KEGG ENZYME: 2.4.1.195

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

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

CPAP:

110822718 110822906

CIT:	102614568 102630144

CIC:	CICLE_v10020081mg CICLE_v10031201mg

PVY:	116135986 116144017 116144067

MINC:

123207796 123207798 123211429 123211431 123215759

TCC:	18603841 18609376

GRA:	105766111 105785553 105789117

GHI:	107903698 107916109 107922512 107957313 107963785

GAB:	108450780 108480486 108482260

HSYR:

120126425 120143824 120149473 120201729

DZI:	111282639 111288545 111289166

EGR:	104427824 104432928

GMX:	100787855 100805508 100806069

GSJ:	114379810 114393907 114410312

PVU:	PHAVU_002G075200g

VRA:

106754697

VAR:

108334879

VUN:

114169855

VUM:

124843713

CCAJ:

109800656 109801468

APRC:

113869779

MTR:	11407551 11414362

TPRA:

123906785

CAM:

101500102

PSAT:

127119405

VVO:

131646263

LJA:	Lj2g3v1371330.1(Lj2g3v1371330.1)

ADU:	107488943 107491373

AIP:	107643497 107643933

AHF:	112750083 112750681 112801049 112802569

LANG:

109330572 109332223

PCIN:

129308322

QSA:	O6P43_025348

FVE:	101294357 101298891 101308673

RCN:	112177186 112197423 112199520

PPER:

18776421 18794038

PMUM:

103338304 103343266

PAVI:

110766852 110770088

PDUL:

117616863 117628076

MDM:	103425490 103455316

MSYL:

126599727 126608950

ZJU:	107418463 107419884 107419916

MNT:	21389846 21410438

CSAV:

115709637 115712063

RCU:

8270386

JCU:	105640428 105649838

HBR:	110632036 110643328 110648928

MESC:

110614697 110617217 110627858

POP:

7474878

PEU:

105128589

PALZ:

118033437

JRE:	108993813 109018760

CILL:

122289639 122308991

CAVE:

132175211 132178446 132178447 132179689

QSU:	111993958 112003654 112022933 112030019

QLO:	115962508 115965513 115979677 115981233 115982979

TWL:

119986735

VVI:	100260341 100260432

VRI:	117920122 117934503

SLY:

101251379

SPEN:

107019146 107019181

SOT:	102603088 102603422

SSTN:

125866975 125869352

SDUL:

129875286 129880289

CANN:

107846543

LBB:	132641414 132641416

NTA:	107815256 107817482

NSY:

104244084

NTO:

104087891

NAU:

109209750

INI:	109154647 109154662

ITR:

116026620

SIND:

105168211

OEU:

111396141

EGT:

105966553

SSPL:

121794761 121798176

SMIL:

130993683

SHIS:

125205543

APAN:

127245540 127253537

HAN:	110911389 110911390

ECAD:

122578331

LSV:

111888383

CCAV:

112528495

CSIN:

114277682 114277696 114317770 114320360 114320373 114322175

RVL:	131310312 131310313 131310314

BVG:	104894392 104905872 104908451

SOE:	110782808 110782884

CQI:	110686706 110700452 110713811

ATRI:

130807588 130820719

MOF:	131144225 131145589

MING:

122076236 122079279

TSS:	122653737 122663071 122663077 122670557

MSIN:

131240227

ATR:

18448709

» 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

DBGET integrated database retrieval system