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Literature summary for 3.5.1.99 extracted from

  • Tian, G.; Paschetto, K.A.; Gharahdaghi, F.; Gordon, E.; Wilkins, D.E.; Luo, X.; Scott, C.W.
    Mechanism of inhibition of fatty acid amide hydrolase by sulfonamide-containing benzothiazoles: long residence time derived from increased kinetic barrier and not exclusively from thermodynamic potency (2011), Biochemistry, 50, 6867-6878.
    View publication on PubMed
Search for more literature for 3.5.1.99

Cloned(Commentary)

Cloned (Comment) Organism
expression of humanized rat FAAH Rattus norvegicus
stable expression of FAAH in CHO cells Homo sapiens

Protein Variants

Protein Variants Comment Organism
additional information generation of humanized rat FAAH Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
7-phenyl-1-[5-(pyridin-2-yl)-1,3-oxazol-2-yl]heptan-1-one OL-135, an alpha-keto-heterocycle that is a covalent reversible inhibitor of FAAH Homo sapiens
7-phenyl-1-[5-(pyridin-2-yl)-1,3-oxazol-2-yl]heptan-1-one OL-135, an alpha-keto-heterocycle that is a covalent reversible inhibitor of FAAH Rattus norvegicus
additional information mechanism of inhibition of fatty acid amide hydrolase by sulfonamide-containing benzothiazoles, long residence time derived from increased kinetic barrier and not exclusively from thermodynamic potency, transition-state analogues, overview Homo sapiens
additional information mechanism of inhibition of fatty acid amide hydrolase by sulfonamide-containing benzothiazoles, long residence time derived from increased kinetic barrier and not exclusively from thermodynamic potency, transition-state analogues, overview Rattus norvegicus
N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide a reversible, albeit slowly dissociating inhibitor of FAAH, reversibly and noncovalently inhibiting, molecular docking and computational modeling of interactions of the benzothiazole analogue 1 with humanized rat FAAH by induced fit docking, overview. Failure to observe the formation of covalent enzyme-inhibitor adduct or putative cleavage product using electrospray mass spectrometric techniques Homo sapiens
N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide a reversible, albeit slowly dissociating inhibitor of FAAH, reversibly and noncovalently inhibiting, molecular docking and computational modeling of interactions of the benzothiazole analogue 1 with humanized rat FAAH by induced fit docking, overview. Failure to observe the formation of covalent enzyme-inhibitor adduct or putative cleavage product using electrospray mass spectrometric techniques Rattus norvegicus
URB597 a carbamate inhibiting FAAH covalently and irreversibly, time-dependent inhibition, overview Homo sapiens
URB597 a carbamate inhibiting FAAH covalently and irreversibly, time-dependent inhibition, overview Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
anandamide + H2O Homo sapiens i.e. arachidonoyl ethanolamide arachidonic acid + ethanolamine
-
 ?
anandamide + H2O Rattus norvegicus i.e. arachidonoyl ethanolamide arachidonic acid + ethanolamine
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
anandamide + H2O i.e. arachidonoyl ethanolamide Homo sapiens arachidonic acid + ethanolamine
-
 ?
anandamide + H2O i.e. arachidonoyl ethanolamide Rattus norvegicus arachidonic acid + ethanolamine
-
 ?
decanoyl 7-amido-4-methylcoumarin + H2O
-
 Homo sapiens ?
-
 ?
decanoyl 7-amido-4-methylcoumarin + H2O
-
 Rattus norvegicus ?
-
 ?

Synonyms

Synonyms Comment Organism
FAAH
-
 Homo sapiens
FAAH
-
 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
 assay at room temperature Homo sapiens
22
-
 assay at room temperature Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
 assay at Homo sapiens
8
-
 assay at Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 additional information time-dependent inhibition kinetics with N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide, recombinant enzyme not purified, detailed overview Homo sapiens
additional information
-
 additional information time-dependent inhibition kinetics with N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide, recombinant enzyme not purified, detailed overview Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
 pH 8.0, 22°C, at 78 nM substrate anandamide Homo sapiens N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
0.000002
-
 pH 8.0, 22°C, at 78 nM substrate anandamide Rattus norvegicus N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
0.0000038
-
 pH 8.0, 22°C, at 0.01 mM substrate anandamide Homo sapiens N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
0.0000038
-
 pH 8.0, 22°C, at 0.01 mM substrate anandamide Rattus norvegicus N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
0.0000051
-
 pH 8.0, 22°C, at 0.005 mM substrate anandamide Homo sapiens N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
0.0000051
-
 pH 8.0, 22°C, at 0.005 mM substrate anandamide Rattus norvegicus N-[4-(4-methoxy-1,3-benzothiazol-2-yl)phenyl]-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide