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Literature summary for 2.3.1.172 extracted from

  • Suzuki, H.; Nakayama, T.; Yonekura-Sakakibara, K.; Fukui, Y.; Nakamura, N.; Nakao, M.; Tanaka, Y.; Yamaguchi, M.A.; Kusumi, T.; Nishino, T.
    Malonyl-CoA:anthocyanin 5-O-glucoside-6"'-O-malonyltransferase from scarlet sage (Salvia splendens) flowers. Enzyme purification, gene cloning, expression, and characterization (2001), J. Biol. Chem., 276, 49013-49019.
    View publication on PubMed

Application

Application Comment Organism
agriculture Ss5MaT1 cDNA may be an important tool for controlling flower colors by metabolic engineering of anthocyanin biosynthesis Salvia splendens

Cloned(Commentary)

Cloned (Comment) Organism
from petals, expression in Escherichia coli JM109, sequencing Salvia splendens

General Stability

General Stability Organism
2-mercaptoethanol stabilizes during purification Salvia splendens

Inhibitors

Inhibitors Comment Organism Structure
acetyl-CoA 1 mM, 48% inhibition Salvia splendens
caffeic acid 10 mM, complete inhibition Salvia splendens
Cu2+ 0.1 mM, complete inhibition Salvia splendens
diethyldicarbonate 1 mM, 51% inhibition, 20 min, 20°C Salvia splendens
Hg2+ 0.1 mM, complete inhibition Salvia splendens
additional information not inhibited by Ca2+, Cd2+, Co2+, Fe2+, Mg2+, Mn2+, Ni2+, Sn2+, Zn2+, all at 0.1 mM, 1 mM dithiothreitol, 1 mM EDTA, 1% Tween 20, 1% Triton X-100, 0.1% CHAPS, 0.1 mM pelargonidin 3,5-diglucoside, 10 mM glucose Salvia splendens
N-ethylmaleimide 5 mM, 53% inhibition, 20 min, 20°C Salvia splendens
p-coumaric acid competitive inhibitor with respect to shisonin, 10 mM, complete inhibition Salvia splendens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0141
-
malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, native Ss5MaT1 Salvia splendens
0.0219
-
malonyl-CoA pH 7, 30°C, shisonin as cosubstrate, recombinant Ss5MaT1 Salvia splendens
0.0355
-
shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, recombinant Ss5MaT1 Salvia splendens
0.0402
-
shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, native Ss5MaT1 Salvia splendens
0.057
-
malonyl-CoA pH 7, 30°C, bisdemalonylsalvianin as cosubstrate Salvia splendens
0.101
-
pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside pH 7, 30°C, malonyl-CoA as cosubstrate Salvia splendens

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol presumably located in Salvia splendens 5829
-
soluble recombinant Ss5MaT1 Salvia splendens
-
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
46000
-
gel filtration Salvia splendens
50000
-
1 * 50000, SDS-PAGE, 1 * 50723, sequence calculation Salvia splendens
50723
-
1 * 50000, SDS-PAGE, 1 * 50723, sequence calculation Salvia splendens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Salvia splendens Ss5MaT1 expression is temporally regulated during the color development of the flower, Ss5MaT1 plays a role during the coloration of the flowers, salvianin biosynthesis ?
-
?

Organism

Organism UniProt Comment Textmining
Salvia splendens Q8W1W9
-
-

Oxidation Stability

Oxidation Stability Organism
extremely unstable to oxidation Salvia splendens

Purification (Commentary)

Purification (Comment) Organism
native Ss5MaT1 from flowers: 685fold, recombinant Ss5MaT1 Salvia splendens

Reaction

Reaction Comment Organism Reaction ID
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside = CoA + 4'''-demalonylsalvianin specific for the penultimate step in salvianin biosynthesis, the enzyme also catalyses the malonylation of shisonin to malonylshisonin [cyanidin 3-O-(6''-O-p-coumaryl-beta-D-glucoside)-5-(6'''-O-malonyl-beta-D-glucoside)], the compounds 4'''-demalonylsalvianin, salvianin, pelargonidin 3,5-diglucoside and delphinidin 3,5-diglucoside cannot act as substrates Salvia splendens

Source Tissue

Source Tissue Comment Organism Textmining
bract Ss5MaT1 mRNA is present at a lower level than in petals and sepals Salvia splendens
-
flower recently opened flowers, less than 2 cm in length, Ss5MaT1 mRNA is mainly accumulated in young to opening petals and sepals Salvia splendens
-
petal Ss5MaT1 mRNA is mainly accumulated in young to opening petals and sepals Salvia splendens
-
sepal Ss5MaT1 mRNA is mainly accumulated in young to opening petals and sepals Salvia splendens
-
stem red stems, Ss5MaT1 mRNA is present at a lower level than in petals and sepals Salvia splendens
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
5.17
-
pH 7, 30°C Salvia splendens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetyl-CoA + shisonin 2% of the activity with malonyl-CoA as acyl donor Salvia splendens CoA + acetylshisonin
-
?
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-glucosyl moiety of anthocyanins, e.g. bisdemalonylsalvianin, the presence of an aromatic acyl group at the 3-glucosidic moiety of anthocyanin is important for substrate recognition, strong acyl donor preference for malonyl-CoA Salvia splendens CoA + 4'''-demalonylsalvianin
-
?
malonyl-CoA + shisonin Ss5MaT1 catalyzes the regiospecific transfer of the malonyl group from malonyl-CoA to the 6'''-hydroxyl group of the 5-glucosyl moiety of shisonin, enzyme catalyzes exclusively the monomalonylation of shisonin, strong acyl donor preference for malonyl-CoA Salvia splendens CoA + 6'''-malonylshisonin
-
?
methylmalonyl-CoA + shisonin 3% of the activity with malonyl-CoA as acyl donor Salvia splendens CoA + methylmalonylshisonin
-
?
additional information Ss5MaT1 expression is temporally regulated during the color development of the flower, Ss5MaT1 plays a role during the coloration of the flowers, salvianin biosynthesis Salvia splendens ?
-
?
additional information not: 4'''-monodemalonylsalvianin, salvianin, pelargonidin 3,5-diglucoside, delphinidin 3,5-diglucoside, caffeoyl-CoA, p-coumaroyl-CoA, the second malonylation of 4'''-demalonylsalvianin to salvianin is catalyzed by a distinct malonyltransferase Salvia splendens ?
-
?
succinyl-CoA + shisonin 49% of the activity with malonyl-CoA as acyl donor Salvia splendens CoA + succinylshisonin
-
?

Subunits

Subunits Comment Organism
monomer 1 * 50000, SDS-PAGE, 1 * 50723, sequence calculation Salvia splendens

Synonyms

Synonyms Comment Organism
5-O-glucoside-6'''-O-malonyltransferase
-
Salvia splendens
anthocyanidin 5-glucoside malonyltransferase
-
Salvia splendens
anthocyanidin 5-glycoside malonyltransferase
-
Salvia splendens
anthocyanin 5-glycoside malonyltransferase
-
Salvia splendens
malonyl-CoA:anthocyanin
-
Salvia splendens
malonyl-CoA:anthocyanin 5-O-glucoside-6"'-O-malonyltransferase
-
Salvia splendens
malonyltransferase, anthocyanidin 5-glycoside
-
Salvia splendens
More member of the versatile plant acyltransferase family Salvia splendens
Ss5MaT1
-
Salvia splendens

Temperature Optimum [°C]

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

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
30
-
pH 7, 20 min, stable below 30°C Salvia splendens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.3
-
shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, native Ss5MaT1 Salvia splendens
7.8
-
pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside pH 7, 30°C, malonyl-CoA as cosubstrate Salvia splendens
8.7
-
shisonin pH 7, 30°C, malonyl-CoA as cosubstrate, recombinant Ss5MaT1 Salvia splendens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
-
Salvia splendens

pH Range

pH Minimum pH Maximum Comment Organism
6 11 active in the range Salvia splendens

pH Stability

pH Stability pH Stability Maximum Comment Organism
7.5
-
20°C, 20 h, stable Salvia splendens