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Information on EC 2.1.1.237 - mycinamicin III 3''-O-methyltransferase for references in articles please use BRENDA:EC2.1.1.237
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EC Tree
IUBMB Comments The enzyme is involved in the biosynthesis of mycinamicin macrolide antibiotics.
The expected taxonomic range for this enzyme is: Micromonospora griseorubida
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MycF
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S-adenosyl-L-methionine + mycinamicin III = S-adenosyl-L-homocysteine + mycinamicin IV
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S-adenosyl-L-methionine:mycinamicin III 3''-O-methyltransferase
The enzyme is involved in the biosynthesis of mycinamicin macrolide antibiotics.
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S-adenosyl-L-methionine + mycinamicin III
S-adenosyl-L-homocysteine + mycinamicin IV
S-adenosyl-L-methionine + mycinamicin III
S-adenosyl-L-homocysteine + mycinamicin IV
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S-adenosyl-L-methionine + mycinamicin III
S-adenosyl-L-homocysteine + mycinamicin IV
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the enzyme is involved in the biosynthesis of mycinamicin macrolide antibiotics
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S-adenosyl-L-methionine + mycinamicin III
S-adenosyl-L-homocysteine + mycinamicin IV
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methylation of the C3''-OH of javose. Mycf possesses high substrate specificity. MycE is methylating mycinamycin VI
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S-adenosyl-L-methionine + mycinamicin III
S-adenosyl-L-homocysteine + mycinamicin IV
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the enzyme is involved in the biosynthesis of mycinamicin macrolide antibiotics
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S-adenosyl-L-methionine
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cofacor binding induces substantial ordering that creates the binding site for the natural substrate, and a bound metal ion positions the substrate for catalysis
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Co2+
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activation is about 90% of the activation obtained by Mg2+
Fe2+
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activation is about 70% of the activation obtained by Mg2+; activation is about 90% of the activation obtained by Mg2+
Mg2+
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optimal activity in presence of 10 mM MgCl2
Mn2+
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activation is about equal to the activation obtained by Mg2+
Zn2+
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activation is about equal to the activation obtained by Mg2+
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additional information
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addition of 2 mM of EDTA fails to abrogate activity, suggesting that a metal ion might be dispensible in the O-methyltransferase reaction catalysed by MycF
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0.0307
mycinamicin III
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pH 7.4, 30°C
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0.225
mycinamicin III
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pH 7.4, 30°C
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7.3
mycinamicin III
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pH 7.4, 30°C
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UniProt
brenda
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brenda
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UniProt
brenda
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evolution
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structural basis of substrate specificity and regiochemistry in the MycF/TylF family of sugar O-methyltransferases, overview
malfunction
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construction of a MycF disrupion mutant. The disruption mutant mainly produces mycinamicin III
metabolism
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the 3'-O-methyltransferase enzyme is involved in the biosynthesis of the macrolide antibiotic mycinamicin
additional information
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using the MycF substrate complex and the modeled substrate complex of a 4'-specific homologue, active site residues were identified that correlate with the 3' or 4' specificity of MycF family members and define the protein and substrate features that direct the regiochemistry of methyltransfer
physiological function
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the enzyme is involved in the biosynthesis of mycinamicin macrolide antibiotics. Mycinamicins represent a family of macrolide antibiotics with more than twenty members produced by the rare actinomycete Micromonospora griseorubida
physiological function
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S-adenosyl-L-methionine cofacor binding induces substantial ordering that creates the binding site for the natural substrate, and a bound metal ion positions the substrate for catalysis
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MYCF_MICGR
254
0
28612
Swiss-Prot
A0A3N6CNC7_9ACTN
286
0
31822
TrEMBL
A0A142XF31_9BACT
255
0
28927
TrEMBL
A0A3R3M185_9ZZZZ
252
0
28183
TrEMBL
A0A2S9Y8Q8_9BACI
281
0
32556
TrEMBL
A0A447GC24_9MYCO
271
0
30527
TrEMBL
A0A1Y5ZWT4_BACCE
281
0
32546
TrEMBL
A0A0K6N530_BACIU
281
0
32556
TrEMBL
A0A3R1N4K1_9ZZZZ
253
0
28208
TrEMBL
A0A3R1Y7W7_9ZZZZ
240
0
27190
TrEMBL
A0A406JEG4_9ZZZZ
252
0
28456
TrEMBL
A0A3R4J8V1_9ZZZZ
253
0
28222
TrEMBL
A0A404F6D9_9ZZZZ
60
0
6558
TrEMBL
A0A1Y6A9C7_BACCE
281
0
32558
TrEMBL
A0A1V5V634_9BACT
280
0
31750
TrEMBL
A0A1Y5PAJ2_9MYCO
270
0
30331
TrEMBL
A0A1D8ARW0_9BACT
231
0
25894
TrEMBL
A0A1P8WEY3_9PLAN
411
2
45868
TrEMBL
A0A1V6GIB2_9BACT
242
0
27793
TrEMBL
A0A1V4XHR2_9DELT
279
0
31521
TrEMBL
A0A3R2DRC6_9ZZZZ
253
0
28178
TrEMBL
A0A0F7RHR7_BACAN
281
0
32559
TrEMBL
A0A1C3NXL1_9ACTN
279
0
31632
TrEMBL
A0A1J5RMD9_9ZZZZ
357
0
38874
TrEMBL
A0A0K6J351_BACCE
281
0
32541
TrEMBL
A0A3N6FJT3_9ACTN
246
0
27879
TrEMBL
A0A1V5F7L0_9BACT
244
0
26759
TrEMBL
A0A3E2YTE2_9ACTN
278
0
31168
TrEMBL
A0A406ZCA2_9ZZZZ
253
0
28511
TrEMBL
A0A1V4WUV2_9DELT
259
0
30068
TrEMBL
A0A405BDL2_9ZZZZ
252
0
28412
TrEMBL
A0A1Y5ZPB8_BACCE
281
0
32546
TrEMBL
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analysis of crystal structures of MycF, including the free enzyme and complexes with S-adenosyl homocysteine, substrate, product, and unnatural substrates
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additional information
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a single amino acid substitution relaxes the 2'-methoxy specificity but retains regiospecificity. The engineered variant produces a new mycinamicin analogue, demonstrating the utility of structural information to facilitate bioengineering approaches for the chemoenzymatic synthesis of complex small molecules containing modified sugars
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recombinant N-terminal His6-tagged protein, purified by one-step Ni-NTA agarose chromatography
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MycF is cloned into pET28b for overexpression in Escherichia coli BL21 (DE3)
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medicine
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the antibacterial activities of some mycinamicin products against Staphylococcus aureus are higher than those of clinical macrolide antibiotics erythromycin and leucomycin
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Li, S.; Anzai, Y.; Kinoshita, K.; Kato, F.; Sherman, D.H.
Functional analysis of MycE and MycF, two O-methyltransferases involved in the biosynthesis of mycinamicin macrolide antibiotics
Chembiochem
10
1297-1301
2009
Micromonospora griseorubida
brenda
Anzai, Y.; Saito, N.; Tanaka, M.; Kinoshita, K.; Koyama, Y.; Kato, F.
Organization of the biosynthetic gene cluster for the polyketide macrolide mycinamicin in Micromonospora griseorubida
FEMS Microbiol. Lett.
218
135-141
2003
Micromonospora griseorubida (Q49492), Micromonospora griseorubida A11725 (Q49492)
brenda
Tsukada, S.; Anzai, Y.; Li, S.; Kinoshita, K.; Sherman, D.H.; Kato, F.
Gene targeting for O-methyltransferase genes, mycE and mycF, on the chromosome of Micromonospora griseorubida producing mycinamicin with a disruption cassette containing the bacteriophage phi C31 attB attachment site
FEMS Microbiol. Lett.
304
148-156
2010
Micromonospora griseorubida
brenda
Bernard, S.M.; Akey, D.L.; Tripathi, A.; Park, S.R.; Konwerski, J.R.; Anzai, Y.; Li, S.; Kato, F.; Sherman, D.H.; Smith, J.L.
Structural basis of substrate specificity and regiochemistry in the MycF/TylF family of sugar O-methyltransferases
ACS Chem. Biol.
10
1340-1351
2015
Micromonospora griseorubida (Q49492)
brenda
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2.1.1.237 mycinamicin III 3''-O-methyltransferase
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