Cloned (Comment) | Organism |
---|---|
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] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.0013 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, native RAS | Coleus scutellarioides | |
0.0018 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.0021 | - |
caffeoyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.0034 | - |
caffeoyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, native RAS | Coleus scutellarioides | |
0.0035 | - |
caffeoyl-CoA | pH 7.0, 30°C, with D-phenyllactate, recombinant RAS | Coleus scutellarioides | |
0.0039 | - |
caffeoyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.004 | - |
caffeoyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, native RAS | Coleus scutellarioides | |
0.0047 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, native RAS | Coleus scutellarioides | |
0.0092 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.0107 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with D-phenyllactate, recombinant RAS | Coleus scutellarioides | |
0.0158 | - |
cinnamoyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.0191 | - |
feruloyl-CoA | pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.025 | - |
3-(4-hydroxyphenyl)lactate | pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.0255 | - |
cinnamoyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.035 | - |
3-(3,4-Dihydroxyphenyl)lactate | pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.0364 | - |
feruloyl-CoA | pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS | Coleus scutellarioides | |
0.0529 | - |
cinnamoyl-CoA | pH 7.0, 30°C, with D-phenyllactate, recombinant RAS | Coleus scutellarioides | |
0.0817 | - |
4-coumaroyl-CoA | pH 7.0, 30°C, with D-tyrosine, recombinant RAS | Coleus scutellarioides | |
0.0945 | - |
caffeoyl-CoA | pH 7.0, 30°C, with D-tyrosine, recombinant RAS | Coleus scutellarioides | |
0.163 | - |
3-(4-hydroxyphenyl)lactate | pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.193 | - |
3-(3,4-Dihydroxyphenyl)lactate | pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.34 | - |
3-(3,4-Dihydroxyphenyl)lactate | pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.49 | - |
D-phenyllactate | pH 7.0, 30°C, with 4-coumaroyl-CoA, recombinant RAS | Coleus scutellarioides | |
0.55 | - |
3-(4-hydroxyphenyl)lactate | pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS | Coleus scutellarioides | |
1.3 | - |
3-(3,4-Dihydroxyphenyl)lactate | pH 7.0, 30°C, with feroyl-CoA, recombinant RAS | Coleus scutellarioides | |
1.346 | - |
D-phenyllactate | pH 7.0, 30°C, with cinnamoyl-CoA, recombinant RAS | Coleus scutellarioides | |
1.425 | - |
3-(4-hydroxyphenyl)lactate | pH 7.0, 30°C, with feroyl-CoA, recombinant RAS | Coleus scutellarioides | |
17.82 | - |
D-phenyllactate | pH 7.0, 30°C, with caffeoyl-CoA, recombinant RAS | Coleus scutellarioides |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | Coleus scutellarioides | via intermediate 4-coumaroyl-4'-hydroxyphenyllactic acid | CoA + rosmarinate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Coleus scutellarioides | - |
gene cbras | - |
Purification (Comment) | Organism |
---|---|
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 | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate | - |
? | |
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate | - |
? | |
4-coumaroyl-CoA + D-phenyllactate | - |
Coleus scutellarioides | CoA + (R)-2-O-(4-coumaroyl)-3-phenyllactate | - |
? | |
4-coumaroyl-CoA + D-tyrosine | - |
Coleus scutellarioides | CoA + N-(4-coumaroyl)-D-tyrosine | - |
? | |
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + rosmarinate | - |
? | |
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | via intermediate 4-coumaroyl-4'-hydroxyphenyllactic acid | Coleus scutellarioides | CoA + rosmarinate | - |
? | |
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate | - |
? | |
caffeoyl-CoA + D-phenyllactate | - |
Coleus scutellarioides | CoA + (R)-2-O-caffeoyl-3-phenyllactate | - |
? | |
caffeoyl-CoA + D-tyrosine | - |
Coleus scutellarioides | CoA + N-caffeoyl-D-tyrosine | - |
? | |
cinnamoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-cinnamoyl-3-(3,4-dihydroxyphenyl)lactate | - |
? | |
cinnamoyl-CoA + 3-(4-hydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-cinnamoyl-3-(4-hydroxyphenyl)lactate | - |
? | |
cinnamoyl-CoA + D-phenyllactate | - |
Coleus scutellarioides | CoA + (R)-2-O-cinnamoyl-3-phenyllactate | - |
? | |
feruloyl-CoA + 3-(3,4-dihydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-feruloyl-3-(3,4-dihydroxyphenyl)lactate | - |
? | |
feruloyl-CoA + 3-(4-hydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-feruloyl-3-(4-hydroxyphenyl)lactate | - |
? | |
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 | ? | - |
? | |
sinapoyl-CoA + 3-(4-hydroxyphenyl)lactate | - |
Coleus scutellarioides | CoA + 2-O-sinapoyl-3-(4-hydroxyphenyl)lactate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyltransferase | - |
Coleus scutellarioides |
RAS | - |
Coleus scutellarioides |
rosmarinic acid synthase | - |
Coleus scutellarioides |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
30 | - |
assay at | Coleus scutellarioides |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7 | - |
assay at | Coleus scutellarioides |
General Information | Comment | Organism |
---|---|---|
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 |