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Information on EC 2.4.2.51 - anthocyanidin 3-O-glucoside 2'''-O-xylosyltransferase

for references in articles please use BRENDA:EC2.4.2.51

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EC Tree

2 Transferases

2.4 Glycosyltransferases

2.4.2 Pentosyltransferases

2.4.2.51 anthocyanidin 3-O-glucoside 2'''-O-xylosyltransferase

IUBMB Comments

Isolated from the plants Matthiola incana (stock) and Arabidopsis thaliana (mouse-eared cress) . The enzyme has similar activity with the 3-glucosides of pelargonidin, cyanidin, delphinidin, quercetin and kaempferol as well as with cyanidin 3-O-rhamnosyl-(1->6)-glucoside and cyanidin 3-O-(6-acylglucoside). There is no activity with other UDP-sugars or with cyanidin 3,5-diglucoside.

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The enzyme appears in viruses and cellular organisms

Reaction Schemes

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UDP-alpha-D-xylose

an anthocyanidin 3-O-beta-D-glucoside

UDP

an anthocyanidin 3-O-beta-D-sambubioside

Synonyms

ugt79b1, anthocyanin 3-o-glucoside 2''-o-xylosyltransferase, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

anthocyanin 3-O-glucoside: 2''-O-xylosyltransferase

UGT79B1

uridine 5'-diphosphate-xylose:anthocyanidin 3-O-glucose-xylosyltransferase

UGT79B1

UGT79B1

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

UDP-alpha-D-xylose + an anthocyanidin 3-O-beta-D-glucoside = UDP + an anthocyanidin 3-O-beta-D-sambubioside

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

KEGG

Anthocyanin biosynthesis

, ,

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SYSTEMATIC NAME

IUBMB Comments

UDP-alpha-D-xylose:anthocyanidin-3-O-beta-D-glucoside 2'''-O-xylosyltransferase

Isolated from the plants Matthiola incana (stock) [1] and Arabidopsis thaliana (mouse-eared cress) [2]. The enzyme has similar activity with the 3-glucosides of pelargonidin, cyanidin, delphinidin, quercetin and kaempferol as well as with cyanidin 3-O-rhamnosyl-(1->6)-glucoside and cyanidin 3-O-(6-acylglucoside). There is no activity with other UDP-sugars or with cyanidin 3,5-diglucoside.

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SUBSTRATE

PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

UDP-alpha-D-xylose + cyanidin 3-O-(6-O-(4-coumaroyl))-beta-D-glucoside

UDP + cyanidin 3-O-(6-O-(4-coumaroyl))-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + cyanidin 3-O-(6-O-caffeoyl)-beta-D-glucoside

UDP + cyanidin 3-O-(6-O-caffeoyl)-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + cyanidin 3-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-xylosyl-(1->2)-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

2 entries

UDP-alpha-D-xylose + delphinidin 3-O-beta-D-glucoside

UDP + delphinidin 3-O-beta-D-sambubioside

2 entries

UDP-alpha-D-xylose + kaempferol 3-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside

UDP + kaempferol 3-O-beta-D-xylosyl-(1->2)-[alpha-L-rhamnosyl-(1->6)]-beta-D-glucoside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + kaempferol 3-O-beta-D-glucoside

UDP + kaempferol 3-O-beta-D-xylosyl-(1->2)-beta-D-glucoside

Arabidopsis thaliana

Q9LVW3

best substrate

723428

UDP-alpha-D-xylose + pelargonidin 3-O-beta-D-glucoside

UDP + pelargonidin 3-O-beta-D-sambubioside

2 entries

UDP-alpha-D-xylose + quercetin 3-O-beta-D-glucoside

UDP + quercetin 3-O-beta-D-sambubioside

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + cyanidin 3-O-(alpha-L-rhamnosyl-(1->6)-beta-D-glucoside)

UDP + cyanidin 3-O-(beta-D-xylosyl-1(->2)[alpha-L-rhamnosyl-(1->6)]-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-(beta-D-xylosyl-(1->2)-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + delphinidin 3-O-beta-D-glucoside

UDP + delphinidin 3-O-(beta-D-xylosyl-(1->2)-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + kaempferol 3-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside

UDP + kaempferol 3-O-(beta-D-xylosyl-(1->2)[alpha-L-rhamnosyl-(1->6)]-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + kaempferol 3-O-beta-D-glucoside

UDP + kaempferol 3-O-(beta-D-xylosyl-(1->2)-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + pelargonidin 3-O-beta-D-glucoside

UDP + pelargonidin 3-O-(beta-D-xylosyl-(1->2)-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

UDP-D-xylose + quercetin 3-O-beta-D-glucoside

UDP + quercetin 3-O-(beta-D-xylosyl-(1->2)-beta-D-glucoside)

Arabidopsis thaliana

Q9LVW3

723428

additional information

4 entries

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + delphinidin 3-O-beta-D-glucoside

UDP + delphinidin 3-O-beta-D-sambubioside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + delphinidin 3-O-beta-D-glucoside

UDP + delphinidin 3-O-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + pelargonidin 3-O-beta-D-glucoside

UDP + pelargonidin 3-O-beta-D-sambubioside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + pelargonidin 3-O-beta-D-glucoside

UDP + pelargonidin 3-O-beta-D-sambubioside

Matthiola incana

720781

additional information

Arabidopsis thaliana

Q9LVW3

enzyme converts cyanidin 3-O-glucoside to cyanidin 3-O-xylosyl(1-2)glucoside. Enzyme recognizes 3-O-glucosylated anthocyanidins/flavonols and uridine diphosphate (UDP)-xylose

723428

additional information

Arabidopsis thaliana

enzyme converts cyanidin 3-O-glucoside to cyanidin 3-O-xylosyl(1-2)glucoside. Enzyme recognizes 3-O-glucosylated anthocyanidins/flavonols and uridine diphosphate (UDP)-xylose

723428

additional information

Arabidopsis thaliana

Q9LVW3

UGT79B1 recognizes 3-O-glucosylated anthocyanidins/flavonols and UDP-xylose, but not 3,5-O-diglucosylated anthocyanidins, substrate specificity, overview. No activity with cyanidin 3-O-rhamnoside, cyanidin 3,5-O-diglucoside, cyanidin 3-O-6''-O-4-coumaroylglucoside-5-O-glucoside, cyanidin 3-O-6''-O-p-coumaroylglucoside, kaempferol 3-O-rhanoside, and kaempferol 3-O-glucoside-7-O-rhamnoside. The enzyme is absolutely specific for UDP-xylose as donar substrate, no activity with UDP-arabinose, UDP-galactose, UDP-glucose, UDP-glucuronic acid, and UDP-rhamnose

723428

additional information

Arabidopsis thaliana

723428

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

UDP-alpha-D-xylose + cyanidin 3-O-(6-O-(4-coumaroyl))-beta-D-glucoside

UDP + cyanidin 3-O-(6-O-(4-coumaroyl))-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + cyanidin 3-O-(6-O-caffeoyl)-beta-D-glucoside

UDP + cyanidin 3-O-(6-O-caffeoyl)-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

2 entries

UDP-alpha-D-xylose + delphinidin 3-O-beta-D-glucoside

UDP + delphinidin 3-O-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + pelargonidin 3-O-beta-D-glucoside

UDP + pelargonidin 3-O-beta-D-sambubioside

Matthiola incana

720781

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

Arabidopsis thaliana

Q9LVW3

723428

UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside

UDP + cyanidin 3-O-beta-D-sambubioside

Matthiola incana

720781

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METALS and IONS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Ca2+

Matthiola incana

activates 30% at 0.1 mM

720781

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INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

CoCl2

Matthiola incana

57% inhibition at 0.1 mM

720781

CuSO4

Matthiola incana

81% inhibition at 0.1 mM

720781

diethyldicarbonate

Matthiola incana

35% inhibition at 0.1 mM

720781

diethyldithiocarbamate

Matthiola incana

23% inhibition at 0.2 mM

720781

EDTA

Matthiola incana

38% inhibition at 0.2 mM

720781

ethyleneglycolmonoethylether

Matthiola incana

complete inhibition

720781

FeSO4

Matthiola incana

77% inhibition at 0.1 mM

720781

KCN

Matthiola incana

13% inhibition at 0.1 mM

720781

MgCl2

Matthiola incana

9% inhibition at 0.1 mM

720781

MnCl2

Matthiola incana

4% inhibition at 0.1 mM

720781

ZnCl2

Matthiola incana

64% inhibition at 0.1 mM

720781

ZnSO4

Matthiola incana

44% inhibition at 0.1 mM

720781

additional information

Matthiola incana

no effect by 4-chloromercuribenzoate at 0.02 mM

720781

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

6.5

7.5

assay at

6.5

6.5

assay at

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TEMPERATURE OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

assay at

assay at

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

UniProt

brenda

Arabidopsis thaliana

gene ugt79b1

723428

Q9LVW3

UniProt

brenda

brenda

line 06

brenda

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

flower

Matthiola incana

the enzyme activity is regulated during bud and flower development, overview

720781

brenda

flower bud

Matthiola incana

the enzyme activity is regulated during bud and flower development, overview

brenda

brenda

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GENERAL INFORMATION

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

evolution

Arabidopsis thaliana

Q9LVW3

flavonoid UGT phylogenetic tree, UGT79B1 belongs to a cluster in which UGTs transfer a glycosyl group to a sugar moiety of flavonoid glycosides

723428

malfunction

Arabidopsis thaliana

Q9LVW3

anthocyanin is drastically reduced in ugt79b1 knockout mutants

723428

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UNIPROT

ENTRY NAME

ORGANISM

NO. OF AA

NO. OF TRANSM. HELICES

MOLECULAR WEIGHT[Da]

SOURCE

SEQUENCE

LOCALIZATION PREDICTION

The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).

Q9LVW3 pBLAST

AXYLT_ARATH

Arabidopsis thaliana

468

52048

Swiss-Prot

Show Sequence

other Location (Reliability: 3)

A0A396JGK6 pBLAST

A0A396JGK6_MEDTR

Medicago truncatula

136

15506

TrEMBL

Show Sequence

other Location (Reliability: 3)

A0A5B7B2T0 pBLAST

A0A5B7B2T0_DAVIN

Davidia involucrata

233

25617

TrEMBL

Show Sequence

other Location (Reliability: 2)

A0A5B7BWZ6 pBLAST

A0A5B7BWZ6_DAVIN

Davidia involucrata

234

26300

TrEMBL

Show Sequence

other Location (Reliability: 2)

A0A5B7BTE7 pBLAST

A0A5B7BTE7_DAVIN

Davidia involucrata

372

41589

TrEMBL

Show Sequence

other Location (Reliability: 5)

A0A7C9EKL0 pBLAST

A0A7C9EKL0_OPUST

Opuntia streptacantha

175

19427

TrEMBL

Show Sequence

other Location (Reliability: 2)

A0A5B7AYW3 pBLAST

A0A5B7AYW3_DAVIN

Davidia involucrata

271

30665

TrEMBL

Show Sequence

other Location (Reliability: 5)

A0A2P6QAE5 pBLAST

A0A2P6QAE5_ROSCH

Rosa chinensis

453

50796

TrEMBL

Show Sequence

other Location (Reliability: 5)

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PROTEIN VARIANTS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

additional information

2 entries

additional information

Arabidopsis thaliana

Q9LVW3

construction of transposon insertion mutants of UGT79B1

723428

additional information

Arabidopsis thaliana

construction of transposon insertion mutants of UGT79B1

723428

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PURIFICATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

recombinant His-tagged enzyme from Escherichia coli

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CLONED (Commentary)

ORGANISM

UNIPROT

LITERATURE

gene ugt79b1, DNA and amino acid sequence determination and analysis, expression analysis and phylogenetic analysis, recombinant expression as His-tagged protein in Escherichia coli

Arabidopsis thaliana

Q9LVW3

723428

recombinantly expressed as a His-tagged fusion protein

Arabidopsis thaliana

Q9LVW3

723428

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REF.

AUTHORS

TITLE

JOURNAL

VOL.

PAGES

YEAR

ORGANISM (UNIPROT)

PUBMED ID

SOURCE

720781

Teusch, M.

Uridine 5'-diphosphate-xylose:anthocyanidin 3-O-glucose-xylosyltransferase from petals of Matthiola incana R.Br

Planta

169

559-563

1986

Matthiola incana

24232765

brenda

723428

Yonekura-Sakakibara, K.; Fukushima, A.; Nakabayashi, R.; Hanada, K.; Matsuda, F.; Sugawara, S.; Inoue, E.; Kuromori, T.; Ito, T.; Shinozaki, K.; Wangwattana, B.; Yamazaki, M.; Saito, K.

Two glycosyltransferases involved in anthocyanin modification delineated by transcriptome independent component analysis in Arabidopsis thaliana

Plant J.

154-167

2012

Arabidopsis thaliana (Q9LVW3), Arabidopsis thaliana

21899608

brenda

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EXTERNAL LINKS (specific for EC-Number 2.4.2.51)

ExplorEnz (official portal for IUBMB Enzyme Nomenclature)

Expasy Enzyme Nomenclature Database

KEGG

MetaCyc

SABIO-RK

NCBI: PubMed, Protein, Nucleotide, Structure, Gene, OMIM

Enzyme Nomenclature (alternative site)

UniProt

PDB

PROSITE Database of protein families and domains

InterPro (database of protein families, domains and functional sites)

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