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Communication | Regular issue | Vol 63, No. 12, 2004, pp.2707-2712
Published online, 19th October, 2004
DOI: 10.3987/COM-04-10212
Isolation and Identification of Phototropism-regulating Substances Benzoxazinoids from Maize Coleoptiles

Tsuyoshi Hasegawa, Kosumi Yamada,* Hideyuki Shigemori, Kensuke Miyamoto, Junichi Ueda, and Koji Hasegawa

*Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Ibaraki 305, Japan


As candidate(s) for phototropism-regulating substance(s), three substances were isolated from blue light-illuminated maize coleoptiles and identified as 2-O-β-D-glucopyranosyl-4-hydroxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one (DIMBOA glucoside), 2,4-dihydroxy-7-methoxy-(2H)-l,4-benzoxazin-3(4H)-one (DIMBOA) and 6-methoxy-2-benzoxazolinone (MBOA) from their 1H NMR spectra. Phototropic stimulation rapidly decreased the inactive DIMBOA glucoside, and abruptly increased the most active DIMBOA and then the active MBOA in the illuminated halves of maize coleoptiles. These results suggest that DIMBOA plays the essential role in the phototropism of maize coleoptiles.