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Literature summary for 2.5.1.47 extracted from

  • Pieroni, M.; Annunziato, G.; Beato, C.; Wouters, R.; Benoni, R.; Campanini, B.; Pertinhez, T.A.; Bettati, S.; Mozzarelli, A.; Costantino, G.
    Rational design, synthesis, and preliminary structure-activity relationships of alpha-substituted-2-phenylcyclopropane carboxylic acids as inhibitors of Salmonella typhimurium O-acetylserine sulfhydrylase (2016), J. Med. Chem., 59, 2567-2578.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R,2R)-1-(4-chlorobenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1R,2R)-1-(4-methylbenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1R,2R)-1-benzyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1R,2S)-1-ethyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1S,2R)-1-ethyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1S,2S)-1-(4-chlorobenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1S,2S)-1-(4-methylbenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
(1S,2S)-1-benzyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
additional information computational and spectroscopic approaches to rationally design, synthesize, and test a series of substituted 2-phenylcyclopropane carboxylic acids that bind to the two Salmonella typhymurium OASS isoforms at nanomolar concentrations, Kd values and binding structures, molecular modeling and docking study, overview; computational and spectroscopic approaches to rationally design, synthesize, and test a series of substituted 2-phenylcyclopropane carboxylic acids that bind to the two Salmonella typhymurium OASS isoforms at nanomolar concentrations, Kd values and binding structures, molecular modeling and docking study, overview Salmonella enterica subsp. enterica serovar Typhimurium
trans-1-(4-chlorobenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
trans-1-(4-methylbenzyl)-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
trans-1-benzyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
trans-1-ethyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
trans-1-phenethyl-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium
trans-2-phenylcyclopropanecarboxylic acid
-
Salmonella enterica subsp. enterica serovar Typhimurium

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
O-acetyl-L-serine + hydrogen sulfide Salmonella enterica subsp. enterica serovar Typhimurium
-
L-cysteine + acetate
-
?
O-acetyl-L-serine + hydrogen sulfide Salmonella enterica subsp. enterica serovar Typhimurium ATCC 700720
-
L-cysteine + acetate
-
?

Organism

Organism UniProt Comment Textmining
Salmonella enterica subsp. enterica serovar Typhimurium P0A1E3 isozyme OASS-A
-
Salmonella enterica subsp. enterica serovar Typhimurium P29848 isozyme OASS-B
-
Salmonella enterica subsp. enterica serovar Typhimurium ATCC 700720 P0A1E3 isozyme OASS-A
-
Salmonella enterica subsp. enterica serovar Typhimurium ATCC 700720 P29848 isozyme OASS-B
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
O-acetyl-L-serine + hydrogen sulfide
-
Salmonella enterica subsp. enterica serovar Typhimurium L-cysteine + acetate
-
?
O-acetyl-L-serine + hydrogen sulfide
-
Salmonella enterica subsp. enterica serovar Typhimurium ATCC 700720 L-cysteine + acetate
-
?

Synonyms

Synonyms Comment Organism
cysK
-
Salmonella enterica subsp. enterica serovar Typhimurium
CysM
-
Salmonella enterica subsp. enterica serovar Typhimurium
cysteine synthase A
-
Salmonella enterica subsp. enterica serovar Typhimurium
cysteine synthase B
-
Salmonella enterica subsp. enterica serovar Typhimurium
O-acetylserine sulfhydrylase
-
Salmonella enterica subsp. enterica serovar Typhimurium
OASS
-
Salmonella enterica subsp. enterica serovar Typhimurium

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
20 25 assay at Salmonella enterica subsp. enterica serovar Typhimurium

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Salmonella enterica subsp. enterica serovar Typhimurium

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate dependent on Salmonella enterica subsp. enterica serovar Typhimurium

General Information

General Information Comment Organism
evolution O-acetylserine sulfydrylase, a highly conserved pyridoxal 5'-phosphate-dependent enzyme, present in different isoforms in bacteria, plants, and nematodes, but absent in mammals Salmonella enterica subsp. enterica serovar Typhimurium
metabolism the enzyme catalyzes the last step of cysteine biosynthesis. Cysteine is a building block for several biomolecules that are crucial for living organisms Salmonella enterica subsp. enterica serovar Typhimurium
physiological function beside the biosynthesis of cysteine, enzyme OASS exerts a series of moonlighting activities in bacteria, such as transcriptional regulation, contact-dependent growth inhibition, swarming motility, and induction of antibiotic resistance Salmonella enterica subsp. enterica serovar Typhimurium