KEGG   ORTHOLOGY: K11820Help
Entry
K11820                      KO                                     

Name
UGT74B1
Definition
N-hydroxythioamide S-beta-glucosyltransferase [EC:2.4.1.195]
Pathway
ko00380  Tryptophan metabolism
ko00966  Glucosinolate biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
ko01210  2-Oxocarboxylic acid metabolism
Module
M00370  Glucosinolate biosynthesis, tryptophan => glucobrassicin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09105 Amino acid metabolism
   00380 Tryptophan metabolism
    K11820  UGT74B1; N-hydroxythioamide S-beta-glucosyltransferase
  09110 Biosynthesis of other secondary metabolites
   00966 Glucosinolate biosynthesis
    K11820  UGT74B1; N-hydroxythioamide S-beta-glucosyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01003 Glycosyltransferases
    K11820  UGT74B1; N-hydroxythioamide S-beta-glucosyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.4  Glycosyltransferases
   2.4.1  Hexosyltransferases
    2.4.1.195  N-hydroxythioamide S-beta-glucosyltransferase
     K11820  UGT74B1; N-hydroxythioamide S-beta-glucosyltransferase
Glycosyltransferases [BR:ko01003]
 Others
  Hydrophobic molecule
   K11820  UGT74B1; N-hydroxythioamide S-beta-glucosyltransferase
BRITE hierarchy
Other DBs
RN: R03213 R08164 R08668
GO: 0047251
Genes
ATH: AT1G24100(UGT74B1)
ALY: 9326668
CRB: 17896903
CSAT: 104741102 104756783 104759733 104776536
EUS: EUTSA_v10007574mg
BRP: 103840711
BNA: 106367591 111202980
BOE: 106294846
RSZ: 108814109
THJ: 104822955 104822956
VRA: 106754697
VAR: 108334879
VUN: 114169855
CAM: 101500102
LJA: Lj2g3v1371330.1(Lj2g3v1371330.1)
RCU: 8270386
POP: 7474878
PEU: 105128589
SLY: 101251379
CANN: 107846543
NSY: 104244084
NTO: 104087891
NAU: 109209750
SIND: 105168211
OEU: 111396141
LSV: 111888383
CCAV: 112528495
SOE: 110782884
ATR: 18448709
 » show all
TaxonomyKoalaUniProt
Reference
  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]

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
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K11820  N-hydroxythioamide S-beta-glucosyltransferase
Genes
ATH: AT1G24100(UGT74B1)
ALY: 9326668
CRB: 17896903
CSAT: 104741102 104756783 104759733 104776536
EUS: EUTSA_v10007574mg
BRP: 103840711
BNA: 106367591 111202980
BOE: 106294846
RSZ: 108814109
THJ: 104822955 104822956
VRA: 106754697
VAR: 108334879
VUN: 114169855
CAM: 101500102
LJA: Lj2g3v1371330.1(Lj2g3v1371330.1)
RCU: 8270386
POP: 7474878
PEU: 105128589
SLY: 101251379
CANN: 107846543
NSY: 104244084
NTO: 104087891
NAU: 109209750
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)
DOI:10.1034/j.1399-3054.2001.1130204.x
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

KEGG   REACTION: R08164Help
Entry
R08164                      Reaction                               

Name
UDP-glucose:N-hydroxy-2-phenylethanethioamide S-beta-D-glucosyltransferase
Definition
Indolylmethylthiohydroximate + UDP-glucose <=> Indolylmethyl-desulfoglucosinolate + UDP
Equation
Reaction class
RC00005  C00015_C00029
RC00882  C16516_C16517
Enzyme
Pathway
rn00380  Tryptophan metabolism
rn00966  Glucosinolate biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01210  2-Oxocarboxylic acid metabolism
Module
M00370  Glucosinolate biosynthesis, tryptophan => glucobrassicin
Orthology
K11820  N-hydroxythioamide S-beta-glucosyltransferase [EC:2.4.1.195]
Other DBs
RHEA: 52155

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