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Information on EC 1.14.19.49 - tetracycline 7-halogenase Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
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The expected taxonomic range for this enzyme is: Streptomyces aureofaciens
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tetracycline 7-halogenase
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tetracycline + FADH2 + chloride + O2 + H+ = 7-chlorotetracycline + FAD + 2 H2O
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Biosynthesis of antibiotics
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Biosynthesis of type II polyketide products
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chlorotetracycline biosynthesis
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Tetracycline biosynthesis
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tetracycline:FADH2 oxidoreductase (7-halogenating)
The enzyme, characterized from the bacterium Streptomyces aureofaciens, is a member of the flavin-dependent halogenase family. The enzyme forms a lysine chloramine intermediate on an internal lysine residue before transferring the chlorine to the substrate. It is stereo-selective for the 4S (natural) isomer of tetracycline. FADH2 is provided by a dedicated EC 1.5.1.36, flavin reductase (NADH).
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ctcP
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gene name
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Cts4
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UniProt
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UniProt
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UniProt
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UniProt
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physiological function
expression of Cts4 complements a Streptomyces aureofaciens mutant deficient for chlorination of tetracycline
physiological function
chlorination by FADH2-dependent halogenase CtcP is the last inefficient step during chlortetracycline biosynthesis. A strain lacking CtcP activity accumulates tetracycline and is deficient in production of chlortetracycline
physiological function
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chlorination by FADH2-dependent halogenase CtcP is the last inefficient step during chlortetracycline biosynthesis. A strain lacking CtcP activity accumulates tetracycline and is deficient in production of chlortetracycline
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physiological function
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expression of Cts4 complements a Streptomyces aureofaciens mutant deficient for chlorination of tetracycline
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(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
tetracycline + FADH2 + chloride + O2 + H+
7-chlorotetracycline + FAD + 2 H2O
(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
enzyme is specific for (4S)-tetracycline
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(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
enzyme is specific for (4S)-tetracycline
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tetracycline + FADH2 + chloride + O2 + H+
7-chlorotetracycline + FAD + 2 H2O
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tetracycline + FADH2 + chloride + O2 + H+
7-chlorotetracycline + FAD + 2 H2O
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(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
S4S3E1
enzyme is specific for (4S)-tetracycline
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(4S)-tetracycline + FADH2 + chloride + O2 + H+
7-chloro-(4S)-tetracycline + FAD + 2 H2O
S4S3E1
enzyme is specific for (4S)-tetracycline
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0.056
(4S)-tetracycline
pH 7.4, 30°C
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0.0085
(4S)-tetracycline
Streptomyces aureofaciens
S4S3E1
pH 7.4, 30°C
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x * 66300, SDS-PAGE of recombinant protein with His-tag
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x * 66300, SDS-PAGE of recombinant protein with His-tag
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expression in Escherichia coli
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synthesis
a strain lacking CtcP activity accumulates tetracycline with a yield of 18.9 g/l. Overexpressionof ctcP in Streptomyces aureofaciens leads to CTC production to a final titer of 25.9g/l
synthesis
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a strain lacking CtcP activity accumulates tetracycline with a yield of 18.9 g/l. Overexpressionof ctcP in Streptomyces aureofaciens leads to CTC production to a final titer of 25.9g/l
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Q53659_STRAU
452
51694
TrEMBL
S4S3E1_STRAU
555
62723
TrEMBL
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Dairi, T.; Nakano, T.; Aisaka, K.; Katsumata, R.; Hasegawa, M.
Cloning and nucleotide sequence of the gene responsible for chlorination of tetracycline
Biosci. Biotechnol. Biochem.
59
1099-1106
1995
Streptomyces aureofaciens (Q53659), Streptomyces aureofaciens NRRL3203 (Q53659)
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Zhu, T.; Cheng, X.; Liu, Y.; Deng, Z.; You, D.
Deciphering and engineering of the final step halogenase for improved chlortetracycline biosynthesis in industrial Streptomyces aureofaciens
Metab. Eng.
19
69-78
2013
Streptomyces aureofaciens (S4S3E1), Streptomyces aureofaciens F3 (S4S3E1)
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