KEGG   ENZYME: 3.2.1.182Help
Entry
EC 3.2.1.182                Enzyme                                 

Name
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase;
DIMBOAGlc hydrolase;
DIMBOA glucosidase
Class
Hydrolases;
Glycosylases;
Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
BRITE hierarchy
Sysname
(2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside beta-D-glucosidase
Reaction(IUBMB)
(1) (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside + H2O = 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one + D-glucose [RN:R12208];
(2) (2R)-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside + H2O = 2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one + D-glucose [RN:R12209]
Reaction(KEGG)
Substrate
(2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside [CPD:C04831];
H2O [CPD:C00001];
(2R)-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside [CPD:C15772]
Product
2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one [CPD:C04720];
D-glucose [CPD:C00031];
2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one [CPD:C15770]
Comment
The enzyme from Triticum aestivum (wheat) has a higher affinity for DIMBOA glucoside than DIBOA glucoside. With Secale cereale (rye) the preference is reversed.
History
EC 3.2.1.182 created 2012
Reference
1  [PMID:10750901]
  Authors
Sue M, Ishihara A, Iwamura H
  Title
Purification and characterization of a hydroxamic acid glucoside beta-glucosidase from wheat (Triticum aestivum L.) seedlings.
  Journal
Planta 210:432-8 (2000)
Reference
2  [PMID:10773341]
  Authors
Sue M, Ishihara A, Iwamura H
  Title
Purification and characterization of a beta-glucosidase from rye (Secale cereale  L.) seedlings.
  Journal
Plant Sci 155:67-74 (2000)
DOI:10.1016/S0168-9452(00)00204-1
Reference
3  [PMID:11106394]
  Authors
Czjzek M, Cicek M, Zamboni V, Bevan DR, Henrissat B, Esen A
  Title
The mechanism of substrate (aglycone) specificity in beta -glucosidases is revealed by crystal structures of mutant maize beta -glucosidase-DIMBOA, -DIMBOAGlc, and -dhurrin complexes.
  Journal
Proc Natl Acad Sci U S A 97:13555-60 (2000)
DOI:10.1073/pnas.97.25.13555
  Sequence
[zma:542414]
Reference
4
  Authors
Nikus, J., Esen, A. and Jonsson, L.M.V.
  Title
Cloning of a plastidic rye (Secale cereale) beta-glucosidase cDNA and its expression in Escherichia coli.
  Journal
Physiol Plantarum 118:337-348 (2003)
Reference
5  [PMID:16751439]
  Authors
Sue M, Yamazaki K, Yajima S, Nomura T, Matsukawa T, Iwamura H, Miyamoto T
  Title
Molecular and structural characterization of hexameric beta-D-glucosidases in wheat and rye.
  Journal
Plant Physiol 141:1237-47 (2006)
DOI:10.1104/pp.106.077693
Reference
6  [PMID:21421370]
  Authors
Sue M, Nakamura C, Miyamoto T, Yajima S
  Title
Active-site architecture of benzoxazinone-glucoside beta-D-glucosidases in Triticeae.
  Journal
Plant Sci 180:268-75 (2011)
DOI:10.1016/j.plantsci.2010.09.001
Other DBs
ExplorEnz - The Enzyme Database: 3.2.1.182
IUBMB Enzyme Nomenclature: 3.2.1.182
ExPASy - ENZYME nomenclature database: 3.2.1.182
BRENDA, the Enzyme Database: 3.2.1.182

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