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Literature summary for 2.1.1.102 extracted from

  • Kreuzman, A.J.; Turner, J.R.; Yeh, W.K.
    Two distinctive O-methyltransferases catalyzing penultimate and terminal reactions of macrolide antibiotic (tylosin) biosynthesis. Substrate specificity, enzyme inhibition, and kinetic mechanism (1988), J. Biol. Chem., 263, 15626-15633.
    View publication on PubMed

Application

Application Comment Organism
pharmacology tylosin fermentation, antibiotic biosynthesis Streptomyces fradiae

Inhibitors

Inhibitors Comment Organism Structure
20-Dihydro-23-deoxymycaminosyltylonolide
-
Streptomyces fradiae
20-dihydrolactenocin inhibition of macrocin formation Streptomyces fradiae
20-Dihydromacrocin
-
Streptomyces fradiae
23-demycinosyloxytylosin
-
Streptomyces fradiae
23-Deoxy-O-mycaminosyltylonolide
-
Streptomyces fradiae
A9145C
-
Streptomyces fradiae
demycinosyltylosin
-
Streptomyces fradiae
Fe2+
-
Streptomyces fradiae
lactenocin inhibition of macrocin formation Streptomyces fradiae
macrocin inhibition of lactenocin formation Streptomyces fradiae
mycaminosyltylactone
-
Streptomyces fradiae
mycaminosyltylonolide
-
Streptomyces fradiae
O-Mycaminosyltylonolide
-
Streptomyces fradiae
S-adenosyl-L-homocysteine not D-enantiomer Streptomyces fradiae
sinefungin competitive inhibition, poor inhibitor Streptomyces fradiae

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.006
-
Demethylmacrocin
-
Streptomyces fradiae
0.01
-
demethyllactenocin
-
Streptomyces fradiae
0.111
-
S-adenosylmethionine
-
Streptomyces fradiae

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required for maximal activity Streptomyces fradiae

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
42000
-
3 * 42000, SDS-PAGE Streptomyces fradiae
122000 126000 gel filtration Streptomyces fradiae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + demethylmacrocin Streptomyces fradiae enzyme catalyzes 2'''-O-methylation of bound 6-deoxy-D-allose S-adenosyl-L-homocysteine + macrocin
-
?
S-adenosyl-L-methionine + demethylmacrocin Streptomyces fradiae penultimate step in tylosin biosynthesis S-adenosyl-L-homocysteine + macrocin
-
?

Organism

Organism UniProt Comment Textmining
Streptomyces fradiae
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Streptomyces fradiae

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.25
-
-
Streptomyces fradiae

Storage Stability

Storage Stability Organism
4°C, quite stable in presence of S-adenosylmethionine and 10% ethanol, pH 7.0-8.0, stable for a minimum of 2 months Streptomyces fradiae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
S-adenosyl-L-methionine + demethyllactenocin
-
Streptomyces fradiae S-adenosyl-L-homocysteine + lactenocin
-
?
S-adenosyl-L-methionine + demethylmacrocin
-
Streptomyces fradiae S-adenosyl-L-homocysteine + macrocin
-
?
S-adenosyl-L-methionine + demethylmacrocin enzyme catalyzes 2'''-O-methylation of bound 6-deoxy-D-allose Streptomyces fradiae S-adenosyl-L-homocysteine + macrocin
-
?
S-adenosyl-L-methionine + demethylmacrocin penultimate step in tylosin biosynthesis Streptomyces fradiae S-adenosyl-L-homocysteine + macrocin
-
?

Subunits

Subunits Comment Organism
trimer 3 * 42000, SDS-PAGE Streptomyces fradiae

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
42
-
-
Streptomyces fradiae

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.8 8.5
-
Streptomyces fradiae

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.022
-
lactenocin fixed substrate demethylmacrocin Streptomyces fradiae
0.024
-
lactenocin fixed substrate S-adenosylmethionine Streptomyces fradiae
0.037
-
macrocin fixed substrate S-adenosylmethionine Streptomyces fradiae
0.057
-
A9145C fixed substrate demethylmacrocin Streptomyces fradiae
0.065
-
mycaminosyltylonolide
-
Streptomyces fradiae
0.067
-
macrocin fixed substrate demethyllactenocin Streptomyces fradiae
0.073
-
23-Deoxy-O-mycaminosyltylonolide
-
Streptomyces fradiae
0.077
-
sinefungin
-
Streptomyces fradiae
0.108
-
A9145C fixed substrate S-adenosylmethionine Streptomyces fradiae
0.11
-
S-adenosyl-L-homocysteine fixed substrate demethylmacrocin Streptomyces fradiae
0.186
-
23-demycinosyloxytylosin
-
Streptomyces fradiae
0.226
-
S-adenosyl-L-homocysteine fixed substrate S-adenosylmethionine Streptomyces fradiae