KEGG   ENZYME: 2.4.1.195Help
Entry
EC 2.4.1.195                Enzyme                                 

Name
N-hydroxythioamide S-beta-glucosyltransferase;
UGT74B1 (gene name);
desulfoglucosinolate-uridine diphosphate glucosyltransferase;
uridine diphosphoglucose-thiohydroximate glucosyltransferase;
thiohydroximate beta-D-glucosyltransferase;
UDPG:thiohydroximate glucosyltransferase;
thiohydroximate S-glucosyltransferase;
thiohydroximate glucosyltransferase;
UDP-glucose:thiohydroximate S-beta-D-glucosyltransferase;
UDP-glucose:N-hydroxy-2-phenylethanethioamide S-beta-D-glucosyltransferase
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
BRITE hierarchy
Sysname
UDP-alpha-D-glucose:N-hydroxy-2-phenylethanethioamide S-beta-D-glucosyltransferase
Reaction(IUBMB)
(1) UDP-alpha-D-glucose + (Z)-2-phenyl-1-thioacetohydroximate = UDP + desulfoglucotropeolin [RN:R03213];
(2) UDP-alpha-D-glucose + an (E)-omega-(methylsulfanyl)alkyl-thiohydroximate = UDP + an aliphatic desulfoglucosinolate [RN:R12045];
(3) UDP-alpha-D-glucose + (E)-2-(1H-indol-3-yl)-1-thioacetohydroximate = UDP + desulfoglucobrassicin [RN:R08164]
Reaction(KEGG)
Substrate
UDP-alpha-D-glucose [CPD:C00029];
(Z)-2-phenyl-1-thioacetohydroximate [CPD:C03719];
(E)-omega-(methylsulfanyl)alkyl-thiohydroximate [CPD:C21871];
(E)-2-(1H-indol-3-yl)-1-thioacetohydroximate [CPD:C16516]
Product
UDP [CPD:C00015];
desulfoglucotropeolin [CPD:C01069];
aliphatic desulfoglucosinolate [CPD:C21872];
desulfoglucobrassicin [CPD:C16517]
Comment
The enzyme specifically glucosylates the thiohydroximate functional group. It is involved in the biosynthesis of glucosinolates in cruciferous plants, and acts on aliphatic, aromatic, and indolic substrates.
History
EC 2.4.1.195 created 1992, modified 2006, modified 2018
Pathway
ec00380  Tryptophan metabolism
ec00966  Glucosinolate biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K11820  N-hydroxythioamide S-beta-glucosyltransferase
Genes
RSS: 109441236
ATH: AT1G24100(UGT74B1)
ALY: ARALYDRAFT_889955(UGT74B1)
CRB: 17896903
CSAT: 104741102 104756783 104759733 104776536
EUS: EUTSA_v10007574mg
BRP: 103840711(UGT74B1-1)
BNA: 106367591 111202980
BOE: 106294846
THJ: 104822955 104822956
VRA: 106754697
VAR: 108334879
CAM: 101500102
LJA: Lj2g3v1371330.1(Lj2g3v1371330.1)
RCU: 8270386
POP: 7474878
SLY: 101251379
CANN: 107846543
NSY: 104244084
NTO: 104087891
SIND: 105168211
OEU: 111396141
LSV: 111888383
CCAV: 112528495
SOE: 110782884
ATR: 18448709
 » show all
Taxonomy
Reference
1  [PMID:2524977]
  Authors
Jain JC, Reed DW, GrootWassink JW, Underhill EW.
  Title
A radioassay of enzymes catalyzing the glucosylation and sulfation steps of glucosinolate biosynthesis in Brassica species.
  Journal
Anal Biochem 178:137-40 (1989)
DOI:10.1016/0003-2697(89)90369-2
Reference
2  [PMID:8373190]
  Authors
Reed DW, Davin L, Jain JC, Deluca V, Nelson L, Underhill EW.
  Title
Purification and properties of UDP-glucose:thiohydroximate glucosyltransferase from Brassica napus L. seedlings.
  Journal
Arch Biochem Biophys 305:526-32 (1993)
DOI:10.1006/abbi.1993.1456
Reference
3  [PMID:12060294]
  Authors
Marillia EF, MacPherson JM, Tsang EW, Van Audenhove K, Keller WA, GrootWassink JW
  Title
Molecular cloning of a Brassica napus thiohydroximate S-glucosyltransferase gene  and its expression in Escherichia coli.
  Journal
Physiol Plant 113:176-184 (2001)
Reference
4  [PMID:11198818]
  Authors
Fahey JW, Zalcmann AT, Talalay P.
  Title
The chemical diversity and distribution of glucosinolates and isothiocyanates among plants.
  Journal
Phytochemistry 56:5-51 (2001)
DOI:10.1016/S0031-9422(00)00316-2
Reference
5  [PMID:15584955]
  Authors
Grubb CD, Zipp BJ, Ludwig-Muller J, Masuno MN, Molinski TF, Abel S.
  Title
Arabidopsis glucosyltransferase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis.
  Journal
Plant J 40:893-908 (2004)
DOI:10.1111/j.1365-313X.2004.02261.x
  Sequence
[ath:AT1G24100]
Other DBs
ExplorEnz - The Enzyme Database: 2.4.1.195
IUBMB Enzyme Nomenclature: 2.4.1.195
ExPASy - ENZYME nomenclature database: 2.4.1.195
BRENDA, the Enzyme Database: 2.4.1.195
CAS: 9068-14-8

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