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Information on EC 1.14.19.B8 - [peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-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 globisporus
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1.14.19.B8
preliminary BRENDA-supplied EC number
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[peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-halogenase
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FADH2 + Cl- + O2 + H+ = S-(S3)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine:FADH2 oxidoreductase (3-halogenating)
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brenda
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physiological function
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the enzyme is involved in the biosynthesis of the (S)-3-chloro-5-hydroxy-beta-tyrosine moiety prior to incorporation into the chromoprotein antitumor antibiotic C-1027
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S-(3R)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(3R)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Br- + O2
S-(3S)-3-bromo-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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the enzyme can also efficiently catalyzes bromination but not fluorination or iodination
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(3S)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(S3)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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the enzyme is involved in the biosynthesis of the (S)-3-chloro-5-hydroxy-beta-tyrosine moiety prior to incorporation into the chromoprotein antitumor antibiotic C-1027
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additional information
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the enzyme does not catalyze fluorination or iodination. The enzyme can not utilize 3-hydroxy-beta-tyrosyl-S-SgcC2 as a substrate
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S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(S3)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
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the enzyme is involved in the biosynthesis of the (S)-3-chloro-5-hydroxy-beta-tyrosine moiety prior to incorporation into the chromoprotein antitumor antibiotic C-1027
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5.5 - 7.5
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pH 5.5: about 15% of maximal activity, pH 7.5: about 65% of maximal activity
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Lin, S.; van Lanen, S.G., Shen, B.
Regiospecific chlorination of (S)-beta-tyrosyl-S-carrier protein catalyzed by SgcC3 in the biosynthesis of the enediyne antitumor antibiotic C-1027
J. Am. Chem. Soc.
129
12432-12438
2007
Streptomyces globisporus
brenda