Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.3.8.2 extracted from

  • 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 (2018), Eur. J. Med. Chem., 145, 235-251 .
    View publication on PubMed
Search for more literature for 1.3.8.2

Cloned(Commentary)

Cloned (Comment) Organism
recombinant expression of His-tagged enzyme Staphylococcus aureus

Inhibitors

Inhibitors Comment Organism Structure
(2E)-3-[2-fluoro-4-(trifluoromethyl)phenyl]-2-methylprop-2-en-1-ol
-
 Staphylococcus aureus
(2E)-N-[(2H-1,3-benzodioxol-5-yl)methyl]-N-methyl-3-(4-methylphenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(2E,4E)-5-(2-fluoro-4-(trifluoromethyl)phenyl)penta-2,4-dien-1-ol
-
 Staphylococcus aureus
(2E,4E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylpenta-2,4-dien-1-amine
-
 Staphylococcus aureus
(E)-3-([1,1'-biphenyl]-4-yl)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
-
 Staphylococcus aureus
(E)-methyl 4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzoate
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N,2-dimethylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-isopropylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-ethyl-3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-nitrophenyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine
-
 Staphylococcus aureus
(E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylbut-2-en-1-amine
-
 Staphylococcus aureus
1-(benzo[d][1,3]dioxol-5-yl)-N-(((1R,2R)-2-(2-fluoro-4-(trifluoromethyl)phenyl)cyclopropyl)methyl)-N-methylmethanamine
-
 Staphylococcus aureus
3-(2-fluoro-4-(trifluoromethyl)phenyl)prop-2-yn-1-ol
-
 Staphylococcus aureus
ethyl (2E,4E)-5-(2-fluoro-4-(trifluoromethyl)phenyl)penta-2,4-dienoate
-
 Staphylococcus aureus
ethyl (E)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-2-methylacrylate
-
 Staphylococcus aureus
additional information piperonyl derivatives as diapophytoene desaturase inhibitors for the treatment of methicillin-, vancomycin- and linezolid-resistant Staphylococcus aureus infections, cytotoxicity analysis using Hep-G2 and HEK-293T cells and BALB-C mice, in vitro pigment inhibitory activities, overview Staphylococcus aureus
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 Staphylococcus aureus
N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylpropan-1-amine
-
 Staphylococcus aureus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
15-cis-4,4'-diapophytoene + 4 FAD Staphylococcus aureus overall reaction all-trans-4,4'-diapolycopene + 4 FADH2
-
 ?
15-cis-4,4'-diapophytoene + 4 FAD Staphylococcus aureus Newman overall reaction all-trans-4,4'-diapolycopene + 4 FADH2
-
 ?

Organism

Organism UniProt Comment Textmining
Staphylococcus aureus O07855
-
-
Staphylococcus aureus Newman O07855
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
15-cis-4,4'-diapophytoene + 4 FAD overall reaction Staphylococcus aureus all-trans-4,4'-diapolycopene + 4 FADH2
-
 ?
15-cis-4,4'-diapophytoene + 4 FAD overall reaction Staphylococcus aureus Newman all-trans-4,4'-diapolycopene + 4 FADH2
-
 ?

Synonyms

Synonyms Comment Organism
CrtN
-
 Staphylococcus aureus
diapophytoene desaturase
-
 Staphylococcus aureus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at, recombinant enzyme Staphylococcus aureus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at, recombinant enzyme Staphylococcus aureus

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Staphylococcus aureus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000018
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
0.0000035
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-amine
0.0000038
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
0.0000039
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-3-([1,1'-biphenyl]-4-yl)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylprop-2-en-1-amine
0.000004
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-2-yl)prop-2-en-1-amine
0.0000041
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(difluoromethyl)phenyl)-N-methylprop-2-en-1-amine
0.0000042
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-chlorophenyl)-N-methylprop-2-en-1-amine
0.0000042
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-ethoxyphenyl)-N-methylprop-2-en-1-amine
0.0000046
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-bromophenyl)-N-methylprop-2-en-1-amine
0.0000052
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-(tert-butyl)phenyl)-N-methylprop-2-en-1-amine
0.0000079
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-methyl 4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzoate
0.0000091
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-methoxyphenyl)-N-methylprop-2-en-1-amine
0.0000125
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-4-(3-((benzo[d][1,3]dioxol-5-ylmethyl)(methyl)amino)prop-1-en-1-yl)benzonitrile
0.0000157
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (2E)-N-[(2H-1,3-benzodioxol-5-yl)methyl]-N-methyl-3-(4-methylphenyl)prop-2-en-1-amine
0.0000176
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2,4-dichlorophenyl)-N-methylprop-2-en-1-amine
0.0000288
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(2-(trifluoromethyl)phenyl)prop-2-en-1-amine
0.000057
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-(trifluoromethyl)phenyl)-N-methylprop-2-en-1-amine
0.0000584
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(4-fluorophenyl)-N-methylprop-2-en-1-amine
0.0000826
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(4-nitrophenyl)prop-2-en-1-amine
0.000112
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluoro-4-methoxyphenyl)-N-methylprop-2-en-1-amine
0.000121
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-fluorophenyl)-N-methylprop-2-en-1-amine
0.000372
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(m-tolyl)prop-2-en-1-amine
0.000412
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-fluorophenyl)-N-methylprop-2-en-1-amine
0.000523
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine
0.000576
-
 pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-chlorophenyl)-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-chlorophenyl)-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(2-methoxyphenyl)-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3-methoxyphenyl)-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(furan-2-yl)-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclohexyl-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-cyclopentyl-N-methylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(naphthalen-1-yl)prop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(o-tolyl)prop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methyl-3-phenylprop-2-en-1-amine
0.001
-
 above, pH 7.5, 37°C, recombinant His-tagged enzyme Staphylococcus aureus (E)-N-(benzo[d][1,3]dioxol-5-ylmethyl)-N-methylbut-2-en-1-amine