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Literature summary for 2.1.1.303 extracted from

  • Luo, Y.; Lin, S.; Zhang, J.; Cooke, H.A.; Bruner. S.D.; Shen, B.
    Regiospecific O-methylation of naphthoic acids catalyzed by NcsB1, an O-methyltransferase involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin (2008), J. Biol. Chem., 283, 14694-14702.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.1.1.303

Activating Compound

Activating Compound Comment Organism Structure
EDTA activates Streptomyces carzinostaticus

Cloned(Commentary)

Cloned (Comment) Organism
NcsB1 is overproduced as an N-terminal His6-tagged fusion protein in Escherichia coli BL21(DE3) Streptomyces carzinostaticus

Inhibitors

Inhibitors Comment Organism Structure
Cu2+ complete loss of activity Streptomyces carzinostaticus
Mg2+
-
 Streptomyces carzinostaticus
Zn2+
-
 Streptomyces carzinostaticus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.024
-
 1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
0.066
-
 3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.206
-
 2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.352
-
 3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus

Metals/Ions

Metals/Ions Comment Organism Structure
Ca2+ increases activity Streptomyces carzinostaticus
Mn2+ increases activity Streptomyces carzinostaticus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
39500
-
 x * 39500, SDS-PAGE Streptomyces carzinostaticus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate Streptomyces carzinostaticus the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
 ?

Organism

Organism UniProt Comment Textmining
Streptomyces carzinostaticus Q84HC8
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Streptomyces carzinostaticus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information NcsB1 also recognizes other dihydroxynaphthoic acids as substrates and catalyzes regiospecific O-methylation. The carboxylate and its ortho-hydroxy groups of the substrate appear to be crucial for NcsB1 substrate recognition and binding, and O-methylation takes place only at the free hydroxy group of these dihydroxynaphthoic acids Streptomyces carzinostaticus ?
-
 ?
S-adenosyl-L-methionine + 1,4-dihydroxy-2-naphthoic acid kcat/KM is 10% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 1-hydroxy-4-methoxy-2-naphthoate
-
 ?
S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate
-
 Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
 ?
S-adenosyl-L-methionine + 2,7-dihydroxy-5-methyl-1-naphthoate the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 2-hydroxy-7-methoxy-5-methyl-1-naphthoate
-
 ?
S-adenosyl-L-methionine + 3,5-dihydroxy-2-naphthoate kcat/KM is 23% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 3-hydroxy-5-methoxy-2-naphthoate
-
 ?
S-adenosyl-L-methionine + 3,7-dihydroxy-2-naphthoate kcat/KM is 14% compared to the wild-type value Streptomyces carzinostaticus S-adenosyl-L-homocysteine + 3-hydroxy-7-methoxy-2-naphthoate
-
 ?

Subunits

Subunits Comment Organism
? x * 39500, SDS-PAGE Streptomyces carzinostaticus

Synonyms

Synonyms Comment Organism
NcsB1
-
 Streptomyces carzinostaticus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Streptomyces carzinostaticus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.000133
-
 1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
0.0004
-
 3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.0045
-
 3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.0115
-
 2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6
-
-
 Streptomyces carzinostaticus

pH Range

pH Minimum pH Maximum Comment Organism
6 8 pH 6.0: optimum, pH 8.0: about 50% of maximal activity, no activity below pH 5.5 Streptomyces carzinostaticus

General Information

General Information Comment Organism
physiological function the enzyme is involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin Streptomyces carzinostaticus

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0055
-
 1,4-dihydroxy-2-naphthoic acid pH 6.0, 25°C Streptomyces carzinostaticus
0.0061
-
 3,7-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.013
-
 3,5-dihydroxy-2-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus
0.06
-
 2,7-dihydroxy-5-methyl-1-naphthoate pH 6.0, 25°C Streptomyces carzinostaticus