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Information on EC 2.1.1.104 - caffeoyl-CoA O-methyltransferase and Organism(s) Medicago sativa and UniProt Accession Q40313

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EC Tree
     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.104 caffeoyl-CoA O-methyltransferase
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This record set is specific for:
Medicago sativa
UNIPROT: Q40313 not found.
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The taxonomic range for the selected organisms is: Medicago sativa
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
o-methyltransferase, ccoaomt, ccoaomt1, caffeoyl-coa o-methyltransferase, caffeic acid 3-o-methyltransferase, ccomt, ccoaomt2, ccoaomt-like, caffeoyl coa 3-o-methyltransferase, caffeoyl-coa 3-o-methyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
caffeoyl coenzyme A 3-O-methyltransferase
-
caffeoyl CoA 3-O-methyltransferase
-
-
caffeoyl coenzyme A methyltransferase
-
-
-
-
caffeoyl-CoA 3-O-methyltransferase
-
-
-
-
trans-caffeoyl-CoA 3-O-methyltransferase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:caffeoyl-CoA 3-O-methyltransferase
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CAS REGISTRY NUMBER
COMMENTARY hide
120433-42-3
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 5-hydroxyferuoyl-CoA
S-adenosyl-L-homocysteine + sinapoyl-CoA
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + caffeoyl-CoA
S-adenosyl-L-homocysteine + feruloyl-CoA
show the reaction diagram
S-adenosyl-L-methionine + 5-hydroxyconiferaldehyde
S-adenosyl-L-homocysteine + sinapaldehyde
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 5-hydroxyferuoyl-CoA
S-adenosyl-L-homocysteine + sinapoyl-CoA
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + caffeoyl-CoA
S-adenosyl-L-homocysteine + feruloyl-CoA
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + caffeoyl-CoA
S-adenosyl-L-homocysteine + feruloyl-CoA
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
in the active site of the enzyme surrounded by an octahedral arrangement of hydroxyl and carboxyl ligands, mediates the deprotonation of the caffeoyl 3-hydroxyl group and maintains the resultant oxoanion in close proximity to the reactive methyl group of S-adenosyl-L-methionine allowing for facile transmethylation to occur, restores activity of EDTA treated CCoAOMT to 100% the level of untreated CCoAOMT
Mg2+
restores activity of EDTA treated CCoAOMT to 100% the level of untreated CCoAOMT
Mn2+
only restores activity of EDTA treated CCoAOMT to 35% the level of untreated CCoAOMT
Zn2+
restores activity of EDTA treated CCoAOMT to 100% the level of untreated CCoAOMT
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0062
5-hydroxyferuoyl-CoA
-
recombinant enzyme
0.0043
caffeoyl-CoA
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recombinant enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
SwissProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
-
transgenic plants of tobacco and Medicago truncatula containing the GUS gene driven by the hi12 promoter show GUS expression following harvesting
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CAMT_MEDSA
247
0
27999
Swiss-Prot
other Location (Reliability: 3)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30000
-
SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
crystallography
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
by vapor diffusion in hanging drops, at 2.45 A and 2.65 A resolution with CoA-linked substrates bound, and in complex with the reaction products
molecular docking of 16 putative substrates (intermediates of monolignol biosynthesis pathway). Both caffeic acid-O-methyltransferase, EC 2.1.1.68, and caffeoyl-coenzyme A-O-methyltransferase interact with all 16 substrates in a similar manner, with thiol esters being the most potent and binding of these putative substrates to caffeoyl-coenzyme A-O-methyltransferase being more efficient
vapor diffusion in hanging drops, enzyme in complex with the reaction products S-adenosine-L-homocysteine and feruloyl/sinapoyl CoAS
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
by sonication, centrifugation and Ni2+-NTA column, more than 98% pure
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli DH5alpha
into the Escherichia coli expression vector pET-15b and transformed into Escherichia coli BL21(DE3)
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
gene expression is strongly induced by harvesting and wounding but not by heat shock. The promoter of the hi12 gene contains several stress response cis-elements
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
-
downregulating caffeoyl CoA 3-O-methyltransferase in transgenic alfalfa lines neither reduces syringyl lignin units nor wall-bound ferulate, inconsistent with a role for this enzyme in 3-O-methylation of syringyl monolignol precursors and hydroxycinnamic acids
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Marita, J.M.; Ralph, J.; Hatfield, R.D.; Guo, D.; Chen, F.; Dixon, R.A.
Structural and compositional modifications in lignin of transgenic alfalfa down-regulated in caffeic acid 3-O-methyltransferase and caffeoyl coenzyme A 3-O-methyltransferase
Phytochemistry
62
53-65
2003
Medicago sativa
Manually annotated by BRENDA team
Parvathi, K.; Chen, F.; Guo, D.; Blount, J.W.; Dixon, R.A.
Substrate preferences of O-methyltransferases in alfalfa suggest new pathways for 3-O-methylation of monolignols
Plant J.
25
193-202
2001
Medicago sativa
Manually annotated by BRENDA team
Inoue, K.; Sewalt, V.J.H.; Ballance, G.M.; Ni, W.; Sturzer, C.; Dixon, R.A.
Developmental expression and substrate specificities of alfalfa caffeic acid 3-O-methyltransferase and caffeoyl coenzyme A 3-O-methyltransferase in relation to lignification
Plant Physiol.
117
761-770
1998
Medicago sativa (Q40313), Medicago sativa
Manually annotated by BRENDA team
Ni, W.; Sewalt, V.J.H.; Korth, K.L.; Blount, J.W.; Ballance, G.M.; Dixon, R.A.
Stress responses in alfalfa. XXI. Activation of caffeic acid 3-O-methyltransferase and caffeoyl coenzyme A 3-O-methyltransferase genes does not contribute to changes in metabolite accumulation in elicitor-treated cell-suspension cultures
Plant Physiol.
112
717-726
1996
Medicago sativa
Manually annotated by BRENDA team
Ferrer, J.L.; Zubieta, C.; Dixon, R.A.; Noel, J.P.
Crystal structures of alfalfa caffeoyl coenzyme A 3-O-methyltransferase
Plant Physiol.
137
1009-1017
2005
Medicago sativa, Medicago sativa (Q40313)
Manually annotated by BRENDA team
Chen, F.; Srinivasa Reddy, M.S.; Temple, S.; Jackson, L.; Shadle, G.; Dixon, R.A.
Multi-site genetic modulation of monolignol biosynthesis suggests new routes for formation of syringyl lignin and wall-bound ferulic acid in alfalfa (Medicago sativa L.)
Plant J.
48
113-124
2006
Medicago sativa
Manually annotated by BRENDA team
Naaz, H.; Pandey, V.P.; Singh, S.; Dwivedi, U.N.
Structure-function analyses and molecular modeling of caffeic acid-O-methyltransferase and caffeoyl-CoA-O-methyltransferase: revisiting the basis of alternate methylation pathways during monolignol biosynthesis
Biotechnol. Appl. Biochem.
60
170-189
2013
Medicago sativa (Q40313), Medicago sativa
Manually annotated by BRENDA team
Zhang, J.; Erickson, L.
Harvest-inducibility of the promoter of alfalfa S-adenosyl-L-methionine: Trans-caffeoyl-CoA3-O-methyltransferase gene
Mol. Biol. Rep.
39
2489-2495
2012
Medicago sativa
Manually annotated by BRENDA team