Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Sander, M.; Petersen, M.
    Distinct substrate specificities and unusual substrate flexibilities of two hydroxycinnamoyltransferases, rosmarinic acid synthase and hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl-transferase, from Coleus blumei Benth. (2011), Planta, 233, 1157-1171.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.133 gene cbhct2, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression of His-tagged HST in Escherichia coli strain BL21(DE3)pLysS Coleus scutellarioides
2.3.1.140 gene cbras, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression of His-tagged RAS in Escherichia coli strain BL21(DE3)pLysS Coleus scutellarioides

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.133 additional information
-
 additional information kinetics, overview Coleus scutellarioides
2.3.1.133 0.0015
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-hydroxybenzoate Coleus scutellarioides
2.3.1.133 0.0031
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 2,3-dihydroxybenzoate Coleus scutellarioides
2.3.1.133 0.0043
-
 4-coumaroyl-CoA pH 7.0, 30°C, with shikimate Coleus scutellarioides
2.3.1.133 0.0051
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-hydroxybenzoate Coleus scutellarioides
2.3.1.133 0.0051
-
 feruloyl-CoA pH 7.0, 30°C, with shikimate Coleus scutellarioides
2.3.1.133 0.0088
-
 caffeoyl-CoA pH 7.0, 30°C, with shikimate Coleus scutellarioides
2.3.1.133 0.0118
-
 caffeoyl-CoA pH 7.0, 30°C, with 2,3-dihydroxybenzoate Coleus scutellarioides
2.3.1.133 0.0185
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-aminobenzoate Coleus scutellarioides
2.3.1.133 0.02
-
 sinapoyl-CoA pH 7.0, 30°C, with shikimate Coleus scutellarioides
2.3.1.133 0.022
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-hydroxyanthranilate Coleus scutellarioides
2.3.1.133 0.0265
-
 cinnamoyl-CoA pH 7.0, 30°C, with shikimate Coleus scutellarioides
2.3.1.133 0.0538
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-hydroxyanthranilate Coleus scutellarioides
2.3.1.133 0.188
-
 2,3-Dihydroxybenzoate pH 7.0, 30°C, with 4-coumaroyl-CoA Coleus scutellarioides
2.3.1.133 0.332
-
 shikimate pH 7.0, 30°C, with 4-coumaroyl-CoA Coleus scutellarioides
2.3.1.133 0.449
-
 3-Hydroxyanthranilate pH 7.0, 30°C, with caffeoyl-CoA Coleus scutellarioides
2.3.1.133 0.473
-
 3-Hydroxyanthranilate pH 7.0, 30°C, with 4-coumaroyl-CoA Coleus scutellarioides
2.3.1.133 0.699
-
 2,3-Dihydroxybenzoate pH 7.0, 30°C, with caffeoyl-CoA Coleus scutellarioides
2.3.1.133 0.733
-
 3-hydroxybenzoate pH 7.0, 30°C, with caffeoyl-CoA Coleus scutellarioides
2.3.1.133 1.677
-
 3-hydroxybenzoate pH 7.0, 30°C, with 4-coumaroyl-CoA Coleus scutellarioides
2.3.1.133 2.235
-
 shikimate pH 7.0, 30°C, with cinnamoyl-CoA Coleus scutellarioides
2.3.1.133 2.404
-
 3-aminobenzoate pH 7.0, 30°C, with 4-coumaroyl-CoA Coleus scutellarioides
2.3.1.133 6.495
-
 shikimate pH 7.0, 30°C, with caffeoyl-CoA Coleus scutellarioides
2.3.1.133 22.38
-
 shikimate pH 7.0, 30°C, with feroyl-CoA Coleus scutellarioides
2.3.1.133 26.13
-
 shikimate pH 7.0, 30°C, with sinapoyl-CoA Coleus scutellarioides
2.3.1.140 0.0013
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, native RAS Coleus scutellarioides
2.3.1.140 0.0018
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0021
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0034
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, native RAS Coleus scutellarioides
2.3.1.140 0.0035
-
 caffeoyl-CoA pH 7.0, 30°C, with D-phenyllactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0039
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.004
-
 caffeoyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, native RAS Coleus scutellarioides
2.3.1.140 0.0047
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, native RAS Coleus scutellarioides
2.3.1.140 0.0092
-
 4-coumaroyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0107
-
 4-coumaroyl-CoA pH 7.0, 30°C, with D-phenyllactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0158
-
 cinnamoyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0191
-
 feruloyl-CoA pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.025
-
 3-(4-hydroxyphenyl)lactate pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0255
-
 cinnamoyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.035
-
 3-(3,4-Dihydroxyphenyl)lactate pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0364
-
 feruloyl-CoA pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0529
-
 cinnamoyl-CoA pH 7.0, 30°C, with D-phenyllactate, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0817
-
 4-coumaroyl-CoA pH 7.0, 30°C, with D-tyrosine, recombinant RAS Coleus scutellarioides
2.3.1.140 0.0945
-
 caffeoyl-CoA pH 7.0, 30°C, with D-tyrosine, recombinant RAS Coleus scutellarioides
2.3.1.140 0.163
-
 3-(4-hydroxyphenyl)lactate pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.193
-
 3-(3,4-Dihydroxyphenyl)lactate pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.34
-
 3-(3,4-Dihydroxyphenyl)lactate pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.49
-
 D-phenyllactate pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 0.55
-
 3-(4-hydroxyphenyl)lactate pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 1.3
-
 3-(3,4-Dihydroxyphenyl)lactate pH 7.0, 30°C, with feroyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 1.346
-
 D-phenyllactate pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 1.425
-
 3-(4-hydroxyphenyl)lactate pH 7.0, 30°C, with feroyl-CoA, recombinant RAS Coleus scutellarioides
2.3.1.140 17.82
-
 D-phenyllactate pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS Coleus scutellarioides

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.3.1.133 47100
-
 x * 47100, about, sequence calculation Coleus scutellarioides

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.99 4-coumaroyl-CoA + quinate Coleus scutellarioides
-
 CoA + 4-coumaroylquinate
-
 ?
2.3.1.133 4-coumaroyl-CoA + shikimate Coleus scutellarioides
-
 CoA + 5-O-(4-coumaroyl)shikimate
-
 ?
2.3.1.140 caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate Coleus scutellarioides via intermediate 4-coumaroyl-4'-hydroxyphenyllactic acid CoA + rosmarinate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.99 Coleus scutellarioides
-
 syn. Solenostemon scutellarioides
-
2.3.1.133 Coleus scutellarioides E8ZAP2 gene cbhct2
-
2.3.1.140 Coleus scutellarioides
-
 gene cbras
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.133 recombinant His-tagged HST from Escherichia coli strain BL21(DE3)pLysS by nickel affinity chromatography and dialysis Coleus scutellarioides
2.3.1.140 recombinant His-tagged RAS from Escherichia coli strain BL21(DE3)pLysS by nickel affinity chromatography, dialysis, and cleavage of the tag by thrombin followed by His affinity chromatography to eliminate the tag Coleus scutellarioides

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.99 4-coumaroyl-CoA + quinate
-
 Coleus scutellarioides CoA + 4-coumaroylquinate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 2,3-dihydroxybenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-aminobenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxyanthranilate
-
 Coleus scutellarioides CoA + 3-(4-coumaroyl)oxyanthranilate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxybenzoate
-
 Coleus scutellarioides CoA + 3-(4-coumaroyl)oxybenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + shikimate
-
 Coleus scutellarioides CoA + 5-O-(4-coumaroyl)shikimate
-
 ?
2.3.1.133 4-coumaroyl-CoA + shikimate preferred substrate for HST with shikimate as acceptor substrate is 4-coumaroyl-CoA Coleus scutellarioides CoA + 5-O-(4-coumaroyl)shikimate
-
 ?
2.3.1.133 caffeoyl-CoA + 2,3-dihydroxybenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 caffeoyl-CoA + 3-aminobenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 caffeoyl-CoA + 3-hydroxyanthranilate
-
 Coleus scutellarioides CoA + 3-caffeoyloxyanthranilate
-
 ?
2.3.1.133 caffeoyl-CoA + 3-hydroxybenzoate
-
 Coleus scutellarioides CoA + 3-caffeoyloxybenzoate
-
 ?
2.3.1.133 caffeoyl-CoA + shikimate
-
 Coleus scutellarioides CoA + 5-O-caffeoylshikimate
-
 r
2.3.1.133 cinnamoyl-CoA + 2,3-dihydroxybenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 cinnamoyl-CoA + 3-aminobenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 cinnamoyl-CoA + 3-hydroxyanthranilate
-
 Coleus scutellarioides CoA + 3-cinnamoyloxyanthranilate
-
 ?
2.3.1.133 cinnamoyl-CoA + 3-hydroxybenzoate
-
 Coleus scutellarioides CoA + 3-cinnamoyloxybenzoate
-
 ?
2.3.1.133 cinnamoyl-CoA + shikimate very low activity Coleus scutellarioides CoA + 5-O-cinnamoylshikimate
-
 r
2.3.1.133 feruloyl-CoA + 2,3-dihydroxybenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 feruloyl-CoA + 3-aminobenzoate
-
 Coleus scutellarioides CoA + ?
-
 ?
2.3.1.133 feruloyl-CoA + 3-hydroxyanthranilate
-
 Coleus scutellarioides CoA + 3-feruloyloxyanthranilate
-
 ?
2.3.1.133 feruloyl-CoA + 3-hydroxybenzoate
-
 Coleus scutellarioides CoA + 3-feruloyloxybenzoate
-
 ?
2.3.1.133 feruloyl-CoA + shikimate
-
 Coleus scutellarioides CoA + 5-O-feruloylshikimate
-
 r
2.3.1.133 additional information substrate specificity of recombinant HST: no activity with quinate and anthranilate, and tyramine, tryptamine, serotonin, dopamine, DOPA, 2-phenethylamine, phenol, as acceptors Coleus scutellarioides ?
-
 ?
2.3.1.133 sinapoyl-CoA + 3-hydroxyanthranilate
-
 Coleus scutellarioides CoA + 3-sinapoyloxyanthranilate
-
 r
2.3.1.133 sinapoyl-CoA + shikimate very low activity Coleus scutellarioides CoA + 5-O-sinapoylshikimate
-
 r
2.3.1.140 4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
-
 ?
2.3.1.140 4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
-
 ?
2.3.1.140 4-coumaroyl-CoA + D-phenyllactate
-
 Coleus scutellarioides CoA + (R)-2-O-(4-coumaroyl)-3-phenyllactate
-
 ?
2.3.1.140 4-coumaroyl-CoA + D-tyrosine
-
 Coleus scutellarioides CoA + N-(4-coumaroyl)-D-tyrosine
-
 ?
2.3.1.140 caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + rosmarinate
-
 ?
2.3.1.140 caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate via intermediate 4-coumaroyl-4'-hydroxyphenyllactic acid Coleus scutellarioides CoA + rosmarinate
-
 ?
2.3.1.140 caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
-
 ?
2.3.1.140 caffeoyl-CoA + D-phenyllactate
-
 Coleus scutellarioides CoA + (R)-2-O-caffeoyl-3-phenyllactate
-
 ?
2.3.1.140 caffeoyl-CoA + D-tyrosine
-
 Coleus scutellarioides CoA + N-caffeoyl-D-tyrosine
-
 ?
2.3.1.140 cinnamoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-cinnamoyl-3-(3,4-dihydroxyphenyl)lactate
-
 ?
2.3.1.140 cinnamoyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-cinnamoyl-3-(4-hydroxyphenyl)lactate
-
 ?
2.3.1.140 cinnamoyl-CoA + D-phenyllactate
-
 Coleus scutellarioides CoA + (R)-2-O-cinnamoyl-3-phenyllactate
-
 ?
2.3.1.140 feruloyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-feruloyl-3-(3,4-dihydroxyphenyl)lactate
-
 ?
2.3.1.140 feruloyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-feruloyl-3-(4-hydroxyphenyl)lactate
-
 ?
2.3.1.140 additional information CbRAS accepts several CoA-activated phenylpropenoic acids as donor substrates and D-(hydroxy)phenyllactates as acceptors resulting in ester formation while shikimate and quinate are not accepted. Amino acids, such as D-phenylalanine, D-tyrosine, and D-DOPA, also yielded products, showing that RAS can putatively catalyze amide formation Coleus scutellarioides ?
-
 ?
2.3.1.140 sinapoyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Coleus scutellarioides CoA + 2-O-sinapoyl-3-(4-hydroxyphenyl)lactate
-
 ?

Subunits

EC Number Subunits Comment Organism
2.3.1.133 ? x * 47100, about, sequence calculation Coleus scutellarioides

Synonyms

EC Number Synonyms Comment Organism
2.3.1.99 HQT
-
 Coleus scutellarioides
2.3.1.99 hydroxycinnamoyl-CoA:quinate hydroxycinnamoyltransferase
-
 Coleus scutellarioides
2.3.1.133 HST
-
 Coleus scutellarioides
2.3.1.133 hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl-transferase
-
 Coleus scutellarioides
2.3.1.140 hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyltransferase
-
 Coleus scutellarioides
2.3.1.140 RAS
-
 Coleus scutellarioides
2.3.1.140 rosmarinic acid synthase
-
 Coleus scutellarioides

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.3.1.133 30
-
 assay at Coleus scutellarioides
2.3.1.140 30
-
 assay at Coleus scutellarioides

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.3.1.133 7
-
 assay at Coleus scutellarioides
2.3.1.140 7
-
 assay at Coleus scutellarioides

pI Value

EC Number Organism Comment pI Value Maximum pI Value
2.3.1.133 Coleus scutellarioides sequence calculation
-
 5.78

General Information

EC Number General Information Comment Organism
2.3.1.99 evolution the enzyme belongs to the superfamily of BAHD acyltransferases. The conserved sequence motifs HxxxDG and DFGWG are surrounded by differing amino acid environments which show typical features for hydroxycinnamoyl-CoA:hydroxyphenyllactic acid hydroxycinnamoyltransferase, RAS, and hydroxycinnamoyl-CoA:shikimic acid hydroxycinnamoyltransferase/hydroxycinnamoyl-CoA:quinate hydroxycinnamoyltransferase, HST/HQT Coleus scutellarioides
2.3.1.99 metabolism quinate is used as acceptor molecule by a HQT and 4-coumaroylquinate is formed, which is hydroxylated by a member of the CYP98A family to chlorogenic acid Coleus scutellarioides
2.3.1.133 evolution HST belongs to the large plant acyl-CoA-dependent BAHD acyltransferase superfamily characterized by mostly conserved sequence motifs, the HxxxD(G) motif containing the catalytically active histidine residue and the DFGWG motif close to the C terminus, phylogenetic analysis, overview Coleus scutellarioides
2.3.1.140 evolution RAS belongs to the large plant acyl-CoA-dependent BAHD acyltransferase superfamily characterized by mostly conserved sequence motifs, the HxxxD(G) motif containing the catalytically active histidine residue and the DFGWG motif close to the C terminus, phylogenetic analysis, overview Coleus scutellarioides