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

BRENDA support

Literature summary for 3.2.1.52 extracted from

  • Rountree, J.S.; Butters, T.D.; Wormald, M.R.; Boomkamp, S.D.; Dwek, R.A.; Asano, N.; Ikeda, K.; Evinson, E.L.; Nash, R.J.; Fleet, G.W.
    Design, synthesis, and biological evaluation of enantiomeric beta-N-acetylhexosaminidase inhibitors LABNAc and DABNAc as potential agents against Tay-Sachs and Sandhoff disease (2009), ChemMedChem, 4, 378-392.
    View publication on PubMed
Search for more literature for 3.2.1.52

Activating Compound

Activating Compound Comment Organism Structure
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol enhancement of beta-N-acetylhexosaminidase B activity at higher concentrations of inhibitor, whereas beta-N-acetylhexosaminidase A and/or beta-N-acetylhexosaminidase S activity are increased at much lower concentrations Homo sapiens

Application

Application Comment Organism
medicine 2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol, N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol, and N-butyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol are potent and selective inhibitors of beta-N-acetylhexosaminidase and may be useful as therapeutic agents for treating adult Tay-Sachs and Sandhoff diseases Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol poor inhibitor Bos taurus
2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol poor inhibitor Canavalia sp.
2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Bos taurus
2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol noncompetitive inhibitor Canavalia sp.
2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol potent noncompetitive inhibitor Homo sapiens
2-acetamido-1,2-dideoxy-1,5-imino-D-glucitol competitive inhibitor Homo sapiens
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol potent inhibitor Bos taurus
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol competitive inhibitor Canavalia sp.
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol weak competitive inhibitor Homo sapiens
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Bos taurus
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol noncompetitive inhibitor Canavalia sp.
N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol potent noncompetitive inhibitor, inhibits human placenta beta-N-acetylhexosaminidase 2.5fold better than DNJ-NAc 13 Homo sapiens
N-butyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Canavalia sp.

Organism

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

Source Tissue

Source Tissue Comment Organism Textmining
kidney
-
 Bos taurus
-
additional information GM3461 cell line Homo sapiens
-
placenta
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-methylumbelliferyl-beta-N-acetylglucosamine + H2O
-
 Homo sapiens 4-methylumbelliferol + N-acetyl-D-glucosamine
-
 ?
4-methylumbelliferyl-beta-N-acetylglucosamine-6-sulfate + H2O
-
 Homo sapiens 4-methylumbelliferol + N-acetyl-D-glucosamine-6-sulfate
-
 ?

Synonyms

Synonyms Comment Organism
beta-N-acetylhexosaminidase A
-
 Homo sapiens
beta-Nacetylhexosaminidase S
-
 Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000095
-
 2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Bos taurus
0.00028
-
 N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Bos taurus
0.0037
-
 N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Homo sapiens
0.0095
-
 2-acetamido-1,2-dideoxy-1,5-imino-D-glucitol
-
 Homo sapiens
0.015
-
 2-acetamido-1,2,4-trideoxy-1,4-imino-L-arabinitol
-
 Homo sapiens
0.0169
-
 N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol
-
 Bos taurus
0.104
-
 2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol
-
 Bos taurus
0.18
-
 N-benzyl-2-acetamido-1,2,4-trideoxy-1,4-imino-D-arabinitol
-
 Homo sapiens