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Information on EC 2.3.1.133 - shikimate O-hydroxycinnamoyltransferase

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EC Tree
IUBMB Comments
Caffeoyl-CoA, feruloyl-CoA and sinapoyl-CoA can also act as donors, but more slowly.
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This record set is specific for:
UNIPROT: A4ZKE4
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Word Map
The enzyme appears in viruses and cellular organisms
Synonyms
hydroxycinnamoyltransferase, shikimate o-hydroxycinnamoyltransferase, hydroxycinnamoyl-coa shikimate/quinate hydroxycinnamoyltransferase, hct1806, hydroxycinnamoyl-coa:shikimate hydroxycinnamoyltransferase, oshct4, hct4918, hydroxycinnamoyl-coa:shikimate hydroxycinnamoyl transferase, hydroxycinnamoyl-coa:quinate hydroxycinnamoyltransferase, hydroxycinnamoyl coa:shikimate hydroxycinnamoyl transferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyltransferase
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CST
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HCT
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HST
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hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl transferase
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hydroxycinnamoyl-CoA:shikimate O-hydroxycinnamoyl transferase
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hydroxycinnamoyl-CoA:shikimate/quinate hydroxycinnamoyltransferase
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hydroxycinnamoyltransferase, shikimate
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p-coumaroyl-CoA:shikimic acid p-coumaroyl transferase
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p-hydroxycinnamoyl-CoA:shikimate-p-hydroxycinnamoyl transferase
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shikimate hydroxycinnamoyltransferase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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SYSTEMATIC NAME
IUBMB Comments
4-coumaroyl-CoA:shikimate O-(hydroxycinnamoyl)transferase
Caffeoyl-CoA, feruloyl-CoA and sinapoyl-CoA can also act as donors, but more slowly.
CAS REGISTRY NUMBER
COMMENTARY hide
73904-44-6
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
caffeoyl-CoA + quinate
CoA + 5-caffeoylquinate
show the reaction diagram
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r
caffeoyl-CoA + shikimate
CoA + 5-caffeoylshikimate
show the reaction diagram
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r
additional information
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
caffeoyl-CoA + quinate
CoA + 5-caffeoylquinate
show the reaction diagram
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-
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r
caffeoyl-CoA + shikimate
CoA + 5-caffeoylshikimate
show the reaction diagram
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r
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
HCT belongs to the large plant acyl-CoA-dependent BAHD acyltransferase superfamily
metabolism
the last step in CGA biosynthesis is generally catalysed by a specific hydroxycinnamoyl-CoA quinate hydroxycinnamoyltransferase, HQT (c.f. EC 2.3.1.99), but it can also be catalysed by the more widely distributed hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyltransferase, HCT, substrate specifities of the HCT key enzyme, overview
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
A4ZKE4_COFCA
434
0
48060
TrEMBL
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
45000 - 50000
recombinant HCT, gel filtration
48000
1 * 48000, recombinant enzyme, SDS-PAGE, 1 * 48464, mass spectrometry
48464
1 * 48000, recombinant enzyme, SDS-PAGE, 1 * 48464, mass spectrometry
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 48000, recombinant enzyme, SDS-PAGE, 1 * 48464, mass spectrometry
additional information
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
purified recombinant HCT, sitting drop technique, mixing of 100 nl of 20 mg/ml protein in 20 mM Tris-HCl, pH 7.5, 150 mM NaCl, 5 mM 2-mercaptoethanol, with 100 nl of precipitant solution containing 1.6 M magnesium sulfate, 0.1 M MES pH 6.5, 20°C, 2 months, X-ray diffraction structure determination and analysis at 3.0 A resolution, molecular replacement
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant N-terminally His6-tagged HCT from Escherichia coli strain BL21 Star(DE3)pLysS by nickel affinity chromatography, dialysis, and cleavage of the tag by TEV protease, followed by gel filtration
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
overexpression of N-terminally His6-tagged HCT in Escherichia coli strain BL21 Star(DE3)pLysS using a commercially available synthetic gene encoding HCT with codons optimized for Escherichia coli expression
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Lallemand, L.A.; McCarthy, J.G.; McSweeney, S.; McCarthy, A.A.
Purification, crystallization and preliminary X-ray diffraction analysis of a hydroxycinnamoyl-CoA shikimate/quinate hydroxycinnamoyltransferase (HCT) from Coffea canephora involved in chlorogenic acid biosynthesis
Acta Crystallogr. Sect. F
68
824-828
2012
Coffea canephora (A4ZKE4), Coffea canephora
Manually annotated by BRENDA team