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Literature summary for 2.3.1.172 extracted from

  • Suzuki, H.; Nakayama, T.; Nishino, T.
    Proposed mechanism and functional amino acid residues of malonyl-CoA:anthocyanin 5-O-glucoside-6'''-O-malonyltransferase from flowers of Salvia splendens, a member of the versatile plant acyltransferase family (2003), Biochemistry, 42, 1764-1771.
    View publication on PubMed
Search for more literature for 2.3.1.172

Cloned(Commentary)

Cloned (Comment) Organism
expression of wild-type and mutant Ss5MaT1 in Escherichia coli Salvia splendens

Protein Variants

Protein Variants Comment Organism
D171A kinetic parameters, mutant with severely reduced activity Salvia splendens
D390A kinetic parameters Salvia splendens
H167A kinetic parameters, mutant with severely reduced activity Salvia splendens
K258A kinetic parameters Salvia splendens
N315A kinetic parameters, mutant with reduced activity Salvia splendens
Q150A kinetic parameters Salvia splendens
R301A kinetic parameters Salvia splendens
Y45A kinetic parameters Salvia splendens

Inhibitors

Inhibitors Comment Organism Structure
CoA-SH product inhibition, competitive versus malonyl-CoA, noncompetitive versus shisonin Salvia splendens
malonylshisonin product inhibition, noncompetitive versus shisonin and malonyl-CoA Salvia splendens
p-coumaric acid dead-end inhibitor, competitive with respect to shisonin, uncompetitive with respect to malonyl-CoA Salvia splendens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information effects of pH on kinetic parameters, kinetic mechanism Salvia splendens
0.0054
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, H167A mutant Ss5MaT1 Salvia splendens
0.0064
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, H167A mutant Ss5MaT1 Salvia splendens
0.013
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, Y45A mutant Ss5MaT1 Salvia splendens
0.014
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, Q150A mutant Ss5MaT1 Salvia splendens
0.019
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, Y45A mutant Ss5MaT1 Salvia splendens
0.02
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, K258A mutant Ss5MaT1 Salvia splendens
0.022
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, wild-type Ss5MaT1 Salvia splendens
0.025
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, N315A mutant Ss5MaT1 Salvia splendens
0.035
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, wild-type Ss5MaT1 Salvia splendens
0.035
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, R301A mutant Ss5MaT1 Salvia splendens
0.039
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, Q150A mutant Ss5MaT1 Salvia splendens
0.044
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, K258A mutant Ss5MaT1 Salvia splendens
0.062
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, N315A mutant Ss5MaT1 Salvia splendens
0.071
-
 malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, D171A mutant Ss5MaT1 Salvia splendens
0.084
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, R301A mutant Ss5MaT1 Salvia splendens
0.49
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, D171A mutant Ss5MaT1 Salvia splendens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside Salvia splendens involved in the late stage of biosynthesis of salvianin CoA + 4'''-demalonylsalvianin
-
 ?

Organism

Organism UniProt Comment Textmining
Salvia splendens Q8W1W9
-
-

Reaction

Reaction Comment Organism Reaction ID
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside = CoA + 4'''-demalonylsalvianin reaction mechanism, kinetic mechanism Salvia splendens
a

Source Tissue

Source Tissue Comment Organism Textmining
flower
-
 Salvia splendens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside involved in the late stage of biosynthesis of salvianin Salvia splendens CoA + 4'''-demalonylsalvianin
-
 ?
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside Ss5MaT1 catalyzes the regiospecific transfer of the malonyl group from malonyl-CoA to the 6'''-hydroxyl group of the 5-glycosyl moiety of anthocyanins, mechanism, both substrates and Ss5MaT1 form a complex before catalysis can occur, His-167, Asp-390 and Asn-315 are very important for catalytic activity, His-167 and Asp-390 appear to be involved in the general acid/base mechanism Salvia splendens CoA + 4'''-demalonylsalvianin
-
 ?
malonyl-CoA + shisonin Ss5MaT1 specifically catalyzes the malonylation of the 6'''-hydroxyl group of the 5-glucosyl moiety Salvia splendens CoA + malonylshisonin
-
 ?

Synonyms

Synonyms Comment Organism
malonyl-CoA:anthocyanin 5-O-glucoside-6'''-O-malonyltransferase
-
 Salvia splendens
More member of the versatile plant acyltransferase family Salvia splendens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Salvia splendens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.001
-
 shisonin below, pH 7, 30°C, malonyl-CoA as cosubstrate, D390A mutant Ss5MaT1 Salvia splendens
0.002
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, H167A mutant Ss5MaT1 Salvia splendens
0.072
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, D171A mutant Ss5MaT1 Salvia splendens
0.1
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, N315A mutant Ss5MaT1 Salvia splendens
1
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, Y45A mutant Ss5MaT1 Salvia splendens
1.4
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, R301A mutant Ss5MaT1 Salvia splendens
5.3
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, K258A mutant Ss5MaT1 Salvia splendens
5.8
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, Q150A mutant Ss5MaT1 Salvia splendens
8.7
-
 shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, wild-type Ss5MaT1 Salvia splendens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
 assay at Salvia splendens

pH Stability

pH Stability pH Stability Maximum Comment Organism
8.5
-
 unstable above Salvia splendens