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Literature summary for 2.1.1.283 extracted from

  • Parajuli, P.; Pandey, R.P.; Nguyen, T.H.T.; Dhakal, D.; Sohng, J.K.
    Substrate scope of O-methyltransferase from Streptomyces peucetius for biosynthesis of diverse natural products methoxides (2018), Appl. Biochem. Biotechnol., 184, 1404-1420 .
    View publication on PubMed

Application

Application Comment Organism
synthesis O-methyltransferases (OMTs) from microorganism sources have broad scope to methylate diverse classes of plant natural products to synthesize methyl derivatives. Enzyme SpOMT2884 from Streptomyces peucetius cloned into Escherichia coli shows the possibility of generating diverse O-methyl flavonoids 7,8-dihydroxyflavone (7,8-DHF), luteolin, quercetin, rutin, naringenin, daidzein, and formononetin Streptomyces peucetius subsp. caesius

Cloned(Commentary)

Cloned (Comment) Organism
gene SpOMT7740, sequence comparisons and phylogenetic analysis, recombinant expression in Escherichia coli strain BL21(DE3), subcloning in Escherichia coli strain XL-1 Blue Streptomyces peucetius subsp. caesius

Inhibitors

Inhibitors Comment Organism Structure
Co2+ complete inhibition Streptomyces peucetius subsp. caesius
Cu2+ complete inhibition Streptomyces peucetius subsp. caesius
Zn2+ complete inhibition Streptomyces peucetius subsp. caesius

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, best cation Streptomyces peucetius subsp. caesius
additional information no or poor effect by Ca2+, Ni2+, Fe2+, Fe3+, and EDTA Streptomyces peucetius subsp. caesius

Organism

Organism UniProt Comment Textmining
Streptomyces peucetius subsp. caesius A0A1B1W6Z7
-
-
Streptomyces peucetius subsp. caesius ATCC 27952 A0A1B1W6Z7
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme from Escherichia coli strain BL21(DE3) Streptomyces peucetius subsp. caesius

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the enzyme shows a broad substrate specificity. SpOMT7740 catalyzes the O-methylation reaction to form various natural and non-natural O-methoxides, includes 7-hydroxy-8-O-methoxy flavone, 3-O-methoxy flavone, three mono-, di-, and tri-O-methoxy genistein, mono-O-methoxy phloretin, mono-O-methoxy luteolin, 3-O-methoxy beta-sitosterol, and O-methoxy anthraquinones (emodin and aloe emodin) and O-methoxy anthracycline (daunorubicin) exhibiting diverse substrate flexibility. Mass spectrometric analysis of reaction products. 7,8-Dihydroxyflavone is the best substrate for bioconversion to 7-hydroxy-8-O-methoxy flavone. The enzyme seems to prefer methylation of hydroxy groups at C8 position. No or poor activity with doxorubicin and daunorubicin Streptomyces peucetius subsp. caesius ?
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-
S-adenosyl-L-methionine + 3,5,7,8,3',4'-hexahydroxyflavone
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Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + 3,5,7,3',4'-pentahydroxy-8-methoxyflavone
-
?
S-adenosyl-L-methionine + 3-hydroxyflavone lower activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + 3-methoxyflavone
-
?
S-adenosyl-L-methionine + 7,8-dihydroxyflavone best substrate Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + 7-hydroxy-8-methoxyflavone
-
?
S-adenosyl-L-methionine + aloe emodin low activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + 8-methoxy-1-hydroxy-3-(hydroxymethyl)anthracene-9,10-dione
-
?
S-adenosyl-L-methionine + beta-sitosterol low activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + 3-methoxy-beta-sitosterol
-
?
S-adenosyl-L-methionine + emodin low activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + questin
-
?
S-adenosyl-L-methionine + genistein when genistein is used as substrate, mass spectras of three O-methoxy genistein (mono-, di-, and tri-O-methoxy genistein) are detected, low activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + O-methoxy-genistein
-
?
S-adenosyl-L-methionine + luteolin lower activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + mono-methoxy-luteolin
-
?
S-adenosyl-L-methionine + phloretin lower activity Streptomyces peucetius subsp. caesius S-adenosyl-L-homocysteine + mono-methoxy-phloretin
-
?

Subunits

Subunits Comment Organism
? x * 38000, recombinant enzyme, SDS-PAGE Streptomyces peucetius subsp. caesius

Synonyms

Synonyms Comment Organism
CGZ69_28180
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Streptomyces peucetius subsp. caesius
More see also 2.1.1.88, cf. EC 2.1.1.42 Streptomyces peucetius subsp. caesius
O-methyltransferase
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Streptomyces peucetius subsp. caesius
OMT
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Streptomyces peucetius subsp. caesius
SpOMT7740
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Streptomyces peucetius subsp. caesius

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
recombinant enzyme Streptomyces peucetius subsp. caesius

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
20 75 activity range, recombinant enzyme Streptomyces peucetius subsp. caesius

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7 7.5 recombinant enzyme Streptomyces peucetius subsp. caesius

pH Range

pH Minimum pH Maximum Comment Organism
3 11.3 activity range, recombinant enzyme Streptomyces peucetius subsp. caesius

Cofactor

Cofactor Comment Organism Structure
S-adenosyl-L-methionine
-
Streptomyces peucetius subsp. caesius

General Information

General Information Comment Organism
evolution O-methyltransferases (OMTs) are categorized into three classes, where class 1 and class 2 are involved in the methylation of phenolic hydroxyl residues and class 3 is involved in the methylation of carboxyl groups to yield methyl esters Streptomyces peucetius subsp. caesius
metabolism methyltransferases are involved in post-modification during biosynthesis of secondary metabolites performing terminal modification Streptomyces peucetius subsp. caesius
additional information O-methyltransferases (OMTs) are commonly regiospecific Streptomyces peucetius subsp. caesius