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Information on EC 1.3.1.B7 - (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate reductase [NAD(P)H]
for references in articles please use BRENDA:EC1.3.1.B7
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preliminary BRENDA-supplied EC number
EC Tree 1 Oxidoreductases
1.3 Acting on the CH-CH group of donors
1.3.1 With NAD+ or NADP+ as acceptor
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate reductase [NAD(P)H]
The expected taxonomic range for this enzyme is: Bacillus subtilis group
Reaction Schemes
showSynonyms
BacG, YwfH, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
BacG
YwfH
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD(P)+ = 3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD(P)H + H+
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate:NA(P)D+ oxidoreductase
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADPH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADP+
-
Substrates: -
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: -
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme is involved in the biosynthesis of the antibiotic bacilysin
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: -
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme is involved in the biosynthesis of the antibiotic bacilysin
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: -
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
Products: -
Products: -
?
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
Substrates: -
Products: -
Products: -
?
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.178
NADPH
-
pH and temperature not specified in the publication, wild-type enzyme
0.365
NADPH
-
pH and temperature not specified in the publication, mutant enzyme K113A
323
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S250A
345
NADPH
-
pH and temperature not specified in the publication, mutant enzyme N158A
528
NADPH
-
pH and temperature not specified in the publication, mutant enzyme Y117A
614
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S155A
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0344
NADPH
-
pH and temperature not specified in the publication, wild-type enzyme
0.143
NADPH
-
pH and temperature not specified in the publication, mutant enzyme N158A
0.146
NADPH
-
pH and temperature not specified in the publication, mutant enzyme K113A
0.175
NADPH
-
pH and temperature not specified in the publication, mutant enzyme Y117A
0.216
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S155A
0.286
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S250A
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.033
NADPH
-
pH and temperature not specified in the publication, mutant enzyme Y117A
0.035
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S155A
0.04
NADPH
-
pH and temperature not specified in the publication, mutant enzyme K113A
0.042
NADPH
-
pH and temperature not specified in the publication, mutant enzyme N158A
0.089
NADPH
-
pH and temperature not specified in the publication, mutant enzyme S250A
0.193
NADPH
-
pH and temperature not specified in the publication, wild-type enzyme
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
metabolism
transcription of the bac operon and of the ywfH gene in Bacillus amyloliquefaciens FZB42 is positively controlled by the DegU global regulator protein
metabolism
-
transcription of the bac operon and of the ywfH gene in Bacillus amyloliquefaciens FZB42 is positively controlled by the DegU global regulator protein
-
physiological function
the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
physiological function
the enzyme is involved in the biosynthesis of the antibiotic bacilysin
physiological function
the enzyme is involved in biosynthesis of bacilysin, a nonribosomally synthesized dipeptide antibiotic composed of L -alanine and L -anticapsin
physiological function
-
the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin
-
physiological function
-
the enzyme is involved in the biosynthesis of the antibiotic bacilysin
-
physiological function
-
the enzyme is involved in biosynthesis of bacilysin, a nonribosomally synthesized dipeptide antibiotic composed of L -alanine and L -anticapsin
-
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). A7Z9Z0_BACVZ
Bacillus velezensis (strain DSM 23117 / BGSC 10A6 / LMG 26770 / FZB42)
259
0
27929
TrEMBL
-
BACG_BACSU
Bacillus subtilis (strain 168)
259
0
28022
Swiss-Prot
other Location (Reliability: 3)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
crystal structure of YwfH is determined in three conformational states. These represent apo YwfH, the YwfH/NADPH complex and an apo-like form
-
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Rajavel, M.; Perinbam, K.; Gopal, B.
Structural insights into the role of Bacillus subtilis YwfH (BacG) in tetrahydrotyrosine synthesis
Acta Crystallogr. Sect. D
69
324-332
2013
Bacillus subtilis
brenda
Mahlstedt, S.A.; Walsh, C.T.
Investigation of anticapsin biosynthesis reveals a four-enzyme pathway to tetrahydrotyrosine in Bacillus subtilis
Biochemistry
49
912-923
2010
Bacillus subtilis (P39644), Bacillus subtilis 168 (P39644)
brenda
Parker, J.B.; Walsh, C.T.
Stereochemical outcome at four stereogenic centers during conversion of prephenate to tetrahydrotyrosine by BacABGF in the bacilysin pathway
Biochemistry
51
5622-5632
2012
Bacillus subtilis (P39644), Bacillus subtilis 168 (P39644)
brenda
Mariappan, A.; Makarewicz, O.; Chen, X.H.; Borriss, R.
Two-component response regulator DegU controls the expression of bacilysin in plant-growth-promoting bacterium Bacillus amyloliquefaciens FZB42
J. Mol. Microbiol. Biotechnol.
22
114-125
2012
Bacillus amyloliquefaciens (A7Z9Z0), Bacillus amyloliquefaciens FZB42 (A7Z9Z0)
brenda
EXTERNAL LINKS (specific for EC-Number 1.3.1.B7)
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