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EC Tree
The enzyme appears in viruses and cellular organisms
Synonyms
nitroalkene reductase, nitroalkene reductase-I, nitroalkene reductase-II, prostaglandin reductase-1, PtGR-1, reductase, beta-nitroacrylate,
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nitroalkene reductase
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nitroalkene reductase-I
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nitroalkene reductase-II
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prostaglandin reductase-1
reductase, beta-nitroacrylate
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prostaglandin reductase-1
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prostaglandin reductase-1
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PtGR-1
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3-nitropropanoate + NADP+ = 3-nitroacrylate + NADPH + H+
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3-nitropropanoate:NADP+ oxidoreductase
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(9E)-9-nitrooctadec-9-enoic acid + NADPH + H+
9-nitrostearic acid + NADP+
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r
(Z)-3-phenyl-2-nitro-2-butene + NADPH
(2R,3R)-3-phenyl-2-nitrobutane + (2S,3R)-3-phenyl-2-nitrobutane + NADP+
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excellent enantioselectivity, moderate diastereoselectivity, mechanism
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10-nitrooctadec-9-enoic acid + NADPH + H+
10-nitrostearic acid + NADP+
3-nitroacrylate + NADPH
3-nitropropanoate + NADP+
9-nitrooctadec-9-enoic acid + NADPH + H+
9-nitrostearic acid + NADP+
additional information
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10-nitrooctadec-9-enoic acid + NADPH + H+
10-nitrostearic acid + NADP+
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10-nitrooctadec-9-enoic acid + NADPH + H+
10-nitrostearic acid + NADP+
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3-nitroacrylate + NADPH
3-nitropropanoate + NADP+
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highly specific
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3-nitroacrylate + NADPH
3-nitropropanoate + NADP+
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biosynthesis of beta-nitropropionic acid
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9-nitrooctadec-9-enoic acid + NADPH + H+
9-nitrostearic acid + NADP+
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9-nitrooctadec-9-enoic acid + NADPH + H+
9-nitrostearic acid + NADP+
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additional information
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enzyme is specific for the reduction of the nitroalkene moiety, yielding saturated non-electrophilic products
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additional information
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no substrates are acrylic acid, crotonic acid, fumaric acid, cinnamic acid, 2-hydroxy-3-nitropropionic acid, shikimic acid, aconitic acid, itaconic acid, pyruvic acid, phosphoenolpyruvate, cytochrome c
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additional information
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enzyme is specific for the reduction of the nitroalkene moiety, yielding saturated non-electrophilic products
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3-nitroacrylate + NADPH
3-nitropropanoate + NADP+
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biosynthesis of beta-nitropropionic acid
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NADH
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NADPH is preferred over NADH
NADH
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NADPH is preferred over NADH
NADPH
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NADH cannot replace NADPH
NADPH
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NADPH is preferred over NADH
NADPH
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NADPH is preferred over NADH
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additional information
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enzyme is inhibited by sulfhydryl compounds, e.g. cysteine at concentrations equivalent to 3-nitroacrylic acid, inhibition probably due to the reaction of the sulfhydryl compounds with 3-nitroacrylic acid rather than an inhibition of the enzyme itself
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Liver Neoplasms
Enrichment of progenitor cells by 2-acetylaminofluorene accelerates liver carcinogenesis induced by diethylnitrosamine in vivo.
Neoplasms
Enrichment of progenitor cells by 2-acetylaminofluorene accelerates liver carcinogenesis induced by diethylnitrosamine in vivo.
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0.000085
(9E)-9-nitrooctadec-9-enoic acid
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pH 7.0, temperature not specified in the publication
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81
(9E)-9-nitrooctadec-9-enoic acid
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pH 7.0, temperature not specified in the publication
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3 - 7
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at pH 3 about 35% of activity maximum, at pH 7 about 60% of activity maximum
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brenda
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brenda
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brenda
baker´s yeast, oriental yeast Japan
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brenda
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brenda
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brenda
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brenda
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physiological function
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overexpression of prostaglandin reductase-1 in HEK-293T cells promotes nitroalkene metabolism to inactive nitroalkanes, an effect that abrogates the Nrf2-dependent induction of heme oxygenase-1 expression by nitro-oleic acid
physiological function
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overexpression of prostaglandin reductase-1 in HEK-293T cells promotes nitroalkene metabolism to inactive nitroalkanes, an effect that abrogates the Nrf2-dependent induction of heme oxygenase-1 expression by nitro-oleic acid
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expression in HEK-293T cell
expression in HEK-293T cell
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expression in HEK-293T cell
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Shaw, P.D.
Biosynthesis of nitro-compounds. III. The enzymatic reduction of beta-nitroacrylic acid to beta-nitropropionic acid
Biochemistry
6
2253-2260
1967
Penicillium atrovenetum
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brenda
Kawai, Y.; Inaba, Y.; Hayashi, M.; Tokitoh, N.
Asymmetric synthesis of a nitroalkane by the use of novel nitroalkene reductases from baker's yeast
Tetrahedron Lett.
42
3367-3368
2001
Saccharomyces cerevisiae
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brenda
Vitturi, D.A.; Chen, C.S.; Woodcock, S.R.; Salvatore, S.R.; Bonacci, G.; Koenitzer, J.R.; Stewart, N.A.; Wakabayashi, N.; Kensler, T.W.; Freeman, B.A.; Schopfer, F.J.
Modulation of nitro-fatty acid signaling: prostaglandin reductase-1 is a nitroalkene reductase
J. Biol. Chem.
288
25626-25637
2013
Homo sapiens, Rattus norvegicus
brenda
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1.3.1.16 beta-nitroacrylate reductase
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