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Information on EC 1.3.8.2 - 4,4'-diapophytoene desaturase (4,4'-diapolycopene-forming) and Organism(s) Staphylococcus aureus and UniProt Accession O07855

for references in articles please use BRENDA:EC1.3.8.2
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EC Tree
IUBMB Comments
The enzyme catalyses four successive dehydrogenations, resulting in production of 4,4'-diapolycopene. While the enzyme from Staphylococcus aureus was only shown to produce 4,4'-diaponeurosporene in vivo , it is able to catalyse the last reaction in vitro .
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Staphylococcus aureus
UNIPROT: O07855
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The taxonomic range for the selected organisms is: Staphylococcus aureus
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Reaction Schemes
hide(Overall reactions are displayed. Show all >>)
15-cis-4,4'-diapophytoene
+
4
FAD
=
all-trans-4,4'-diapolycopene
+
4
FADH2
+
4
=
+
4
Synonyms
diapophytoene desaturase, dehydrosqualene desaturase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dehydrosqualene desaturase
-
diapophytoene desaturase
-
dehydrosqualene desaturase
SYSTEMATIC NAME
IUBMB Comments
15-cis-4,4'-diapophytoene:FAD oxidoreductase (4,4'-diapolycopene-forming)
The enzyme catalyses four successive dehydrogenations, resulting in production of 4,4'-diapolycopene. While the enzyme from Staphylococcus aureus was only shown to produce 4,4'-diaponeurosporene in vivo [4], it is able to catalyse the last reaction in vitro [5].
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
15-cis-4,4'-diapophytoene + 3 FAD
all-trans-4,4'-diapolycopene + 3 FADH2
show the reaction diagram
-
-
-
?
15-cis-4,4'-diapophytoene + 3 FAD
all-trans-4,4'-diaponeurosporene + 3 FADH2
show the reaction diagram
15-cis-4,4'-diapophytoene + 4 FAD
all-trans-4,4'-diapolycopene + 4 FADH2
show the reaction diagram
overall reaction
-
-
?
15-cis-4,4'-diapophytoene + FAD
all-trans-4,4'-diapophytofluene + FADH2
show the reaction diagram
-
-
-
?
all-trans-4,4'-diapo-zeta-carotene + FAD
all-trans-4,4'-diaponeurosporene + FADH2
show the reaction diagram
-
-
-
?
all-trans-4,4'-diapophytofluene + FAD
all-trans-4,4'-diapo-zeta-carotene + FADH2
show the reaction diagram
-
-
-
?
15-cis-4,4'-diapophytoene + 4 FAD
all-trans-4,4'-diapolycopene + 4 FADH2
show the reaction diagram
-
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
15-cis-4,4'-diapophytoene + 3 FAD
all-trans-4,4'-diaponeurosporene + 3 FADH2
show the reaction diagram
the enzyme is involved in the C30 carotenoid pathway
-
-
?
15-cis-4,4'-diapophytoene + 4 FAD
all-trans-4,4'-diapolycopene + 4 FADH2
show the reaction diagram
overall reaction
-
-
?
15-cis-4,4'-diapophytoene + 4 FAD
all-trans-4,4'-diapolycopene + 4 FADH2
show the reaction diagram
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2E)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-2-methylprop-2-en-1-ol
-
-
(2E)-N-ethyl-N-[(1H-indol-7-yl)methyl]-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine
-
-
(2E)-N-[(1H-indol-7-yl)methyl]-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(2E)-N-[(1H-indol-7-yl)methyl]-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine
-
-
(2E)-N-[(1H-indol-7-yl)methyl]-N-(propan-2-yl)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine
-
-
(2E)-N-[(2H-1,3-benzodioxol-5-yl)methyl]-N-methyl-3-(4-methylphenyl)prop-2-en-1-amine
-
-
(2E,4E)-5-(2-fluoro-4-(trifluoromethyl)phenyl)penta-2,4-dien-1-ol
-
-
(2E,4E)-5-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylpenta-2,4-dien-1-amine
-
-
(2E,4E)-N-((1H-indol-7-yl)methyl)-5-([1,1'-biphenyl]-4-yl)-N-methylpenta-2,4-dien-1-amine
-
-
(2E,4E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylpenta-2,4-dien-1-amine
-
-
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N,2-dimethylprop-2-en-1-amine
-
-
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylprop-2-en-1-amine
-
-
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylprop-2-en-1-amine
-
-
(E)-4-(3-(((1H-indol-7-yl)methyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
-
-
(E)-4-(3-((benzofuran-3-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
-
-
(E)-4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
-
-
(E)-4-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylbut-3-en-1-amine
-
-
(E)-methyl 4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzoate
-
-
(E)-N-((1H-indol-2-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-3-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-4-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-5-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-6-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluoro-4-(trifluoromethyl)-phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(3-fluoro-4-(trifluoromethyl)-phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N,2-dimethylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-4-([1,1'-biphenyl]-4-yl)-N-methylbut-3-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(2-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(3-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(4-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(naphthalen-1-yl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(naphthalen-2-yl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(p-tolyl)prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(thiophen-2-yl)-prop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-phenylprop-2-en-1-amine
-
-
(E)-N-((1H-indol-7-yl)methyl)-N-methylbut-2-en-1-amine
-
-
(E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-N-ethyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-N-isopropyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-2-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2,4-dichlorophenyl)-Nmethylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-cyclohexyl-N-methyprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-3-cyclopentyl-N-methyprop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(2-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(3-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(4-nitrophenyl)-prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(p-tolyl)prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(thiophen-2-yl)-prop-2-en-1-amine
-
-
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine
-
-
(E)-N-(benzofuran-7-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)-phenyl)prop-2-en-1-amine
inhibits the pigment production of S. aureus Newman and three MRSA strains, without any impact on the survival of four strains. Compound shows good oral bioavailability and safety profiles. IC50 value for growth of Staphylococcus aureus 3.9 nM
(E)-N-(benzo[b]thiophen-2-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[b]thiophen-3-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N,2-dimethylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-isopropylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-ethyl-3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-nitrophenyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine
-
-
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylbut-2-en-1-amine
-
-
1-(benzo[d][1,3]dioxol-5-yl)-N-(((1R,2R)-2-(2-fluoro-4-(trifluoromethyl)phenyl)cyclopropyl)methyl)-N-methylmethanamine
-
-
3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-yn-1-ol
-
-
3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylprop-2-yn-1-amine
-
-
3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylpropan-1-amine
-
-
ethyl (2E,4E)-5-(2-fluoro-4-(trifluoromethyl)phenyl)penta-2,4-dienoate
-
-
ethyl (E)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-2-methylacrylate
-
-
methyl (E)-4-(3-(((1H-indol-7-yl)methyl)(methyl)amino)prop-1-en-1-yl)benzoate
-
-
methyl (E)-4-(3-((benzofuran-3-ylmethyl)(methyl)amino)-prop-1-en-1-yl)benzoate
-
-
methyl(E)-4-(3-((benzofuran-3-ylmethyl)(methyl)amino)-prop-1-en-1-yl)benzoate
-
-
N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylprop-2-yn-1-amine
-
-
N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylpropan-1-amine
-
-
N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-yn-1-amine
vivo effects of (2E,4E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylpenta-2,4-dien-1-amine on attenuating the virulence of Newman, Mu50 and NRS271
-
N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylpropan-1-amine
-
-
naftifine
blocks biosynthesis of carotenoid pigment at nanomolar concentrations by competitive inhibition of diapophytoene desaturase CrtN. Naftifine attenuates the virulence of strain Newman and of a variety of clinical Staphylocuus aureus isolates, in mouse infection models
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.049
15-cis-4,4'-diapophytoene
pH and temperature not specified in the publication
0.04 - 0.245
all-trans-4,4'-diapo-zeta-carotene
0.01
all-trans-4,4'-diapophytofluene
pH and temperature not specified in the publication
0.039
FAD
pH 6.6, 30°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.000118
(2E)-N-ethyl-N-[(1H-indol-7-yl)methyl]-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(2E)-N-[(1H-indol-7-yl)methyl]-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine, (2E)-N-[(1H-indol-7-yl)methyl]-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine, (2E)-N-[(1H-indol-7-yl)methyl]-N-(propan-2-yl)-3-[4-(trifluoromethyl)phenyl]prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000157
(2E)-N-[(2H-1,3-benzodioxol-5-yl)methyl]-N-methyl-3-(4-methylphenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(2E,4E)-5-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylpenta-2,4-dien-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000194
(2E,4E)-N-((1H-indol-7-yl)methyl)-5-([1,1'-biphenyl]-4-yl)-N-methylpenta-2,4-dien-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N,2-dimethylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000002
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000039
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0007847
(E)-4-(3-(((1H-indol-7-yl)methyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000801
(E)-4-(3-((benzofuran-3-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000125
(E)-4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-4-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylbut-3-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000079
(E)-methyl 4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzoate
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0002796
(E)-N-((1H-indol-7-yl)methyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000484
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluoro-4-(trifluoromethyl)-phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000731
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-(3-fluoro-4-(trifluoromethyl)-phenyl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000435
(E)-N-((1H-indol-7-yl)methyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0007
(E)-N-((1H-indol-7-yl)methyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000838
(E)-N-((1H-indol-7-yl)methyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0001426
(E)-N-((1H-indol-7-yl)methyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000648
(E)-N-((1H-indol-7-yl)methyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000167
(E)-N-((1H-indol-7-yl)methyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N,2-dimethylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000033
(E)-N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-3-cyclohexyl-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-3-cyclopentyl-N-methylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-4-([1,1'-biphenyl]-4-yl)-N-methylbut-3-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(2-nitrophenyl)-prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(3-nitrophenyl)-prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(4-nitrophenyl)-prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(naphthalen-1-yl)-prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0001318
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(naphthalen-2-yl)-prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000199
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(p-tolyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-(thiophen-2-yl)-prop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methyl-3-phenylprop-2-en-1-amine, (E)-N-((1H-indol-7-yl)methyl)-N-methylbut-2-en-1-amine, (E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-N-ethyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-((3a,7a-dihydrobenzofuran-3-yl)methyl)-N-isopropyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000062
(E)-N-(benzofuran-3-ylmethyl)-3-(2,4-dichlorophenyl)-Nmethylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0003598
(E)-N-(benzofuran-3-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000092
(E)-N-(benzofuran-3-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000864
(E)-N-(benzofuran-3-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000741
(E)-N-(benzofuran-3-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000064
(E)-N-(benzofuran-3-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000025 - 0.0000158
(E)-N-(benzofuran-3-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
-
0.0000049
(E)-N-(benzofuran-3-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000741
(E)-N-(benzofuran-3-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0003973
(E)-N-(benzofuran-3-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000913
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(2-nitrophenyl)-prop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(3-nitrophenyl)-prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000095
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(4-nitrophenyl)-prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000064
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000099
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(p-tolyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-(thiophen-2-yl)-prop-2-en-1-amine, (E)-N-(benzofuran-3-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000339
(E)-N-(benzofuran-7-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)-phenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C
0.0000176
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000018
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000038
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000121
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000576
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000057
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000112
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000412
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000041
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000052
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000046
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000042
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine, (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000042
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
-
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000584
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000091
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine, (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
Staphylococcus aureus
-
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000288
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000523
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000035
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000826
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-nitrophenyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000372
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.000004
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine, (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine
Staphylococcus aureus
-
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine, (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylbut-2-en-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylbut-2-en-1-amine
Staphylococcus aureus
-
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylprop-2-yn-1-amine, 3-([1,1'-biphenyl]-4-yl)-N-(benzofuran-3-ylmethyl)-N-methylpropan-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.02
Diphenylamine
Staphylococcus aureus
pH 6.6, 30°C
0.0000878
methyl (E)-4-(3-(((1H-indol-7-yl)methyl)(methyl)amino)prop-1-en-1-yl)benzoate
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0000095
methyl (E)-4-(3-((benzofuran-3-ylmethyl)(methyl)amino)-prop-1-en-1-yl)benzoate
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.0001018
N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylprop-2-yn-1-amine
Staphylococcus aureus
pH 7.5, 37°C, recombinant His-tagged enzyme
-
0.001
N-((1H-indol-7-yl)methyl)-3-([1,1'-biphenyl]-4-yl)-N-methylpropan-1-amine
Staphylococcus aureus
above, pH 7.5, 37°C, recombinant His-tagged enzyme
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.005
pH and temperature not specified in the publication
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
assay at, recombinant enzyme
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
assay at, recombinant enzyme
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
it can be assumed that diapophytoene desaturase forms a complex in the membrane that keeps the substrate carotenoids bound until all three double bonds are introduced in the desaturation process
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
metabolism
-
dehydrosqualene synthase converts farnesyl diphosphate to dehydrosqualene, dehydrosqualene desaturase then converts dehydrosqualene to the yelllow carotenoid 4,4'-diaponeurosporene
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
52000
1 * 52000, calculated from sequence
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 52000, calculated from sequence
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
recombinant expression of His-tagged enzyme
the carotenoid synthetic genes, crtM and crtN, derived from Staphylococcus aureus, are introduced into Bacillus subtilis, resulting in yellow pigmentation
coexpression with dehydroqualene desarurase with dehydrosqualene synthase and induction of endogenous genes crtP and crtQ encoding mixed function oxidase and glycosyltransferase for production of glycosylated C30 carotenoic acid, overview
-
gene crtN, functional expression in Bacillus subtilis, coexpression with dehydroqualene synthase and induction of endogenous genes crtP and crtQ
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
drug development
the enzyme CrtN is an attractive and druggable target for fighting pigmented Staphylococcus aureus infections
medicine
the enzyme CrtN is an attractive and druggable target for fighting pigmented Staphylococcus aureus infections
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Raisig, A.; Sandmann, G.
Functional properties of diapophytoene and related desaturases of C30 to C40 carotenoid biosynthetic pathways
Biochim. Biophys. Acta
1533
164-170
2001
Anabaena sp., Pantoea ananatis, Staphylococcus aureus (O07855), Staphylococcus aureus
Manually annotated by BRENDA team
Yoshida, K.; Ueda, S.; Maeda, I.
Carotenoid production in Bacillus subtilis achieved by metabolic engineering
Biotechnol. Lett.
31
1789-1793
2009
Staphylococcus aureus (O07855)
Manually annotated by BRENDA team
Wieland, B.; Feil, C.; Gloria-Maercker, E.; Thumm, G.; Lechner, M.; Bravo, J.M.; Poralla, K.; Gotz, F.
Genetic and biochemical analyses of the biosynthesis of the yellow carotenoid 4,4'-diaponeurosporene of Staphylococcus aureus
J. Bacteriol.
176
7719-7726
1994
Staphylococcus aureus (O07855), Staphylococcus aureus
Manually annotated by BRENDA team
Raisig, A.; Sandmann, G.
4,4'-diapophytoene desaturase: catalytic properties of an enzyme from the C30 carotenoid pathway of Staphylococcus aureus
J. Bacteriol.
181
6184-6187
1999
Staphylococcus aureus (O07855)
Manually annotated by BRENDA team
Pelz, A.; Wieland, K.P.; Putzbach, K.; Hentschel, P.; Albert, K.; Gtz, F.
Structure and biosynthesis of staphyloxanthin from Staphylococcus aureus
J. Biol. Chem.
280
32493-32498
2005
Staphylococcus aureus (O07855), Staphylococcus aureus
Manually annotated by BRENDA team
Maeda, I.
Genetic modification in Bacillus subtilis for production of C30 carotenoids
Methods Mol. Biol.
892
197-205
2012
Staphylococcus aureus
Manually annotated by BRENDA team
Wang, Y.; Chen, F.; Di, H.; Xu, Y.; Xiao, Q.; Wang, X.; Wei, H.; Lu, Y.; Zhang, L.; Zhu, J.; Sheng, C.; Lan, L.; Li, J.
Discovery of potent benzofuran-derived diapophytoene desaturase (CrtN) inhibitors with enhanced oral bioavailability for the treatment of methicillin-resistant Staphylococcus aureus (MRSA) infections
J. Med. Chem.
59
3215-3230
2016
Staphylococcus aureus (O07855), Staphylococcus aureus, Staphylococcus aureus Newman (O07855)
Manually annotated by BRENDA team
Chen, F.; Di, H.; Wang, Y.; Cao, Q.; Xu, B.; Zhang, X.; Yang, N.; Liu, G.; Yang, C.G.; Xu, Y.; Jiang, H.; Lian, F.; Zhang, N.; Li, J.; Lan, L.
Small-molecule targeting of a diapophytoene desaturase inhibits S. aureus virulence
Nat. Chem. Biol.
12
174-179
2016
Staphylococcus aureus (O07855), Staphylococcus aureus, Staphylococcus aureus Newman (O07855)
Manually annotated by BRENDA team
Wei, H.; Mao, F.; Ni, S.; Chen, F.; Li, B.; Qiu, X.; Hu, L.; Wang, M.; Zheng, X.; Zhu, J.; Lan, L.; Li, J.
Discovery of novel piperonyl derivatives as diapophytoene desaturase inhibitors for the treatment of methicillin-, vancomycin- and linezolid-resistant Staphylococcus aureus infections
Eur. J. Med. Chem.
145
235-251
2018
Staphylococcus aureus (O07855), Staphylococcus aureus, Staphylococcus aureus Newman (O07855)
Manually annotated by BRENDA team
Li, B.; Ni, S.; Mao, F.; Chen, F.; Liu, Y.; Wei, H.; Chen, W.; Zhu, J.; Lan, L.; Li, J.
Novel terminal biphenyl-based diapophytoene desaturases (CrtN) inhibitors as anti-MRSA/VISR/LRSA agents with reduced hERG activity
J. Med. Chem.
61
224-250
2018
Staphylococcus aureus (O07855), Staphylococcus aureus Newman (O07855)
Manually annotated by BRENDA team