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Literature summary for 5.6.1.8 extracted from

  • Martin, R.; Risacher, C.; Barthel, A.; Jaeger, A.; Schmidt, A.; Richter, S.; Boehl, M.; Preller, M.; Chinthalapudi, K.; Manstein, D.; Gutzeit, H.; Knoelker, H.
    Silver(I)-catalyzed route to pyrroles: synthesis of halogenated pseudilins as allosteric inhibitors for myosin ATPase and x-ray crystal structures of the protein-inhibitor complexes (2014), Eur. J. Org. Chem., 2014, 4487-4505.
No PubMed abstract available

Crystallization (Commentary)

Crystallization (Comment) Organism
X-ray crystallographic analysis of the Dictyostelium discoideum myosin-2 motor domain complexes with magnesium(II)-ADP-metavanadate and the three pseudilin inhibitors pentabromopseudilin, pentachloropseudilin, and tribromodichloropseudilin, PDB IDs 2JJ9, 1VOM, and 2XO8 Oryctolagus cuniculus

Inhibitors

Inhibitors Comment Organism Structure
(S)-(-)-blebbistatin
-
Oryctolagus cuniculus
1-(4-methoxyphenyl)-2-phenyl-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(2-methoxyphenyl)-1-methyl-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-dibromo-2-hydroxyphenyl)-1-methyl-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-dibromo-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-dichloro-2-hydroxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-dichloro-2-methoxyphenyl)pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-difluoro-2-hydroxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-tribromo-5-(3,5-difluoro-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-trichloro-5-(2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-trichloro-5-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,3,4-triiodo-5-(3,5-dichloro-2-methoxyphenyl)pyrrole
-
Oryctolagus cuniculus
2,3,4-triiodo-5-(3,5-difluoro-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2,4-dichloro-6-(3,4,5-triiodo-1H-pyrrol-2-yl)phenol
-
Oryctolagus cuniculus
2,4-difluoro-6-(3,4,5-triiodo-1H-pyrrol-2-yl)phenol
-
Oryctolagus cuniculus
2-(2-hydroxyphenyl)-1-methyl-1H-pyrrole
-
Oryctolagus cuniculus
2-(2-hydroxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,5-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(2-methoxyphenyl)-1-methyl-1H-pyrrole
-
Oryctolagus cuniculus
2-(2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dibromo-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dibromo-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,5-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dibromo-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dichloro-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dichloro-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,5-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-dichloro-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-difluoro-2-methoxyphenyl)-1-(4-methylbenzene-1-sulfonyl)-2,5-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-difluoro-2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole
-
Oryctolagus cuniculus
2-(3,5-difluoro-2-methoxyphenyl)-1H-pyrrole
-
Oryctolagus cuniculus
2-Methoxybenzaldehyde
-
Oryctolagus cuniculus
3,5-dibromo-2-methoxybenzaldehyde
-
Oryctolagus cuniculus
3,5-dichloro-2-methoxybenzaldehyde
-
Oryctolagus cuniculus
3,5-difluoro-2-methoxybenzaldehyde
-
Oryctolagus cuniculus
4-methoxy-N-[1-phenyl-4-(trimethylsilyl)but-3-yn-1-yl]aniline
-
Oryctolagus cuniculus
additional information pentahalogenated 2-arylpyrrole-type alkaloids pentabromopseudilin and pentachloropseudilin represent a class of isoform-specific allosteric inhibitors of myosin ATPase. Application of the silver(I)-catalyzed cycloisomerization of N-(homopropargyl)toluene-sulfonamides to the total syntheses of the natural products and several non-natural analogues. Inhibitory effect of pentahalogenated pseudilins on myosin ATPase activity, overview Oryctolagus cuniculus
N-(2-methoxybenzylidene)-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-(3,5-dibromo-2-methoxybenzylidene)-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-(3,5-dichloro-2-methoxybenzylidene)-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-(3,5-difluoro-2-methoxybenzylidene)-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-benzyl-p-toluenesulfonamide
-
Oryctolagus cuniculus
N-[1-(2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(2-methoxyphenyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dibromo-2-methoxyphenyl)-2-(trimethylsilyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dibromo-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dibromo-2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dibromo-2-methoxyphenyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dichloro-2-methoxyphenyl)-2-(trimethylsilyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dichloro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dichloro-2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-dichloro-2-methoxyphenyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-difluoro-2-methoxyphenyl)-2-(trimethylsilyl)buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-difluoro-2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-difluoro-2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
N-[1-(3,5-difluoro-2-methoxyphenyl)buta-2,3-dien-1-yl]-4-methylbenzene-1-sulfonamide
-
Oryctolagus cuniculus
N-[1-(methoxyphenyl)-2-(trimethylsilyl)-buta-2,3-dienyl]-4-methylbenzenesulfonamide
-
Oryctolagus cuniculus
pentabromopseudilin
-
Oryctolagus cuniculus
pentachloropseudilin
-
Oryctolagus cuniculus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, structure of myosin-2 complex with Mg2+-ADP-metavanadate Oryctolagus cuniculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + H2O + myosin bound to actin filament at position n Oryctolagus cuniculus
-
ADP + phosphate + myosin bound to actin filament at position n+1
-
?

Organism

Organism UniProt Comment Textmining
Oryctolagus cuniculus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
skeletal muscle
-
Oryctolagus cuniculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + H2O + myosin bound to actin filament at position n
-
Oryctolagus cuniculus ADP + phosphate + myosin bound to actin filament at position n+1
-
?

Synonyms

Synonyms Comment Organism
myosin-2 ATPase
-
Oryctolagus cuniculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Oryctolagus cuniculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Oryctolagus cuniculus