KEGG   ENZYME: 2.4.1.85Help
Entry
EC 2.4.1.85                 Enzyme                                 

Name
cyanohydrin beta-glucosyltransferase;
uridine diphosphoglucose-p-hydroxymandelonitrile glucosyltransferase;
UDP-glucose-p-hydroxymandelonitrile glucosyltransferase;
uridine diphosphoglucose-cyanohydrin glucosyltransferase;
uridine diphosphoglucose:aldehyde cyanohydrin beta-glucosyltransferase;
UDP-glucose:(S)-4-hydroxymandelonitrile beta-D-glucosyltransferase;
UGT85B1;
UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
BRITE hierarchy
Sysname
UDP-D-glucose:(S)-4-hydroxymandelonitrile beta-D-glucosyltransferase
Reaction(IUBMB)
UDP-D-glucose + (S)-4-hydroxymandelonitrile = UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside [RN:R04296]
Reaction(KEGG)
R04296;
(other) R04948
Show
Substrate
UDP-D-glucose [CPD:C00029];
(S)-4-hydroxymandelonitrile [CPD:C03742]
Product
UDP [CPD:C00015];
(S)-4-hydroxymandelonitrile beta-D-glucoside [CPD:C05143]
Comment
Acts on a wide range of substrates in vitro, including cyanohydrins, terpenoids, phenolics, hexanol derivatives and plant hormones, in a regiospecific manner [3]. This enzyme is involved in the biosynthesis of the cyanogenic glucoside dhurrin in sorghum, along with EC 1.14.13.41, tyrosine N-monooxygenase and EC 1.14.13.68, 4-hydroxyphenylacetaldehyde oxime monooxygenase. This reaction prevents the disocciation and release of toxic hydrogen cyanide [3].
History
EC 2.4.1.85 created 1976, modified 2005
Pathway
Cyanoamino acid metabolism
Biosynthesis of secondary metabolites
Orthology
K13030  
cyanohydrin beta-glucosyltransferase
Genes
BDI: 
SBI: 
SORBI_01g001220(SORBIDRAFT_01g001220)
ZMA: 
Taxonomy
Reference
1  [PMID:4416442]
  Authors
Reay PF, Conn EE.
  Title
The purification and properties of a uridine diphosphate glucose: aldehyde cyanohydrin beta-glucosyltransferase from sorghum seedlings.
  Journal
J. Biol. Chem. 249 (1974) 5826-30.
Reference
2  [PMID:10585420]
  Authors
Jones PR, Moller BL, Hoj PB.
  Title
The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity.
  Journal
J. Biol. Chem. 274 (1999) 35483-91.
  Sequence
Reference
3  [PMID:12946413]
  Authors
Hansen KS, Kristensen C, Tattersall DB, Jones PR, Olsen CE, Bak S, Moller BL.
  Title
The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor.
  Journal
Phytochemistry. 64 (2003) 143-51.
  Sequence
Reference
4  [PMID:12114576]
  Authors
Busk PK, Moller BL.
  Title
Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants.
  Journal
Plant. Physiol. 129 (2002) 1222-31.
Reference
5  [PMID:15665094]
  Authors
Kristensen C, Morant M, Olsen CE, Ekstrom CT, Galbraith DW, Moller BL, Bak S.
  Title
Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 1779-84.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
55354-52-4

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