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@ARTICLE{Jonczyk:62913,
author = {Jonczyk, R. and Schmidt, H. and Osterrieder, A. and
Fiesselmann, A. and Schullehner, K. and Haslbeck, M. and
Sicker, D. and Hofmann, D. and Yalpani, N. and Simmons, C.
and Frey, M. and Gierl, A.},
title = {{E}lucidation of the {F}inal {R}eactions of
{DIMBOA}-{G}lucoside {B}iosysnthesis in {M}aize:
{C}haracterization of {B}x6 and {B}x71[{W}][{OA}]},
journal = {Plant physiology},
volume = {146},
issn = {0032-0889},
address = {Rockville, Md.: Soc.},
publisher = {JSTOR},
reportid = {PreJuSER-62913},
pages = {1053 - 1063},
year = {2008},
note = {Record converted from VDB: 12.11.2012},
abstract = {Benzoxazinoids were identified in the early 1960s as
secondary metabolites of the grasses that function as
natural pesticides and exhibit allelopathic properties.
Benzoxazinoids are synthesized in seedlings and stored as
glucosides (glcs); the main aglucone moieties are
2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one (DIBOA) and
2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
(DIMBOA). The genes of DIBOA-glc biosynthesis have
previously been isolated and the enzymatic functions
characterized. Here, the enzymes for conversion of DIBOA-glc
to DIMBOA-glc are identified. DIBOA-glc is the substrate of
the dioxygenase BENZOXAZINLESS6 (BX6) and the produced
2,4,7-trihydroxy-2H-1,4-benzoxazin-3-(4H)-one-glc is
metabolized by the methyltransferase BX7 to yield
DIMBOA-glc. Both enzymes exhibit moderate K(m) values (below
0.4 mm) and k(cat) values of 2.10 s(-1) and 0.25 s(-1),
respectively. Although BX6 uses a glucosylated substrate,
our localization studies indicate a cytoplasmic localization
of the dioxygenase. Bx6 and Bx7 are highest expressed in
seedling tissue, a feature shared with the other Bx genes.
At present, Bx6 and Bx7 have no close relatives among the
members of their respective gene families. Bx6 and Bx7 map
to the cluster of Bx genes on the short arm of chromosome
4.},
keywords = {Benzoxazines: metabolism / Chromosomes, Plant / Cytoplasm:
enzymology / Genes, Plant / Glucosides: biosynthesis /
Glucosides: metabolism / Molecular Sequence Data / Multigene
Family / Phylogeny / Protein O-Methyltransferase: genetics /
Protein O-Methyltransferase: metabolism / Seedling:
enzymology / Zea mays: enzymology / Zea mays: genetics /
2,4-dihydroxy-1,4-benzoxazin-3-one (NLM Chemicals) /
2-O-glucopyranosyl-4-hydroxy-7-methoxy-1,4-benzoxazin-3-one
(NLM Chemicals) / Benzoxazines (NLM Chemicals) / Glucosides
(NLM Chemicals) /
2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (NLM Chemicals)
/ Protein O-Methyltransferase (NLM Chemicals) / J (WoSType)},
cin = {ZCH},
ddc = {580},
cid = {I:(DE-Juel1)ZCH-20090406},
pnm = {Terrestrische Umwelt},
pid = {G:(DE-Juel1)FUEK407},
shelfmark = {Plant Sciences},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:18192444},
pmc = {pmc:PMC2259038},
UT = {WOS:000256412200031},
doi = {10.1104/pp.107.111237},
url = {https://juser.fz-juelich.de/record/62913},
}