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Literature summary for 3.2.1.52 extracted from

  • Li, H.; Marcelo, F.; Bello, C.; Vogel, P.; Butters, T.D.; Rauter, A.P.; Zhang, Y.; Sollogoub, M.; Bleriot, Y.
    Design and synthesis of acetamido tri- and tetra-hydroxyazepanes: potent and selective beta-N-acetylhexosaminidase inhibitors (2009), Bioorg. Med. Chem., 17, 5598-5604.
    View publication on PubMed
Search for more literature for 3.2.1.52

Inhibitors

Inhibitors Comment Organism Structure
(3R,4R,5R,6S),N-(4,5,6-trihydroxyazepan-3-yl)-acetamide 68% inhibition at 1 mM Bos taurus
(3R,4R,5R,6S)-N-(4,5,6-trihydroxy-azepan-3-yl)-acetamide 93% inhibition at 1 mM Canavalia sp.
(3R,4S,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 99% inhibition at 1 mM Bos taurus
(3R,4S,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 98% inhibition at 1 mM Canavalia sp.
(3S,4R,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 93% inhibition at 1 mM Bos taurus
(3S,4R,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 98% inhibition at 1 mM Canavalia sp.
(3S,4R,5R,6R,7R),N-(4,5,6-trihydroxy-7-hydroxymethyl-azepan-3-yl)-acetamide 74% inhibition at 1 mM Bos taurus
(3S,4R,5R,6R,7R),N-(4,5,6-trihydroxy-7-hydroxymethyl-azepan-3-yl)-acetamide 88% inhibition at 1 mM Canavalia sp.
(3S,4R,5R,6R,7S),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 99% inhibition at 1 mM Bos taurus
(3S,4R,5R,6R,7S),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 100% inhibition at 1 mM Canavalia sp.
(3S,4R,5R,6S),N-(4,5,6-trihydroxyazepan-3-yl)-acetamide 99% inhibition at 1 mM Bos taurus
additional information design and synthesis of acetamido tri- and tetra-hydroxyazepanes as potent and selective beta-N-acetylhexosaminidase inhibitors Bos taurus
additional information design and synthesis of acetamido tri- and tetra-hydroxyazepanes as potent and selective beta-N-acetylhexosaminidase inhibitors Canavalia sp.
N-(3R,4S,5R,6R,7S)-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 40% inhibition at 1 mM Bos taurus
N-(3R,4S,5R,6R,7S)-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide 91% inhibition at 1 mM Canavalia sp.
N-[(3S,4R,5R,6S)-4,5,6-trihydroxyazepan-3-yl]acetamide
-
 Bos taurus
N-[(3S,4R,5R,6S)-4,5,6-trihydroxyazepan-3-yl]acetamide 99% inhibition at 1 mM Canavalia sp.

Localization

Localization Comment Organism GeneOntology No. Textmining
lysosome
-
 Bos taurus 5764
-
lysosome
-
 Canavalia sp. 5764
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Bos taurus N-acetyl-beta-hexosaminidases catalyze the hydrolysis of nonreducing terminal N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine units in glycoproteins, GM2-gangliosides and glycosaminoglycans including chondroitin 4-sulfate, chondroitin 6-sulfate, hyaluronic acid, keratan sulfate and dermatan sulfate ?
-
 ?
additional information Canavalia sp. N-acetyl-beta-hexosaminidases catalyze the hydrolysis of nonreducing terminal N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine units in glycoproteins, GM2-gangliosides and glycosaminoglycans including chondroitin 4-sulfate, chondroitin 6-sulfate, hyaluronic acid, keratan sulfate and dermatan sulfate ?
-
 ?

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-
Canavalia sp.
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Bos taurus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information N-acetyl-beta-hexosaminidases catalyze the hydrolysis of nonreducing terminal N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine units in glycoproteins, GM2-gangliosides and glycosaminoglycans including chondroitin 4-sulfate, chondroitin 6-sulfate, hyaluronic acid, keratan sulfate and dermatan sulfate Bos taurus ?
-
 ?
additional information N-acetyl-beta-hexosaminidases catalyze the hydrolysis of nonreducing terminal N-acetyl-beta-D-glucosamine and N-acetyl-beta-D-galactosamine units in glycoproteins, GM2-gangliosides and glycosaminoglycans including chondroitin 4-sulfate, chondroitin 6-sulfate, hyaluronic acid, keratan sulfate and dermatan sulfate Canavalia sp. ?
-
 ?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00005
-
 (3S,4R,5R,6R,7S),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Canavalia sp.
0.0004
-
 N-[(3S,4R,5R,6S)-4,5,6-trihydroxyazepan-3-yl]acetamide
-
 Canavalia sp.
0.0004
-
 (3S,4R,5R,6R,7S),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Bos taurus
0.0005
-
 (3R,4S,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Canavalia sp.
0.0006
-
 (3R,4S,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Bos taurus
0.0007
-
 N-[(3S,4R,5R,6S)-4,5,6-trihydroxyazepan-3-yl]acetamide
-
 Bos taurus
0.003
-
 (3S,4R,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Canavalia sp.
0.0089
-
 N-(3R,4S,5R,6R,7S)-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Canavalia sp.
0.026
-
 (3S,4R,5R,6R,7R),N-(3,5,6-trihydroxy-7-hydroxymethyl-azepan-4-yl)-acetamide
-
 Bos taurus
0.03
-
 (3S,4R,5R,6R,7R),N-(4,5,6-trihydroxy-7-hydroxymethyl-azepan-3-yl)-acetamide
-
 Canavalia sp.