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IUBMB Comments The enzyme, which is found in bacteria that produce virginiae-butanolide (VB) type γ-butyrolactone autoregulators, reduces its substrate stereospecifically, forming a hydroxyl group in the (S) configuration.
Synonyms BARS1 , Virginiae butanolide-specific dehydrogenase,
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Virginiae butanolide-specific dehydrogenase
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BARS1
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a (3R,4R)-3-[(1S)-1-hydroxyalkyl]-4-(hydroxymethyl)oxolan-2-one + NADP+ = a (3R,4R)-3-alkanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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MetaCyc
virginiae butanolide type gamma-butyrolactones biosynthesis
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(3R,4R)-3-[(1S)-1-hydroxyalkyl]-4-(hydroxymethyl)oxolan-2-one:NADP+ 1'-oxidoreductase
The enzyme, which is found in bacteria that produce virginiae-butanolide (VB) type gamma-butyrolactone autoregulators, reduces its substrate stereospecifically, forming a hydroxyl group in the (S) configuration.
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3-heptanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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3-hexanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one + NADPH + H+
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4-(hydroxymethyl)-3-nonanoyloxolan-2-one + NADPH + H+
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Substrates: 75.3% activity compared to 6-dehydro-Virginiae butanolide-A
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4-(hydroxymethyl)-3-octanoyloxolan-2-one + NADPH + H+
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Substrates: 82.8% activity compared to 6-dehydro-Virginiae butanolide-A
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4-(hydroxymethyl)-3-pentanoyloxolan-2-one + NADPH + H+
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Substrates: 65.7% activity compared to 6-dehydro-Virginiae butanolide-A
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
3-heptanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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Substrates: 88.9% activity compared to 6-dehydro-Virginiae butanolide-A
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3-heptanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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Substrates: 88.9% activity compared to 6-dehydro-Virginiae butanolide-A
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3-hexanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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Substrates: 102% activity compared to 6-dehydro-Virginiae butanolide-A
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3-hexanoyl-4-(hydroxymethyl)oxolan-2-one + NADPH + H+
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Substrates: 102% activity compared to 6-dehydro-Virginiae butanolide-A
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4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one + NADPH + H+
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Substrates: 83.3% activity compared to 6-dehydro-Virginiae butanolide-A
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4-(hydroxymethyl)-3-(6-methylheptanoyl)oxolan-2-one + NADPH + H+
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Substrates: 83.3% activity compared to 6-dehydro-Virginiae butanolide-A
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: -
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: 100% activity
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: -
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: 100% activity
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: -
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6-dehydro-Virginiae butanolide-A + NADPH + H+
(2R,3R,6S)-Virginiae butanolide-A + NADP+
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Substrates: -
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0.0111
6-dehydro-Virginiae butanolide-A
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at pH 7.5 and 25°C
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Highest Expressing Human Cell Lines
Filter by:
Cell Line Links
Gene Links
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BARS1_STRVG
257
0
27096
Swiss-Prot
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A0A6S6Z182_9BURK
254
0
26023
TrEMBL
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A0A7R8RWU9_9ACTN
264
0
26978
TrEMBL
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A0A6S7BKT9_9BURK
248
0
25579
TrEMBL
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A0A346BCF5_9BURK
249
0
25713
TrEMBL
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A0A6S7BU95_9BURK
247
0
26396
TrEMBL
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A0A6J5FWY8_9BURK
247
0
26433
TrEMBL
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A0A653MUE7_9GAMM
254
0
25966
TrEMBL
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A0A6J5E4C4_9BURK
248
0
25334
TrEMBL
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B1G4Z1_PARG4
Paraburkholderia graminis (strain ATCC 700544 / DSM 17151 / LMG 18924 / NCIMB 13744 / C4D1M)
249
0
25906
TrEMBL
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A0A6S7BJJ3_9BURK
249
0
26110
TrEMBL
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A0A1X1PN06_9BURK
254
0
27000
TrEMBL
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A0A6J5F8G5_9BURK
248
0
25280
TrEMBL
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A0A2N7WIP0_9BURK
254
0
25888
TrEMBL
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A0A1X1PGE4_9BURK
258
0
27351
TrEMBL
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A0A6J5C7A4_9BURK
254
0
26044
TrEMBL
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homodimer
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2 * 27000, SDS-PAGE
homodimer
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2 * 27095, calculated from amino acid sequence
homodimer
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2 * 27000, SDS-PAGE
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homodimer
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2 * 27095, calculated from amino acid sequence
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35 - 50
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there is 80% loss and complete loss of activity after 30 min of incubation at 35°C and at 40 to 50°C, respectively
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expressed in Escherichia coli BL21(DE3) cells
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Lee, Y.J.; Kitani, S.; Kinoshita, H.; Nihira, T.
Identification by gene deletion analysis of barS2, a gene involved in the biosynthesis of gamma-butyrolactone autoregulator in Streptomyces virginiae
Arch. Microbiol.
189
367-374
2008
Streptomyces virginiae
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Shikura, N.; Yamamura, J.; Nihira, T.
barS1, a gene for biosynthesis of a gamma-butyrolactone autoregulator, a microbial signaling molecule eliciting antibiotic production in Streptomyces species
J. Bacteriol.
184
5151-5157
2002
Streptomyces virginiae, Streptomyces virginiae MAFF 10-06014
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