Information on EC 2.1.1.102 - demethylmacrocin O-methyltransferase

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The expected taxonomic range for this enzyme is: Streptomyces fradiae

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EC NUMBER
COMMENTARY hide
2.1.1.102
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RECOMMENDED NAME
GeneOntology No.
demethylmacrocin O-methyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + demethylmacrocin = S-adenosyl-L-homocysteine + macrocin
show the reaction diagram
the 2-hydroxyl group of a 6-deoxy-D-allose residue in demethylmacrocin acts as a methyl acceptor. Not identical with EC 2.1.101 macrocin O-methyltransferase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
tylosin biosynthesis
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Biosynthesis of 12-, 14- and 16-membered macrolides
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Biosynthesis of antibiotics
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:demethylmacrocin 2'''-O-methyltransferase
Requires Mg2+. The enzyme, isolated from the bacterium Streptomyces fradiae, is involved in the biosynthesis of the macrolide antibiotic tylosin. The 2-hydroxy group of a 6-deoxy-D-allose moiety in demethylmacrocin acts as the methyl acceptor. Also acts on demethyllactenocin, giving lactenocin. Not identical with EC 2.1.1.101 macrocin O-methyltransferase.
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CAS REGISTRY NUMBER
COMMENTARY hide
120313-64-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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 + demethyllactenocin
S-adenosyl-L-homocysteine + lactenocin
show the reaction diagram
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-
-
?
S-adenosyl-L-methionine + demethylmacrocin
S-adenosyl-L-homocysteine + macrocin
show the reaction diagram
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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 + demethylmacrocin
S-adenosyl-L-homocysteine + macrocin
show the reaction diagram
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
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required for maximal activity
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
20-Dihydro-23-deoxymycaminosyltylonolide
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20-dihydrolactenocin
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inhibition of macrocin formation
20-Dihydromacrocin
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23-demycinosyloxytylosin
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23-Deoxy-O-mycaminosyltylonolide
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demycinosyltylosin
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lactenocin
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inhibition of macrocin formation
macrocin
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inhibition of lactenocin formation
mycaminosyltylactone
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mycaminosyltylonolide
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O-Mycaminosyltylonolide
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S-adenosyl-L-homocysteine
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not D-enantiomer
sinefungin
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competitive inhibition, poor inhibitor
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.01
demethyllactenocin
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0.006
Demethylmacrocin
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0.111
S-adenosylmethionine
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-
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.186
23-demycinosyloxytylosin
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0.073
23-Deoxy-O-mycaminosyltylonolide
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0.057 - 0.108
A914C
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0.022 - 0.024
lactenocin
0.037 - 0.067
macrocin
0.065
mycaminosyltylonolide
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0.11 - 0.226
S-adenosyl-L-homocysteine
0.077
sinefungin
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-
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42000
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3 * 42000, SDS-PAGE
122000 - 126000
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gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
trimer
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3 * 42000, SDS-PAGE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, quite stable in presence of S-adenosylmethionine and 10% ethanol, pH 7.0-8.0, stable for a minimum of 2 months
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pharmacology
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tylosin fermentation, antibiotic biosynthesis
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LINKS TO OTHER DATABASES (specific for EC-Number 2.1.1.102)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)