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Literature summary for 3.5.1.60 extracted from

  • Petracca, R.; Romeo, E.; Baggelaar, M.P.; Artola, M.; Pontis, S.; Ponzano, S.; Overkleeft, H.S.; van der Stelt, M.; Piomelli, D.
    Novel activity-based probes for N-acylethanolamine acid amidase (2017), Chem. Commun. (Camb.), 53, 11810-11813 .
    View publication on PubMed
Search for more literature for 3.5.1.60

Application

Application Comment Organism
drug development the cysteine hydrolase, N-acylethanolamine acid amidase (NAAA) is a promising target for analgesic and anti-inflammatory drugs Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
gene NAAA, recombinant overexpression in HEK-293 cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-hydroxy-N-pentadecyl-2-phenylacetamide a covalent beta-lactam Homo sapiens
2,5-dihydroxy-N-pentadecylbenzamide a non-covalent inhibitor Homo sapiens
4-cyclohexylbutyl [(3S)-2-oxoazetidin-3-yl]carbamate a serine-derived beta-lactam CC-ABP, competitive Homo sapiens
4-cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate
-
 Homo sapiens
5-(4-(4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)butyl)-1H-1,2,3-triazol-1-yl)pentyl ((2S,3S)-2-methyl-1-(4-(methylsulfonyl)phenoxy)-4-oxoazetidin-3-yl)carbamate a N-O-substituted beta-lactam BODIPY-ABP, almost complete inhibition of enzyme NAAA Homo sapiens
5-(norbornan-2-ylmethoxy)pentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate a norbornene-derived beta-lactam Homo sapiens
5-azidopentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate an azide-beta-lactam Homo sapiens
additional information development of two unprecedented NAAA-reactive activity-based probes as research tools for application in the discovery of inhibitors and for the in-depth characterization of NAAA in its cellular environment. Assay with lysosome-enriched extracts from hNAAA-overexpressing HEK-293 cells Homo sapiens
N-pentadecylpyridine-4-carboxamide a covalent beta-lactam Homo sapiens
tert-butyl ((2S,3S)-2-methyl-1-(4-(methylsulfonyl)phenoxy)-4-oxoazetidin-3-yl)carbamate
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
lysosome
-
 Homo sapiens 5764
-

Organism

Organism UniProt Comment Textmining
Homo sapiens Q02083
-
-

Source Tissue

Source Tissue Comment Organism Textmining
HEK-293 cell
-
 Homo sapiens
-

Synonyms

Synonyms Comment Organism
hNAAA
-
 Homo sapiens
N-acylethanolamine acid amidase
-
 Homo sapiens
NAAA
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000006
-
 pH 7.4, 37°C Homo sapiens (2S)-2-hydroxy-N-pentadecyl-2-phenylacetamide
0.00006
-
 pH 7.4, 37°C Homo sapiens 5-(norbornan-2-ylmethoxy)pentyl N-[(2S,3S)-2-methyl-1-(4-methylsulfonylphenoxy)-4-oxo-azetidin-3-yl]carbamate
0.000073
-
 pH 7.4, 37°C Homo sapiens 4-cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate
0.00023
-
 pH 7.4, 37°C Homo sapiens 2,5-dihydroxy-N-pentadecylbenzamide
0.00035
-
 pH 7.4, 37°C Homo sapiens 5-(4-(4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)butyl)-1H-1,2,3-triazol-1-yl)pentyl ((2S,3S)-2-methyl-1-(4-(methylsulfonyl)phenoxy)-4-oxoazetidin-3-yl)carbamate
0.0004
-
 pH 7.4, 37°C Homo sapiens N-pentadecylpyridine-4-carboxamide