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IUBMB Comments The enzyme from the bacterium Amycolatopsis orientalis is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin.
Synonyms
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chloroorienticin B synthase
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GtfA
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dTDP-beta-L-4-epi-vancosamine + desvancosaminyl-vancomycin = dTDP + chloroorienticin B
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dTDP-L-4-epi-vancosamine:desvancosaminyl-vancomycin vancosaminyltransferase
The enzyme from the bacterium Amycolatopsis orientalis is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin.
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dTDP-beta-L-4-epi-vancosamine + aglucovancomycin
dTDP + chloroorienticin C
dTDP-beta-L-4-epi-vancosamine + desvancosaminyl-vancomycin
dTDP + chloroorienticin B
dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
dTDP-beta-L-4-epi-vancosamine + epivancomycin
dTDP + chloroeremomycin
dTDP-beta-L-4-epi-vancosamine + aglucovancomycin
dTDP + chloroorienticin C
Substrates: low activity
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dTDP-beta-L-4-epi-vancosamine + aglucovancomycin
dTDP + chloroorienticin C
Substrates: low activity
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dTDP-beta-L-4-epi-vancosamine + desvancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: -
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dTDP-beta-L-4-epi-vancosamine + desvancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: -
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: the enzyme is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: i.e. desvancosaminyl-vancomycin. Devancoaminyl vancomycin is the preferred acceptor for GtfA. GtfA is unable to use UDP-4-epi-vancosamine as the sugar substrate. GtfA catalyzes the addition of 4-epi-vancosamine to the hydroxyl group of beta-OH-Tyr-6 of devancoaminyl vancomycin. GtfA also transfers 4-epi-vancosamine to the 2-amino analogue of devancoaminyl vancomycin to produce the 2-amino analogue of chloroorienticin B
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: the enzyme is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: i.e. desvancosaminyl-vancomycin. Devancoaminyl vancomycin is the preferred acceptor for GtfA. GtfA is unable to use UDP-4-epi-vancosamine as the sugar substrate. GtfA catalyzes the addition of 4-epi-vancosamine to the hydroxyl group of beta-OH-Tyr-6 of devancoaminyl vancomycin. GtfA also transfers 4-epi-vancosamine to the 2-amino analogue of devancoaminyl vancomycin to produce the 2-amino analogue of chloroorienticin B
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: the enzyme is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin
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dTDP-beta-L-4-epi-vancosamine + epivancomycin
dTDP + chloroeremomycin
Substrates: low activity
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dTDP-beta-L-4-epi-vancosamine + epivancomycin
dTDP + chloroeremomycin
Substrates: low activity
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: the enzyme is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin
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dTDP-beta-L-4-epi-vancosamine + devancosaminyl-vancomycin
dTDP + chloroorienticin B
Substrates: the enzyme is involved in the biosynthesis of the glycopeptide antibiotic chloroeremomycin
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0.107
desvancosaminyl-vancomycin
pH 7.5, 37°C
0.218
dTDP-beta-L-4-epi-vancosamine
pH 7.5, 37°C
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0.038
desvancosaminyl-vancomycin
pH 7.5, 37°C
0.038
dTDP-beta-L-4-epi-vancosamine
pH 7.5, 37°C
additional information
additional information
GtfA transfers 4-epi-vancosamine to vancomycin aglycone or epivancomycin at much reduced rates of less than 0.0008/s
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SwissProt
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SwissProt
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Highest Expressing Human Cell Lines
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Gene Links
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physiological function
the enzyme is involved in the biosynthesis of chloroeremomycin
physiological function
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the enzyme is involved in the biosynthesis of chloroeremomycin
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GTFA_AMYOR
396
0
41662
Swiss-Prot
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2.8 A crystal structures of GtfA complexes with vancomycin and the natural monoglycosylated peptide substrate devancoaminyl vancomycin
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heterologously expressed as a C-terminal His6-tagged protein in Escherichia coli
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Mulichak, A.M.; Losey, H.C.; Lu, W.; Wawrzak, Z.; Walsh, C.T.; Garavito, R.M.
Structure of the TDP-epi-vancosaminyltransferase GtfA from the chloroeremomycin biosynthetic pathway
Proc. Natl. Acad. Sci. USA
100
9238-9243
2003
Amycolatopsis orientalis (P96558), Amycolatopsis orientalis A82846 (P96558)
brenda
Lu, W.; Oberthr, M.; Leimkuhler, C.; Tao, J.; Kahne, D.; Walsh, C.T.
Characterization of a regiospecific epivancosaminyl transferase GtfA and enzymatic reconstitution of the antibiotic chloroeremomycin
Proc. Natl. Acad. Sci. USA
101
4390-4395
2004
Amycolatopsis orientalis (P96558), Amycolatopsis orientalis A82846 (P96558)
brenda
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