Page last updated: 2024-12-10

n-acetylglucosamine thiazoline

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Description

N-acetylglucosamine thiazoline: an analog of the oxazolinium bicyclic intermediate leading from N-acetylglucosamine to 1,6-anhydro-N-acetylmuramic acid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5289024
CHEMBL ID257158
SCHEMBL ID1904292
MeSH IDM0469224

Synonyms (28)

Synonym
3ar,5r,6s,7r,7ar-5-hydroxymethyl-2-methyl-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d]thiazole-6,7-diol
n-acetyl-glucosamine thiazoline
DB03747
1HP5
nag-thiazoline
1,2-dideoxy-2'-methyl-alpha-d-glucopyranoso-[2,1-d]-delta2'-thiazoline
2EPN
CHEMBL257158 ,
n-acetylglucosamine thiazoline
(3ar,5r,6s,7r,7ar)-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d][1,3]thiazole-6,7-diol
bdbm50327038
(3ar,5r,6s,7r,7ar)-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d]thiazole-6,7-diol
(3ar,5r,6s,7r,7ar)-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydropyrano[3,2-d]thiazole-6,7-diol
SCHEMBL1904292
1NP0
5h-pyrano(3,2-d)thiazole-6,7-diol, 3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-2-methyl-, (3ar,5r,6s,7r,7ar)-
unii-ml5fhl557a
ml5fhl557a ,
179030-22-9
2W92
AKOS024259174
3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-2-methyl-(3ar,5r,6s,7r,7ar)-5h-pyrano[3,2-d]thiazole-6,7-diol
(3ar,5r,6s,7r,7ar)-6,7-dihydroxy-5-hydroxymethyl-2-methyl-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d]thiazole
Q27284100
A847905
5h-pyrano[3,2-d]thiazole-6,7-diol, 3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-2-methyl-, (3ar,5r,6s,7r,7ar)-
CS-0201150
HY-139431
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Beta-n-acetylhexosaminidaseStreptomyces plicatusKi0.28000.28000.28000.2800AID977610
Chain A, N-acetyl-beta-D-glucosaminidaseStreptococcus gordoniiKi0.06000.06000.06000.0600AID977610
Protein O-GlcNAcaseHomo sapiens (human)Ki0.08670.00040.08510.5400AID1533276; AID331673; AID515842
Beta-hexosaminidase subunit alphaHomo sapiens (human)Ki0.27000.27000.73501.2000AID748369
Beta-hexosaminidase subunit betaHomo sapiens (human)Ki90.16000.19000.55501.2000AID1533277; AID331672; AID748368
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, ENDO-BETA-N-ACETYLGLUCOSAMINIDASE DStreptococcus pneumoniae TIGR4Kd28.000028.000028.000028.0000AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (35)

Processvia Protein(s)Taxonomy
N-acetylglucosamine metabolic processProtein O-GlcNAcaseHomo sapiens (human)
protein O-linked glycosylationProtein O-GlcNAcaseHomo sapiens (human)
glycoprotein catabolic processProtein O-GlcNAcaseHomo sapiens (human)
protein deglycosylationProtein O-GlcNAcaseHomo sapiens (human)
glycoprotein metabolic processProtein O-GlcNAcaseHomo sapiens (human)
skeletal system developmentBeta-hexosaminidase subunit alphaHomo sapiens (human)
carbohydrate metabolic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
glycosaminoglycan biosynthetic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
ganglioside catabolic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
lysosome organizationBeta-hexosaminidase subunit alphaHomo sapiens (human)
sensory perception of soundBeta-hexosaminidase subunit alphaHomo sapiens (human)
adult walking behaviorBeta-hexosaminidase subunit alphaHomo sapiens (human)
lipid storageBeta-hexosaminidase subunit alphaHomo sapiens (human)
sexual reproductionBeta-hexosaminidase subunit alphaHomo sapiens (human)
glycosaminoglycan metabolic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
dermatan sulfate catabolic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
hyaluronan catabolic processBeta-hexosaminidase subunit alphaHomo sapiens (human)
myelinationBeta-hexosaminidase subunit alphaHomo sapiens (human)
cell morphogenesis involved in neuron differentiationBeta-hexosaminidase subunit alphaHomo sapiens (human)
neuromuscular process controlling postureBeta-hexosaminidase subunit alphaHomo sapiens (human)
neuromuscular process controlling balanceBeta-hexosaminidase subunit alphaHomo sapiens (human)
maintenance of location in cellBeta-hexosaminidase subunit alphaHomo sapiens (human)
skeletal system developmentBeta-hexosaminidase subunit betaHomo sapiens (human)
ganglioside catabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
intracellular calcium ion homeostasisBeta-hexosaminidase subunit betaHomo sapiens (human)
lysosome organizationBeta-hexosaminidase subunit betaHomo sapiens (human)
single fertilizationBeta-hexosaminidase subunit betaHomo sapiens (human)
penetration of zona pellucidaBeta-hexosaminidase subunit betaHomo sapiens (human)
sensory perception of soundBeta-hexosaminidase subunit betaHomo sapiens (human)
locomotory behaviorBeta-hexosaminidase subunit betaHomo sapiens (human)
male courtship behaviorBeta-hexosaminidase subunit betaHomo sapiens (human)
regulation of cell shapeBeta-hexosaminidase subunit betaHomo sapiens (human)
phospholipid biosynthetic processBeta-hexosaminidase subunit betaHomo sapiens (human)
oligosaccharide catabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
lipid storageBeta-hexosaminidase subunit betaHomo sapiens (human)
glycosaminoglycan metabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
chondroitin sulfate catabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
dermatan sulfate catabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
hyaluronan catabolic processBeta-hexosaminidase subunit betaHomo sapiens (human)
myelinationBeta-hexosaminidase subunit betaHomo sapiens (human)
astrocyte cell migrationBeta-hexosaminidase subunit betaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIBeta-hexosaminidase subunit betaHomo sapiens (human)
oogenesisBeta-hexosaminidase subunit betaHomo sapiens (human)
neuromuscular process controlling balanceBeta-hexosaminidase subunit betaHomo sapiens (human)
maintenance of location in cellBeta-hexosaminidase subunit betaHomo sapiens (human)
neuron cellular homeostasisBeta-hexosaminidase subunit betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
hyalurononglucosaminidase activityProtein O-GlcNAcaseHomo sapiens (human)
identical protein bindingProtein O-GlcNAcaseHomo sapiens (human)
[protein]-3-O-(N-acetyl-D-glucosaminyl)-L-serine/L-threonine O-N-acetyl-alpha-D-glucosaminase activityProtein O-GlcNAcaseHomo sapiens (human)
beta-N-acetylglucosaminidase activityProtein O-GlcNAcaseHomo sapiens (human)
beta-N-acetylhexosaminidase activityBeta-hexosaminidase subunit alphaHomo sapiens (human)
protein bindingBeta-hexosaminidase subunit alphaHomo sapiens (human)
acetylglucosaminyltransferase activityBeta-hexosaminidase subunit alphaHomo sapiens (human)
protein heterodimerization activityBeta-hexosaminidase subunit alphaHomo sapiens (human)
N-acetyl-beta-D-galactosaminidase activityBeta-hexosaminidase subunit alphaHomo sapiens (human)
beta-N-acetylhexosaminidase activityBeta-hexosaminidase subunit betaHomo sapiens (human)
protein bindingBeta-hexosaminidase subunit betaHomo sapiens (human)
acetylglucosaminyltransferase activityBeta-hexosaminidase subunit betaHomo sapiens (human)
identical protein bindingBeta-hexosaminidase subunit betaHomo sapiens (human)
N-acetyl-beta-D-galactosaminidase activityBeta-hexosaminidase subunit betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
nucleusProtein O-GlcNAcaseHomo sapiens (human)
cytosolProtein O-GlcNAcaseHomo sapiens (human)
membraneProtein O-GlcNAcaseHomo sapiens (human)
cytosolBeta-hexosaminidase subunit alphaHomo sapiens (human)
membraneBeta-hexosaminidase subunit alphaHomo sapiens (human)
azurophil granuleBeta-hexosaminidase subunit alphaHomo sapiens (human)
lysosomal lumenBeta-hexosaminidase subunit alphaHomo sapiens (human)
intracellular membrane-bounded organelleBeta-hexosaminidase subunit alphaHomo sapiens (human)
extracellular exosomeBeta-hexosaminidase subunit alphaHomo sapiens (human)
beta-N-acetylhexosaminidase complexBeta-hexosaminidase subunit alphaHomo sapiens (human)
lysosomeBeta-hexosaminidase subunit alphaHomo sapiens (human)
membraneBeta-hexosaminidase subunit alphaHomo sapiens (human)
acrosomal vesicleBeta-hexosaminidase subunit betaHomo sapiens (human)
extracellular regionBeta-hexosaminidase subunit betaHomo sapiens (human)
membraneBeta-hexosaminidase subunit betaHomo sapiens (human)
azurophil granule lumenBeta-hexosaminidase subunit betaHomo sapiens (human)
azurophil granuleBeta-hexosaminidase subunit betaHomo sapiens (human)
lysosomal lumenBeta-hexosaminidase subunit betaHomo sapiens (human)
cortical granuleBeta-hexosaminidase subunit betaHomo sapiens (human)
extracellular exosomeBeta-hexosaminidase subunit betaHomo sapiens (human)
beta-N-acetylhexosaminidase complexBeta-hexosaminidase subunit betaHomo sapiens (human)
lysosomeBeta-hexosaminidase subunit betaHomo sapiens (human)
membraneBeta-hexosaminidase subunit betaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (51)

Assay IDTitleYearJournalArticle
AID356788Pharmacological chaperone effect on beta Hex A beta-T150P/P417L mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356794Pharmacological chaperone effect on beta Hex A beta-G353R/IVS12-26G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID1533278Selectivity ratio of Ki for human HexB to Ki for recombinant human OGA expressed in Escherichia coli BL21 (DE3)2018ACS medicinal chemistry letters, Dec-13, Volume: 9, Issue:12
Modification of the Thioglycosyl-Naphthalimides as Potent and Selective Human O-GlcNAcase Inhibitors.
AID515847Activation of PDK12010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356816Pharmacological chaperone effect on beta Hex A beta-C137Y/C137Y mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356796Pharmacological chaperone effect on beta Hex A beta-P417L/delta16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356818Pharmacological chaperone effect on beta Hex A beta-T150P/P417L mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID1172854Inhibition of Talaromyces flavus beta-N-acetylhexosaminidase GH20 using p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucosaminide substrate at pH 7.0 and 25 degC2014Bioorganic & medicinal chemistry letters, Nov-15, Volume: 24, Issue:22
Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline.
AID731640Binding affinity to human placental beta hexosaminidase2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
Pharmacological chaperones as therapeutics for lysosomal storage diseases.
AID515850Inhibition of human placental lysosomal hexosaminidase A at 5 uM2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356804Pharmacological chaperone effect on beta Hex A beta-P504S/delta16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID515842Inhibition of human O-GlcNAcase after 5 mins by Lineweaver-Burke plot analysis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID515848Activation of AKT2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356812Pharmacological chaperone effect on beta Hex A alpha G269S/IV6 + 1G>A mutant in fibroblasts from Tay-Sachs disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID1172855Inhibition of Streptomyces plicatus beta-N-acetylhexosaminidase GH20 using p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucosaminide substrate at pH 7.0 and 25 degC2014Bioorganic & medicinal chemistry letters, Nov-15, Volume: 24, Issue:22
Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline.
AID515845Induction of hyper-O-GlcNAc-ylation in human HeLa cells assessed as increase of O-GlcNAc level at 40 uM after 48 hrs Western blotting2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356779Activation of beta Hex A alpha IVS9 + 1G>A/IVS8-7G>A mutant isolated from Tay-Sachs disease patient assessed as increase in HEX A activity at 300 ug/ml relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356815Activation of on beta Hex A beta R505Q/delta-16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356790Pharmacological chaperone effect on beta Hex A beta-T150P/P417L mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID331671Inhibition of Streptomyces plicatus N-acetyl-hexosaminidase2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
N-Acetylhexosaminidase inhibitory properties of C-1 homologated GlcNAc- and GalNAc-thiazolines.
AID356817Pharmacological chaperone effect on beta Hex A beta G353R/IVS12-26G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID1172856Inhibition of Bacteroides thetaiotaomicron beta-N-acetylglucosaminidase GH84 using p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucosaminide substrate at pH 7.0 and 25 degC2014Bioorganic & medicinal chemistry letters, Nov-15, Volume: 24, Issue:22
Inhibition of microbial β-N-acetylhexosaminidases by 4-deoxy- and galacto-analogues of NAG-thiazoline.
AID748369Competitive inhibition of human beta-N-acetyl-D-hexosaminidase-A using 4-Methylumbelliferyl N-acetyl-beta-D-glucosaminide as substrate assessed as release of 4-Methylumbelliferyl fluorophore measured for 7 mins2013ACS medicinal chemistry letters, Jun-13, Volume: 4, Issue:6
Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-N-Acetyl-d-hexosaminidase.
AID356792Pharmacological chaperone effect on beta Hex A beta-G353R/IVS12-26G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID515851Inhibition of human placental lysosomal hexosaminidase B at 5 uM2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356811Pharmacological chaperone effect on beta Hex A alpha G269S/c.1278ins TACT mutant in fibroblasts from Tay-Sachs disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356784Pharmacological chaperone effect on beta Hex A beta-C137Y/C137Y mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356806Pharmacological chaperone effect on beta Hex A beta-P504S/delta16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356800Pharmacological chaperone effect on beta Hex A beta-R505Q/IVS11 + 5G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID515844Induction of hyper-O-GlcNAc-ylation in human HT-29 cells assessed as increase of O-GlcNAc level at 40 uM after 48 hrs Western blotting2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356798Pharmacological chaperone effect on beta Hex A beta-P417L/delta16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID1533276Inhibition of recombinant human OGA expressed in Escherichia coli BL21 (DE3) using varying levels of pNP-beta-GlcNAc as substrate by Lineweaver-burk plot analysis2018ACS medicinal chemistry letters, Dec-13, Volume: 9, Issue:12
Modification of the Thioglycosyl-Naphthalimides as Potent and Selective Human O-GlcNAcase Inhibitors.
AID331673Inhibition of human OGA2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
N-Acetylhexosaminidase inhibitory properties of C-1 homologated GlcNAc- and GalNAc-thiazolines.
AID356820Pharmacological chaperone effect on beta Hex A beta P504S/delta16kb mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356802Pharmacological chaperone effect on beta Hex A beta-R505Q/IVS11 + 5G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID331672Inhibition of human beta hexosaminidase2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
N-Acetylhexosaminidase inhibitory properties of C-1 homologated GlcNAc- and GalNAc-thiazolines.
AID731639Induction of beta hexosaminidase activity in fibroblasts derived from TSD patient at 250 uM after 4 to 6 days by fluorescence assay relative to control2013Journal of medicinal chemistry, Apr-11, Volume: 56, Issue:7
Pharmacological chaperones as therapeutics for lysosomal storage diseases.
AID356814Activation of on beta Hex A beta R505Q/IVS11 + 5G>A mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID515846Inhibition of insulin-induced GLUT4 translocation into plasma membrane of mouse differentiated 3T3L1 cells at 40 uM after 16 hrs by Western blotting relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID1533277Inhibition of human HexB2018ACS medicinal chemistry letters, Dec-13, Volume: 9, Issue:12
Modification of the Thioglycosyl-Naphthalimides as Potent and Selective Human O-GlcNAcase Inhibitors.
AID356786Pharmacological chaperone effect on beta Hex A beta-C137Y/C137Y mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX S activity at 300 mg/ml by immunoselection assay relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID748368Competitive inhibition of human beta-N-acetyl-D-hexosaminidase-B using 4-Methylumbelliferyl N-acetyl-beta-D-glucosaminide as substrate assessed as release of 4-Methylumbelliferyl fluorophore measured for 7 mins2013ACS medicinal chemistry letters, Jun-13, Volume: 4, Issue:6
Development of Unsymmetrical Dyads As Potent Noncarbohydrate-Based Inhibitors against Human β-N-Acetyl-d-hexosaminidase.
AID515849Effect on GLUT4 level in mouse differentiated 3T3L1 cells2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID356778Activation of beta Hex A alpha G269S/c.1278insTACT mutant isolated from Tay-Sachs disease patient assessed as increase in HEX A activity at 300 ug/ml relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID356819Pharmacological chaperone effect on beta Hex A beta delta16kb/P417L mutant in fibroblasts from Sandhoff disease patient assessed as increase in HEX A activity relative to control2007The Journal of biological chemistry, Mar-23, Volume: 282, Issue:12
Pyrimethamine as a potential pharmacological chaperone for late-onset forms of GM2 gangliosidosis.
AID515843Competitive inhibition of Streptomyces plicatus hexosaminidase2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
OGA inhibition by GlcNAc-selenazoline.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2008Bioorganic & medicinal chemistry letters, May-01, Volume: 18, Issue:9
N-Acetylhexosaminidase inhibitory properties of C-1 homologated GlcNAc- and GalNAc-thiazolines.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2009The Journal of biological chemistry, Apr-24, Volume: 284, Issue:17
Streptococcus pneumoniae endohexosaminidase D, structural and mechanistic insight into substrate-assisted catalysis in family 85 glycoside hydrolases.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2008Journal of molecular biology, Mar-14, Volume: 377, Issue:1
Structure of N-acetyl-beta-D-glucosaminidase (GcnA) from the endocarditis pathogen Streptococcus gordonii and its complex with the mechanism-based inhibitor NAG-thiazoline.
AID1811Experimentally measured binding affinity data derived from PDB2001The Journal of biological chemistry, Mar-30, Volume: 276, Issue:13
Crystallographic evidence for substrate-assisted catalysis in a bacterial beta-hexosaminidase.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2001The Journal of biological chemistry, Mar-30, Volume: 276, Issue:13
Crystallographic evidence for substrate-assisted catalysis in a bacterial beta-hexosaminidase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (27)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's13 (48.15)29.6817
2010's12 (44.44)24.3611
2020's2 (7.41)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.11

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.11 (24.57)
Research Supply Index3.33 (2.92)
Research Growth Index4.44 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.11)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (7.41%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other25 (92.59%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]