazines; D054883:Oxylipins; D010937:Plant Growth Regulators; D002686:Chitin; C011006:jasmonic acid; D003300:Copper; D008715:Methionine; C029892:cupric chloride