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Literature summary extracted from

  • Kota, P.; Guo, D.; Zubieta, C.; Noel, J.; Dixon, R.A.
    O-Methylation of benzaldehyde derivatives by "lignin specific" caffeic acid 3-O-methyltransferase (2004), Phytochemistry, 65, 837-846.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.1.1.68 synthesis engineered COMT enzymes can be useful for metabolic engineering of both lignin and benzaldehyde-derived flavors and fragances Medicago sativa

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.68 expression in Escherichia coli Medicago sativa

Protein Variants

EC Number Protein Variants Comment Organism
2.1.1.68 A162T 2fold increase in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 2.9fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 1.8fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 2.8fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, no activity against protocatechuic acid Medicago sativa
2.1.1.68 F172Y 3fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 34fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 2.3fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, no activity with caffeic acid and protocatechuic acid Medicago sativa
2.1.1.68 H183K 19fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 1.8fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, no activity with protocatechuic aldehyde, 3,4-dihydroxy-5-methoxybenzaldehyde and protocatechuic acid Medicago sativa
2.1.1.68 L136Y 1.5 fold increase in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 4.8fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 1.7fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 3.9fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, 176fold decrease in ratio of Vmax to Km-value for protocatechuic acid compared to wild-type enzyme Medicago sativa
2.1.1.68 M130L 3.1fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 51fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 5.8fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme,no activity with caffeic acid and protocatechuic acid Medicago sativa
2.1.1.68 N131D 9.5fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 2.4fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, no activity with protocatechuic aldehyde, 3,4-dihydroxy-5-methoxybenzaldehyde and protocatechuic acid Medicago sativa
2.1.1.68 N131E 475fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 1.7fold increase in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, no activity with protocatechuic aldehyde, 3,4-dihydroxy-5-methoxybenzaldehyde and protocatechuic acid Medicago sativa
2.1.1.68 N131K 3.2 fold increase in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 2.9fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 1.7fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 2.8fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, 3.3fold decrease in ratio of Vmax to Km-value for protocatechuic acid compared to wild-type enzyme Medicago sativa
2.1.1.68 N131L 23.8fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 2.5fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 5.7fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 1.5fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, no activity with protocatechuic acid Medicago sativa
2.1.1.68 N324H/M130L 2.4fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 4.2fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 2.8fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 3.1fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, 6.7fold decrease in ratio of Vmax to Km-value for protocatechuic acid compared to wild-type enzyme Medicago sativa
2.1.1.68 N324Y 31.7fold decrease in ratio of Vmax to Km-value for caffeic acid compared to wild-type value, 2.4fold decrease in ratio of Vmax to Km-value for 5-hydroxy coniferaldehyde compared to wild-type enzyme, 10.2fold decrease in ratio of Vmax to Km-value for protocatechuic aldehyde compared to wild-type enzyme, 1.7fold decrease in ratio of Vmax to Km-value for 3,4-dihydroxy-5-methoxybenzaldehyde compared to wild-type enzyme, no activity with protocatechuic acid Medicago sativa

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.68 0.001
-
 5-hydroxyconiferaldehyde mutant enzyme N131E Medicago sativa
2.1.1.68 0.005
-
 Protocatechuic aldehyde wild-type enzyme Medicago sativa
2.1.1.68 0.005
-
 5-hydroxyconiferaldehyde wild-type enzyme Medicago sativa
2.1.1.68 0.005
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme N324Y Medicago sativa
2.1.1.68 0.006
-
 Protocatechuic aldehyde mutant enzyme N324H/M130L Medicago sativa
2.1.1.68 0.006
-
 Protocatechuic aldehyde mutant enzyme N324Y Medicago sativa
2.1.1.68 0.008
-
 5-hydroxyconiferaldehyde mutant enzyme H183K Medicago sativa
2.1.1.68 0.009
-
 caffeic acid mutant enzyme N131K Medicago sativa
2.1.1.68 0.01
-
 Protocatechuic aldehyde mutant enzyme A162T Medicago sativa
2.1.1.68 0.01
-
 5-hydroxyconiferaldehyde mutant enzyme F172Y Medicago sativa
2.1.1.68 0.01
-
 caffeic acid mutant enzyme L136Y Medicago sativa
2.1.1.68 0.01
-
 Protocatechuic aldehyde mutant enzyme N131L Medicago sativa
2.1.1.68 0.011
-
 5-hydroxyconiferaldehyde mutant enzyme A162T Medicago sativa
2.1.1.68 0.012
-
 caffeic acid mutant enzyme A162T Medicago sativa
2.1.1.68 0.012
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme M130L Medicago sativa
2.1.1.68 0.012
-
 5-hydroxyconiferaldehyde mutant enzyme N131K Medicago sativa
2.1.1.68 0.013
-
 5-hydroxyconiferaldehyde mutant enzyme L136Y Medicago sativa
2.1.1.68 0.013
-
 5-hydroxyconiferaldehyde mutant enzyme N131L Medicago sativa
2.1.1.68 0.013
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme N131L Medicago sativa
2.1.1.68 0.015
-
 Protocatechuic aldehyde mutant enzyme L136Y Medicago sativa
2.1.1.68 0.016
-
 3,4-dihydroxy-5-methoxy-benzaldehyde wild-type enzyme Medicago sativa
2.1.1.68 0.017
-
 5-hydroxyconiferaldehyde mutant enzyme N324Y Medicago sativa
2.1.1.68 0.019
-
 Protocatechuic aldehyde mutant enzyme M130L Medicago sativa
2.1.1.68 0.027
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme F172Y Medicago sativa
2.1.1.68 0.028
-
 5-hydroxyconiferaldehyde mutant enzyme M130L Medicago sativa
2.1.1.68 0.031
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme L136Y Medicago sativa
2.1.1.68 0.032
-
 caffeic acid mutant enzyme N324H/M130L Medicago sativa
2.1.1.68 0.039
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme A162T Medicago sativa
2.1.1.68 0.041
-
 5-hydroxyconiferaldehyde mutant enzyme N324H/M130L Medicago sativa
2.1.1.68 0.043
-
 caffeic acid wild-type enzyme Medicago sativa
2.1.1.68 0.052
-
 protocatechuic acid mutant enzyme L136Y Medicago sativa
2.1.1.68 0.055
-
 Protocatechuic aldehyde mutant enzyme N131K Medicago sativa
2.1.1.68 0.057
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme N131K Medicago sativa
2.1.1.68 0.087
-
 3,4-dihydroxy-5-methoxy-benzaldehyde mutant enzyme N324H/M130L Medicago sativa
2.1.1.68 0.12
-
 5-hydroxyconiferaldehyde mutant enzyme N131D Medicago sativa
2.1.1.68 0.121
-
 caffeic acid mutant enzyme N131D Medicago sativa
2.1.1.68 0.133
-
 caffeic acid mutant enzyme N324Y Medicago sativa
2.1.1.68 0.14
-
 caffeic acid mutant enzyme H183K Medicago sativa
2.1.1.68 0.153
-
 Protocatechuic aldehyde mutant enzyme F172Y Medicago sativa
2.1.1.68 0.214
-
 caffeic acid mutant enzyme N131E Medicago sativa
2.1.1.68 0.335
-
 caffeic acid mutant enzyme N131L Medicago sativa
2.1.1.68 0.352
-
 protocatechuic acid mutant enzyme N131K Medicago sativa
2.1.1.68 0.357
-
 protocatechuic acid mutant enzyme N324H/M130L Medicago sativa
2.1.1.68 0.515
-
 protocatechuic acid wild-type enzyme Medicago sativa

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.68 Medicago sativa
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.68 additional information no activity with 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, vanillin and syringaldehyde Medicago sativa ?
-
 ?
2.1.1.68 S-adenosyl-L-methionine + 3,4-dihydroxy-5-methoxy-benzaldehyde
-
 Medicago sativa S-adenosyl-L-homocysteine + 4-hydroxy-3,5-dimethoxybenzaldehyde
-
 ?
2.1.1.68 S-adenosyl-L-methionine + 5-hydroxyconiferaldehyde
-
 Medicago sativa S-adenosyl-L-homocysteine + 5-methoxyconiferaldehyde
-
 ?
2.1.1.68 S-adenosyl-L-methionine + caffeic acid
-
 Medicago sativa S-adenosyl-L-homocysteine + 4-hydroxy-3-methoxy-trans-cinnamic acid
-
 ?
2.1.1.68 S-adenosyl-L-methionine + protocatechuic acid
-
 Medicago sativa S-adenosyl-L-homocysteine + 4-hydroxy-3-methoxybenzoic acid
-
 ?
2.1.1.68 S-adenosyl-L-methionine + protocatechuic aldehyde
-
 Medicago sativa S-adenosyl-L-homocysteine + 4-hydroxy-3-methoxybenzaldehyde
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.68 caffeic acid/5-hydroxyferulic acid 3/5-O-methyltransferase
-
 Medicago sativa
2.1.1.68 COMT
-
 Medicago sativa