Information on EC 2.1.1.239 - L-olivosyl-oleandolide 3-O-methyltransferase

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The expected taxonomic range for this enzyme is: Streptomyces antibioticus

EC NUMBER
COMMENTARY hide
2.1.1.239
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RECOMMENDED NAME
GeneOntology No.
L-olivosyl-oleandolide 3-O-methyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + L-olivosyl-oleandolide = S-adenosyl-L-homocysteine + L-oleandrosyl-oleandolide
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of 12-, 14- and 16-membered macrolides
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Biosynthesis of antibiotics
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oleandomycin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:L-olivosyl-oleandolide B 3-O-methyltransferase
The enzyme is involved in the biosynthesis of the macrolide antibiotic oleandomycin in Streptomyces antibioticus. It can also act on other monoglycosylated macrolactones, including L-rhamnosyl-erythronolide B and L-mycarosyl-erythronolide B.
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 + L-mycarosyl-erythronolide B
S-adenosyl-L-homocysteine + ?
show the reaction diagram
poor substrate
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?
S-adenosyl-L-methionine + L-olivosyl-erythronolide B
S-adenosyl-L-homocysteine + L-oleandrosyl-erythronolide B
show the reaction diagram
S-adenosyl-L-methionine + L-rhamnosyl-erythronolide B
S-adenosyl-L-homocysteine + ?
show the reaction diagram
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?
additional information
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no bioconversion is observed when other glycosylated macrolide antibiotics (spiramycin, niddamycin, carbomycin) are added to cultures of Streptomyces albus NAG2(pLR14b-4). These three macrolides contain L-mycarose moieties with a free 3-hydroxy group but are not methylated by OleY
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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 + L-olivosyl-erythronolide B
S-adenosyl-L-homocysteine + L-oleandrosyl-erythronolide B
show the reaction diagram
O87833
the enzyme is involved in biosynthesis of the macrolide antibiotic oleandomycin
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?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Co2+
0.1 mM, 11fold stimulation of activity
Fe2+
0.1 mM, 1.5fold stimulation of activity
Mg2+
0.1 mM, 3.5fold stimulation of activity
Mn2+
0.1 mM, 7fold stimulation of activity
Zn2+
0.1 mM, 5fold stimulation of activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Cu2+
0.1 mM, strong inhibition
EDTA
1 mM, strong inhibition
Hg2+
0.1 mM, strong inhibition
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00000256
pH 8.0, 30°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 7.8
pH 6.5: about 60% of maximal activity, pH 7.8: about 60% of maximal activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
43000
2 * 43000, SDS-PAGE
87000
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
2 * 43000, SDS-PAGE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-70°C, enzyme keeps most of the activity after 30 days
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
overexpression in Escherichia coli as inclusion bodies and in Streptomyces lividans or Streptomyces albus as soluble protein