| Entry |
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| 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;
UDP-D-glucose:(S)-4-hydroxymandelonitrile beta-D-glucosyltransferase
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| Class |
Transferases;
Glycosyltransferases;
Hexosyltransferases
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| Sysname |
UDP-alpha-D-glucose:(S)-4-hydroxymandelonitrile beta-D-glucosyltransferase (configuration-inverting)
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| Reaction(IUBMB) |
UDP-alpha-D-glucose + (S)-4-hydroxymandelonitrile = UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside [RN: R04296]
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| Reaction(KEGG) |
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| Substrate |
UDP-alpha-D-glucose [CPD: C00029];
(S)-4-hydroxymandelonitrile [CPD: C03742]
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| Product |
UDP [CPD: C00015];
(S)-4-hydroxymandelonitrile beta-D-glucoside [CPD: C05143]
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| 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 1.14.14.36, tyrosine N-monooxygenase and EC 1.14.14.37, 4-hydroxyphenylacetaldehyde oxime monooxygenase. This reaction prevents the disocciation and release of toxic hydrogen cyanide [3].
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| History |
EC 2.4.1.85 created 1976, modified 2005
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| Pathway |
| Cyanoamino acid metabolism | | Biosynthesis of secondary metabolites |
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| Orthology |
| cyanohydrin beta-glucosyltransferase |
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| Genes |
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| Reference |
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| Authors |
Reay PF, Conn EE. |
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| Title |
The purification and properties of a uridine diphosphate glucose: aldehyde cyanohydrin beta-glucosyltransferase from sorghum seedlings. |
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| Journal |
J. Biol. Chem. 249 (1974) 5826-30. |
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| Reference |
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| Authors |
Jones PR, Moller BL, Hoj PB. |
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| 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. |
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| Journal |
J. Biol. Chem. 274 (1999) 35483-91. |
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| Sequence |
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| Reference |
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| Authors |
Hansen KS, Kristensen C, Tattersall DB, Jones PR, Olsen CE, Bak S, Moller BL. |
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| Title |
The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor. |
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| Journal |
Phytochemistry. 64 (2003) 143-51. |
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| Sequence |
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| Reference |
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| Authors |
Busk PK, Moller BL. |
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| Title |
Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants. |
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| Journal |
Plant. Physiol. 129 (2002) 1222-31. |
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| Reference |
|
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| Authors |
Kristensen C, Morant M, Olsen CE, Ekstrom CT, Galbraith DW, Moller BL, Bak S. |
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| Title |
Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome. |
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| Journal |
Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 1779-84. |
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| Sequence |
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| 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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| LinkDB |
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