KEGG   ENZYME: 2.4.1.195
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
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)
R12045 > R08668;
R03213 R08164;
(other) R08661 R08687
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
ATHAT1G24100(UGT74B1)
ALY9326668
CRB17896903
CSAT104741102 104756783 104759733 104776536
EUSEUTSA_v10007574mg
BRP103840711
BNA106367591 111202980
BOE106294846
RSZ108814109
THJ104822955 104822956
CPAP110822718 110822906
CIT102614568 102630144
CICCICLE_v10020081mg CICLE_v10031201mg
PVY116135986 116144017 116144067
MINC123207796 123207798 123211429 123211431 123215759
TCC18603841 18609376
GRA105766111 105785553 105789117
GHI107903698 107916109 107922512 107957313 107963785
GAB108450780 108480486 108482260
DZI111282639 111288545 111289166
EGR104427824 104432928
GMX100787855 100805508 100806069
GSJ114379810 114393907 114410312
PVUPHAVU_002G075200g
VRA106754697
VAR108334879
VUN114169855
CCAJ109800656 109801468
APRC113869779
MTRMTR_5g035560 MTR_5g035580
CAM101500102
LJALj2g3v1371330.1(Lj2g3v1371330.1)
ADU107488943 107491373
AIP107643497 107643933
AHF112750083 112750681 112801049 112802569
LANG109330572 109332223
FVE101294357 101298891 101308673
RCN112177186 112197423 112199520
PPER18776421 18794038
PMUM103338304 103343266
PAVI110766852 110770088
PDUL117616863 117628076
MDM103425490 103455316
ZJU107418463 107419884 107419915 107419916
MNT21389846 21410438
RCU8270386
JCU105640428 105649838
HBR110632036 110643328 110648928
MESC110614697 110617217 110627858
POP7474878
PEU105128589
PALZ118033437
JRE108993813 109018760
QSU111993958 112003654 112022933 112030019
QLO115962508 115965513 115979677 115981233 115982979
TWL119986735
VVI100260341 100260432
VRI117920122 117934503
SLY101251379
SPEN107019146 107019181
SOT102603088 102603422
CANN107846543
NTA107815256 107817482
NSY104244084
NTO104087891
NAU109209750
INI109154647 109154662
ITR116026620
SIND105168211
OEU111396141
EGT105966553
SSPL121794761 121798176
HAN110911389 110911390
ECAD122578331
LSV111888383
CCAV112528495
CSIN114277682 114277696 114317770 114320360 114320373 114322175
BVG104894392 104905872 104908451
SOE110782884
CQI110686706 110700452 110713811
MING122076236 122079279
TSS122653737 122663071 122663077 122670557
ATR18448709
 » show all
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

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