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Literature summary extracted from

  • Huber, T.; Wang, F.; Singh, S.; Johnson, B.; Zhang, J.; Sunkara, M.; Van Lanen, S.; Morris, A.; Phillips, G.; Thorson, J.
    Functional AdoMet isosteres resistant to classical AdoMet degradation pathways (2016), ACS Chem. Biol., 11, 2484-2491 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.292 gene dnrK, recombinant expression of N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3) Streptomyces peucetius

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.292 0.106
-
2-chloro-4-nitrophenol pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.138
-
S-adenosyl-L-methionine pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.335
-
S-adenosyl-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium pH 8.0, 37°C Streptomyces peucetius

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.292 S-adenosyl-L-methionine + carminomycin Streptomyces peucetius
-
S-adenosyl-L-homocysteine + daunorubicin
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.292 Streptomyces peucetius Q06528
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.292 recombinant N-terminally His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and ultrafiltration Streptomyces peucetius

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.292 additional information the enzyme has been reported to methylate various modified anthracyclines and flavonoids as surrogate substrates. 2-Chloro-4-nitrophenol is a substrate of DnrK. High-throughput DnrK colorimetric assay with the surrogate acceptor 2-chloro-4-nitrophenol and the different cosubstrates. No activity with derivative S-(7-deazaadenosyl)-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium Streptomyces peucetius ?
-
-
2.1.1.292 S-adenosyl-L-methionine + 2-chloro-4-nitrophenol
-
Streptomyces peucetius S-adenosyl-L-homocysteine + methyl-2-chloro-4-nitrophenol
-
?
2.1.1.292 S-adenosyl-L-methionine + carminomycin
-
Streptomyces peucetius S-adenosyl-L-homocysteine + daunorubicin
-
?
2.1.1.292 S-adenosyl-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium + 2-chloro-4-nitrophenol S-adenosyl-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium is a derivative of AdoMet (S-adenosyl-L-methionine) Streptomyces peucetius S-adenosyl-(3S)-3-amino-3-(1H-tetrazol-5-yl)propane-1-thiol + methyl-2-chloro-4-nitrophenol
-
?

Synonyms

EC Number Synonyms Comment Organism
2.1.1.292 carminomycin 4-OMT
-
Streptomyces peucetius
2.1.1.292 class I methyltransferase
-
Streptomyces peucetius
2.1.1.292 DnrK
-
Streptomyces peucetius

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.292 37
-
assay at Streptomyces peucetius

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.292 0.00028
-
S-adenosyl-L-methionine pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.00032
-
2-chloro-4-nitrophenol pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.00052
-
S-adenosyl-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium pH 8.0, 37°C Streptomyces peucetius

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.292 8
-
assay at Streptomyces peucetius

Cofactor

EC Number Cofactor Comment Organism Structure
2.1.1.292 additional information design, synthesis, and evaluation of stable, functional AdoMet isosteres that are resistant to the primary contributors to AdoMet degradation (depurination, intramolecular cyclization, and sulfonium epimerization). The AdoMet surrogates to serve as competent enzyme cosubstrates and to bind a prototypical class I model methyltransferase (DnrK) in a manner nearly identical to AdoMet. Half-lives of AdoMet derivatives, overview. Analysis of DnrK ligand-bound structures: DnrK-S-adenosyl-(3S)-3-amino-3-(1H-tetrazol-5-yl)propane-1-thiol and DnrK-S-adenosyl-(3S)-3-amino-3-(1H-tetrazol-5-yl)propane-1-thiol-carminomycin Streptomyces peucetius
2.1.1.292 S-adenosyl-L-methionine S-adenosyl-L-methionine (AdoMet) is an essential enzyme cosubstrate Streptomyces peucetius

General Information

EC Number General Information Comment Organism
2.1.1.292 physiological function the prototypical class I MT DnrK is a model and is the carminomycin 4-O-ethyltransferase that catalyzes a culminating step in the biosynthesis of the anticancer agent daunorubicin in Streptomyces peucetius Streptomyces peucetius

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.1.1.292 0.0015
-
S-adenosyl-[(3S)-3-amino-3-(1H-tetrazol-5-yl)propyl](methyl)sulfanium pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.0021
-
S-adenosyl-L-methionine pH 8.0, 37°C Streptomyces peucetius
2.1.1.292 0.003
-
2-chloro-4-nitrophenol pH 8.0, 37°C Streptomyces peucetius