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Information on EC 2.4.2.25 - flavone apiosyltransferase

for references in articles please use BRENDA:EC2.4.2.25

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EC Tree

2 Transferases

2.4 Glycosyltransferases

2.4.2 Pentosyltransferases

2.4.2.25 flavone apiosyltransferase

IUBMB Comments

7-O-beta-D-Glucosides of a number of flavonoids and of 4-substituted phenols can act as acceptors.

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The expected taxonomic range for this enzyme is: Petroselinum crispum

Reaction Schemes

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UDP-alpha-D-apiose

apigenin 7-O-beta-D-glucoside

UDP

apigenin 7-O-[beta-D-apiosyl-(1->2)-beta-D-glucoside]

Synonyms

apiosyltransferase, uridine diphosphoapiose-flavone, UDPapiose:7-O-(beta-D-glucosyl)-flavone apiosyltransferase, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

apiosyltransferase, uridine diphosphoapiose-flavone

UDPapiose:7-O-(beta-D-glucosyl)-flavone apiosyltransferase

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

UDP-alpha-D-apiose + apigenin 7-O-beta-D-glucoside = UDP + apigenin 7-O-[beta-D-apiosyl-(1->2)-beta-D-glucoside]

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REACTION TYPE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

pentosyl group transfer

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

KEGG

Flavone and flavonol biosynthesis

MetaCyc

apigenin glycosides biosynthesis

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SYSTEMATIC NAME

IUBMB Comments

UDP-apiose:5,4'-dihydroxyflavone 7-O-beta-D-glucoside 2''-O-beta-D-apiofuranosyltransferase

7-O-beta-D-Glucosides of a number of flavonoids and of 4-substituted phenols can act as acceptors.

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CAS REGISTRY NUMBER

COMMENTARY

37332-49-3

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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

UDPapiose + 7-O-(beta-D-glucosyl)-apigenin

Petroselinum crispum

biosynthesis of apiin

637786

UDPapiose + 7-O-(beta-D-glucosyl)-apigenin

UDP + 7-O-beta-D-apiofuranosyl-1,2-beta-D-glucosyl-apigenin

Petroselinum crispum

specific for UDPapiose as glycosyl donor

637786

i.e. apiin

637786

UDPapiose + biochanin A

Petroselinum crispum

i.e. 5,7-dihydroxy-4'-methoxyisoflavone-7-glucoside

637786

additional information

Petroselinum crispum

overview: 7-O-beta-glucosides of a number of flavonoids and of 4-substituted phenols can act as acceptors, not: flavonol-3-glucoside, flavonol-7-glucoside, apigenin-8-C-glucoside, aglycones of flavonoids, glucose

637786

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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

UDPapiose + 7-O-(beta-D-glucosyl)-apigenin

Petroselinum crispum

biosynthesis of apiin

637786

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INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

apigenin-7-glucoside

apiin

Ca2+

Chrysoeriol-7-glucoside

Co2+

iodoacetamide

at 1 mM causes an inhibition of 55%, reversed by cysteine

Mg2+

Mn2+

p-chloromercuribenzoate

Petroselinum crispum

at 1 mM inhibits the reaction completely

637786

UDP

Petroselinum crispum

637786

additional information

Petroselinum crispum

no effect: EDTA, NH4+, K+

637786

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ACTIVATING COMPOUND

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

dithioerythritol

Petroselinum crispum

stimulates enzyme activity up to 35%, optimum concentration: 6 mM

637786

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KM VALUE [mM]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.066

apigenin-7-glucoside

Petroselinum crispum

637786

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SPECIFIC ACTIVITY [µmol/min/mg]

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

additional information

Petroselinum crispum

637786

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Petroselinum crispum

higher apiin yield in Tris-HCl than in phosphate buffer

637786

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TEMPERATURE OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Petroselinum crispum

assay at

637786

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

Petroselinum crispum

637786

brenda

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

cell suspension culture

Petroselinum crispum

637786

brenda

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LOCALIZATION

ORGANISM

UNIPROT

COMMENTARY

GeneOntology No.

LITERATURE

SOURCE

brenda

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MOLECULAR WEIGHT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

50000

Petroselinum crispum

gel filtration

637786

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pH STABILITY

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

6 - 8

Petroselinum crispum

highest stability

637786

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GENERAL STABILITY

ORGANISM

UNIPROT

LITERATURE

albumin, 0.1 mg, significant stabilization

Petroselinum crispum

637786

solution of enzyme after hydroxylapatite chromatography in sodium phosphate buffer, pH 7.0, rapidly loses activity upon freezing

Petroselinum crispum

637786

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STORAGE STABILITY

ORGANISM

UNIPROT

LITERATURE

-20°C, Tris-HCl, dithiothreitol, protein concentration 0.5-1 mg/ml

Petroselinum crispum

637786

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PURIFICATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

purified 123fold by protamine sulfate and ammonium sulfate precipitation and chromatography on DEAE-cellulose, SephadexG-100 and hydroxylapatite

Petroselinum crispum

637786

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REF.

AUTHORS

TITLE

JOURNAL

VOL.

PAGES

YEAR

ORGANISM (UNIPROT)

PUBMED ID

SOURCE

637786

Ortmann, R.; Sutter, A.; Grisebach, H.

Purification and properties of udpapiose: 7-O-(beta-D-glucosyl)-flavone apiosyltransferase from cell suspension cultures of parsley

Biochim. Biophys. Acta

289

293-302

1972

Petroselinum crispum

4650134

brenda

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EXTERNAL LINKS (specific for EC-Number 2.4.2.25)

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

IUBMB Enzyme Nomenclature

UniProt

PDB

PROSITE Database of protein families and domains

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

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