Entry Name cyanohydrin beta-glucosyltransferase;
Class Transferases;BRITE hierarchy
Sysname UDP-alpha-D-glucose:(S)-4-hydroxymandelonitrile beta-D-glucosyltransferase (configuration-inverting)
Reaction(IUBMB) UDP-alpha-D-glucose + (S)-4-hydroxymandelonitrile = UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside [RN:
R04296 ]
Reaction(KEGG) Substrate UDP-alpha-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
1.14.14.36 , 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].
History EC 2.4.1.85 created 1976, modified 2005
Pathway ec01110 Biosynthesis of secondary metabolites
Orthology K13030 cyanohydrin beta-glucosyltransferase
Genes TDC : 119301973 119310620 119321942 119327967 119339748
TAES : 123104112 123116363 123124983 123147269 123159759 123169123
Taxonomy Reference 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 249:5826-30 (1974)
Reference 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 Sequence Reference 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 Sequence Reference 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 Reference 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 Sequence Other DBs ExplorEnz - The Enzyme Database: 2.4.1.85
ExPASy - ENZYME nomenclature database: 2.4.1.85
LinkDB All DBs
