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

BRENDA support

Literature summary extracted from

  • Yamano, Y.; Tsuboi, K.; Hozaki, Y.; Takahashi, K.; Jin, X.H.; Ueda, N.; Wada, A.
    Lipophilic amines as potent inhibitors of N-acylethanolamine-hydrolyzing acid amidase (2012), Bioorg. Med. Chem., 20, 3658-3665.
    View publication on PubMed

Application

EC Number Application Comment Organism
3.5.1.4 drug development the enzyme may be another attractive drug target Rattus norvegicus

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.4 2-(hexadecyloxy)ethanamine 70% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-aminoethyl decanoate 11% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-aminoethyl dodecanoate 26% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-aminoethyl hexadecanoate 50% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-aminoethyl tetradecanoate 54% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-dodecyloxy-1-ethylamine 49% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 2-tetradecyloxy-1-ethylamine 71% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-aminopropyl decanoate 45% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-aminopropyl dodecanoate 37% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-aminopropyl hexadecanoate 52% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-aminopropyl tetradecanoate 54% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-dodecyloxy-1-propanamine 27% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-hexadecyloxy-1-propanamine 16% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 3-tetradecyloxy-1-propanamine 29% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 dodecyl 2-aminoacetate 66% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 dodecyl 3-aminopropanoate 27% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 hexadecyl 2-aminoacetate 29% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 hexadecylamine
-
 Rattus norvegicus
3.5.1.4 hexadecyltrimethylammonium chloride
-
 Rattus norvegicus
3.5.1.4 additional information N-(2-oxo-3-oxetanyl)amide inhibitor synthesis and evaluation, overview. No inhibition by N-pentadecylcyclohexanecarboxamide Rattus norvegicus
3.5.1.4 pentadecyl 2-aminoacetate 56% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 pentadecyl 3-aminopropanoate 27% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 pentadecylamine
-
 Rattus norvegicus
3.5.1.4 tetradecyl 2-aminoacetate 84% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 tetradecylamine
-
 Rattus norvegicus
3.5.1.4 tridecyl 2-aminoacetate 89% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 tridecyl 3-aminopropanoate 27% inhibition at 0.1 mM Rattus norvegicus
3.5.1.4 undecylamine
-
 Rattus norvegicus
3.5.1.60 2-(dodecyloxy)ethan-1-amine 40% remaining activity Rattus norvegicus
3.5.1.60 2-(hexadecyloxy)ethan-1-amine 91% remaining activity Rattus norvegicus
3.5.1.60 2-(tetradecyloxy)ethan-1-amine 48% remaining activity Rattus norvegicus
3.5.1.60 2-aminoethyl decanoate 89% remaining activity Rattus norvegicus
3.5.1.60 2-aminoethyl dodecanoate 74% remaining activity Rattus norvegicus
3.5.1.60 2-aminoethyl hexadecanoate 50% remaining activity Rattus norvegicus
3.5.1.60 2-aminoethyl tetradecanoate 46% remaining activity Rattus norvegicus
3.5.1.60 3-(dodecyloxy)propan-1-amine 73% remaining activity Rattus norvegicus
3.5.1.60 3-(hexadecyloxy)propan-1-amine 84% remaining activity Rattus norvegicus
3.5.1.60 3-(tetradecyloxy)propan-1-amine 71% remaining activity Rattus norvegicus
3.5.1.60 3-aminopropyl decanoate 55% remaining activity Rattus norvegicus
3.5.1.60 3-aminopropyl dodecanoate 63% remaining activity Rattus norvegicus
3.5.1.60 3-aminopropyl hexadecanoate 48% remaining activity Rattus norvegicus
3.5.1.60 3-aminopropyl tetradecanoate 46% remaining activity Rattus norvegicus
3.5.1.60 dodecyl 2-aminoacetate 34% remaining activity Rattus norvegicus
3.5.1.60 dodecyl 3-aminopropanoate 51% remaining activity Rattus norvegicus
3.5.1.60 hexadecyl 2-aminoacetate 71% remaining activity Rattus norvegicus
3.5.1.60 hexadecylamine
-
 Rattus norvegicus
3.5.1.60 additional information amines with an alkyl chain of suitable length and lipophilic amines exhibit potent inhibition of the enzyme. No inhibition by N-pentadecylcyclohexanecarboxamide Rattus norvegicus
3.5.1.60 pentadecyl 2-aminoacetate 42% remaining activity Rattus norvegicus
3.5.1.60 pentadecylamine
-
 Rattus norvegicus
3.5.1.60 tetradecyl 2-aminoacetate 16% remaining activity Rattus norvegicus
3.5.1.60 tetradecyl 3-aminopropanoate 30% remaining activity Rattus norvegicus
3.5.1.60 tetradecylamine
-
 Rattus norvegicus
3.5.1.60 tridecyl 2-aminoacetate 11% remaining activity Rattus norvegicus
3.5.1.60 tridecyl 3-aminopropanoate 29% remaining activity Rattus norvegicus
3.5.1.60 undecylamine
-
 Rattus norvegicus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.5.1.60 N-arachidonoylethanolamine + H2O Rattus norvegicus
-
 arachidic acid + ethanolamine
-
 ?
3.5.1.60 N-arachidonoylethanolamine + H2O Rattus norvegicus Wistar/ST
-
 arachidic acid + ethanolamine
-
 ?
3.5.1.60 palmitoylethanolamide + H2O Rattus norvegicus
-
 palmitic acid + ethanolamine
-
 ?
3.5.1.60 palmitoylethanolamide + H2O Rattus norvegicus Wistar/ST
-
 palmitic acid + ethanolamine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.4 Rattus norvegicus
-
-
-
3.5.1.60 Rattus norvegicus Q5KTC7
-
-
3.5.1.60 Rattus norvegicus Wistar/ST Q5KTC7
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.5.1.4 lung
-
 Rattus norvegicus
-
3.5.1.60 lung
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.4 palmitoylethanolamide + H2O
-
 Rattus norvegicus palmitic acid + ethanolamine
-
 ?
3.5.1.60 N-arachidonoylethanolamine + H2O
-
 Rattus norvegicus arachidic acid + ethanolamine
-
 ?
3.5.1.60 N-arachidonoylethanolamine + H2O
-
 Rattus norvegicus Wistar/ST arachidic acid + ethanolamine
-
 ?
3.5.1.60 palmitoylethanolamide + H2O
-
 Rattus norvegicus palmitic acid + ethanolamine
-
 ?
3.5.1.60 palmitoylethanolamide + H2O
-
 Rattus norvegicus Wistar/ST palmitic acid + ethanolamine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.5.1.4 N-acylethanolamine-hydrolyzing acid amidase
-
 Rattus norvegicus
3.5.1.4 NAAA
-
 Rattus norvegicus
3.5.1.4 NAE-hydrolyzing acid amidase
-
 Rattus norvegicus
3.5.1.60 N-acylethanolamine-hydrolyzing acid amidase
-
 Rattus norvegicus
3.5.1.60 NAAA
-
 Rattus norvegicus
3.5.1.60 NAE-hydrolyzing acid amidase
-
 Rattus norvegicus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.5.1.4 37
-
 assay at Rattus norvegicus
3.5.1.60 37
-
 assay at Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.5.1.4 5
-
 assay at Rattus norvegicus
3.5.1.60 5
-
 assay at Rattus norvegicus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.5.1.60 0.0057
-
 pentadecylamine pH 5.0, 37°C Rattus norvegicus
3.5.1.60 0.0118
-
 tridecyl 2-aminoacetate pH 5.0, 37°C Rattus norvegicus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.5.1.4 0.0075
-
 pH 5.0, 37°C Rattus norvegicus pentadecylamine
3.5.1.4 0.0118
-
 pH 5.0, 37°C Rattus norvegicus tridecyl 2-aminoacetate
3.5.1.60 0.0057
-
 pH 5.0 37°C Rattus norvegicus pentadecylamine