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Literature summary for 2.3.1.140 extracted from

  • Weitzel, C.; Petersen, M.
    Cloning and characterisation of rosmarinic acid synthase from Melissa officinalis L. (2011), Phytochemistry, 72, 572-578.
    View publication on PubMed
Search for more literature for 2.3.1.140

Cloned(Commentary)

Cloned (Comment) Organism
RAS gene, intron-free and single-copy gene, DNA and amino acid sequence determination and analysis, heterologous expression of N-terminally His6-tagged RAS in Escherichia coli strain BL21(DE3)pLysS Melissa officinalis

Inhibitors

Inhibitors Comment Organism Structure
4-coumaroyl-CoA severe substrate inhibition of 4-coumaroyl-CoA with 3-(4-hydroxyphenyl)lactate as acceptor and less with 3-(3,4-dihydroxyphenyl)lactate Melissa officinalis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information kinetics, overview Melissa officinalis
0.0023
-
 caffeoyl-CoA with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.0032
-
 4-coumaroyl-CoA with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.0033
-
 caffeoyl-CoA with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.0048
-
 4-coumaroyl-CoA with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0052
-
 caffeoyl-CoA with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0058
-
 caffeoyl-CoA with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0073
-
 4-coumaroyl-CoA with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0094
-
 4-coumaroyl-CoA with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.0169
-
 3-(4-hydroxyphenyl)lactate with 4-coumaroyl-CoA, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0189
-
 3-(4-hydroxyphenyl)lactate with 4-coumaroyl-CoA, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.074
-
 3-(4-hydroxyphenyl)lactate with caffeoyl-CoA, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.0853
-
 3-(3,4-Dihydroxyphenyl)lactate with 4-coumaroyl-CoA, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.1528
-
 3-(3,4-Dihydroxyphenyl)lactate with 4-coumaroyl-CoA, pH 7.0, 30°C, native crude enzyme Melissa officinalis
0.1565
-
 3-(4-hydroxyphenyl)lactate with caffeoyl-CoA, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.2126
-
 3-(3,4-Dihydroxyphenyl)lactate with caffeoyl-CoA, pH 7.0, 30°C, crude recombinant His-tagged enzyme Melissa officinalis
0.2336
-
 3-(3,4-Dihydroxyphenyl)lactate with caffeoyl-CoA, pH 7.0, 30°C, native crude enzyme Melissa officinalis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate Melissa officinalis
-
 CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
-
 ?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate Melissa officinalis
-
 CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate the precursor for rosmarinic acid synthesis via further hydroxylations, overview ?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate Melissa officinalis
-
 CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
-
 ?

Organism

Organism UniProt Comment Textmining
Melissa officinalis
-
 RAS gene
-

Source Tissue

Source Tissue Comment Organism Textmining
cell suspension culture RAS activity decreases through the cell cultivation period, it is highest after 3-4 days and completely declined after 11 days, overview. The RAS expression level declines also durring cell cultivation and is almost undetectable after 6-9 days, and absent after 10 days Melissa officinalis
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
-
 Melissa officinalis CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
-
 ?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Melissa officinalis CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
-
 ?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Melissa officinalis CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate the precursor for rosmarinic acid synthesis via further hydroxylations, overview ?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
-
 Melissa officinalis CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
-
 ?

Synonyms

Synonyms Comment Organism
4-coumaroyl-CoA:hydroxyphenyllactic acid hydroxycinnamoyltransferase
-
 Melissa officinalis
RAS
-
 Melissa officinalis
rosmarinic acid synthase
-
 Melissa officinalis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
45
-
 recombinant enzyme Melissa officinalis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.3
-
 recombinant enzyme Melissa officinalis

General Information

General Information Comment Organism
evolution MoRAS belongs to the BAHD superfamily of acyltransferases, it possesses the two conserved sequence motifs HxxxDG and DFGWG Melissa officinalis
metabolism the enzyme catalyzes a step in the rosmarinic acid biosynthesis, pathway overview Melissa officinalis