Information on EC 2.1.1.101 - macrocin O-methyltransferase

Word Map on EC 2.1.1.101
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Streptomyces fradiae

EC NUMBER
COMMENTARY hide
2.1.1.101
-
RECOMMENDED NAME
GeneOntology No.
macrocin O-methyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + macrocin = S-adenosyl-L-homocysteine + tylosin
show the reaction diagram
also converts lactenosin into desmycocin. Not identical with EC 2.1.1.102 demethylmacrocin O-methyltransferase; the 3-hydroxyl group of a 2-O-methyl-6-deoxy-D-allose residue in the macrolide antibiotic macrosin acts as methyl acceptor
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of 12-, 14- and 16-membered macrolides
-
-
Biosynthesis of antibiotics
-
-
tylosin biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:macrocin 3'''-O-methyltransferase
Requires Mg2+, Mn2+ or Co2+. The 3-hydroxy group of the 2-O-methyl-6-deoxy-D-allose moiety in the macrolide antibiotic macrosin acts as methyl acceptor, generating tylosin, another macrolide antibiotic. Isolated from the bacterium Streptomyces fradiae. Not identical with EC 2.1.1.102, demethylmacrocin O-methyltransferase.
CAS REGISTRY NUMBER
COMMENTARY hide
79468-52-3
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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 + 20-dihydrolactenocin
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + dihydromacrocin
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + lactenocin
S-adenosyl-L-homocysteine + desmycosin
show the reaction diagram
S-adenosyl-L-methionine + macrocin
S-adenosyl-L-homocysteine + tylosin
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + macrocin
S-adenosylhomocysteine + tylosin
show the reaction diagram
additional information
?
-
-
demethylmacrocin, demethyllactenocin, N5-methyltetrahydrofolate, betaine, choline, methylthioadenosine and methionine are not substrates
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
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 + macrocin
S-adenosylhomocysteine + tylosin
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
-
stimulated by iron (II) sulfate
Zn2+
-
stimulated by zinc sulfate
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
demethyllactenocin
-
-
Demethylmacrocin
-
-
Desmycosin
-
weak inhibition
Relomycin
S-adenosyl-L-homocysteine
sinefungin
-
competitive inhibition, potent inhibitor
tylosin
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.007
lactenocin
-
-
0.005 - 0.033
macrocin
0.022 - 0.029
S-adenosyl-L-methionine
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.006
4'-demethyllactenocin
-
-
0.005
Demethylmacrocin
-
-
0.023 - 0.026
Desmycosin
0.008 - 0.025
S-adenosyl-L-homocysteine
0.00006 - 0.00025
sinefungin
0.079 - 0.217
tylosin
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
32000
-
2 * 32000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
-
2 * 32000, SDS-PAGE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, enzyme is unstable, about 30% activity remains after 3 h
-
4°C, quite stable in presence of 0.2 mM S-adenosyl-L-methionine and 10% ethanol, pH 7.0, stable over 6 months
-
4°C, very stable for 3 h in presence of 10% ethanol
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
-
tylosin is used in the swine industry as a growth promotant
pharmacology