Page last updated: 2024-12-07

methyl beta-galactoside

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Methyl beta-galactoside (MBG) is a synthetic sugar analog that acts as a competitive inhibitor of the enzyme beta-galactosidase. This enzyme is crucial for the breakdown of lactose, the sugar found in milk. MBG resembles lactose in structure, but it cannot be broken down by the enzyme. MBG is often used in research to study the activity and regulation of beta-galactosidase. It's also been explored as a potential treatment for lactose intolerance, though this application is not yet widely established.'

methyl beta-galactoside: RN given refers to (beta-D)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methyl galactoside : A methyl glycoside in which the H of the OH group on C-1 of galactose is replaced by a methyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

methyl beta-D-galactoside : A beta-D-galactopyranoside having a methyl substituent at the anomeric position. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID94214
CHEMBL ID442951
CHEBI ID17540
SCHEMBL ID767166
MeSH IDM0099048

Synonyms (60)

Synonym
methyl beta-galactoside
beta-d-galactopyranose methyl glycoside
galbetaome
CHEBI:17540 ,
nsc-33685
methyl .beta.-d-galactopyranoside
methyl galactoside
methylgalactoside
methyl-beta-galactose
1824-94-8
methyl beta-d-galactopyranoside
C03619
methyl beta-d-galactoside
methyl-beta-d-galactopyranoside
DB04046
1-o-methyl-beta-d-galactopyranoside
b-methyl-d-galactoside
METHYL-BETA-D-GALACTOSIDE ,
ACD4127C-D741-4B7A-B3CC-2C3D0728C8E4
bdbm50243888
CHEMBL442951 ,
M1035
(2r,3r,4s,5r,6r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
galactopyranoside, methyl, beta-d-
methyl beta-d-galactopyranoside, methyl, beta-d-
einecs 217-361-7
methyl beta-galactoside (van)
nsc 33685
64ryd088rj ,
unii-64ryd088rj
S3343
EPITOPE ID:150067
AKOS015902573
methyl .beta.-d-galactoside
.beta.-methylgalactose
methyl -d-galactopyranoside
2VMD
HOVAGTYPODGVJG-VOQCIKJUSA-N
SCHEMBL767166
(2r,3r,4s,5r,6r)-2-(hydroxymethyl)-6-methoxytetrahydro-2h-pyran-3,4,5-triol
mfcd00064357
4-ethynylphenyl boronic acid
(2r,3r,4s,5r,6r)-2-(hydroxymethyl)-6-methoxy-oxane-3,4,5-triol
(2r,3r,4s,5r,6r)-2-methoxy-6-methylol-tetrahydropyran-3,4,5-triol
methyl beta-galactopyranoside
methyl-beta-galactose; methyl beta-d-galactoside; methyl d-galactoside; methyl galactoside
HY-128737
Q27094900
DTXSID901017001
methyl-ss-d-galactopyranoside
FS-4332
A12172
methyl-b-d-galactopyranoside
beta-d-galactopyranoside, methyl
CS-0102524
A880887
methyl- beta -d-galactopyranoside
b-d-galactopyranoside,methyl
methyl ss-d-galactoside
methyl-ss--d-galactopyranoside

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" KNPS was found non-toxic toward human lymphocyte up to the dosage of 100 μg/ml."( Structural elucidation and biological studies of a novel exopolysaccaride from Klebsiella pneumoniae PB12.
Chakraborty, R; Chattopadhyay, S; Islam, SS; Maity, P; Mandal, AK; Roy, S; Sen, IK, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
methyl D-galactoside
beta-D-galactosideAny D-galactoside having beta-configuration at its anomeric centre.
monosaccharide derivativeA carbohydrate derivative that is formally obtained from a monosaccharide.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (11)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[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, Discoidin-2Dictyostelium discoideum AX2Kd950.0000950.00001,050.00001,150.0000AID977611
Chain A, Discoidin-2Dictyostelium discoideum AX2Kd950.0000950.00001,050.00001,150.0000AID977611
Galectin-8Homo sapiens (human)Kd12,785.71432.30002.30002.3000AID1181397; AID1541792; AID1541793; AID1766489; AID1766490; AID1772855; AID513983
Galectin-3Homo sapiens (human)Kd4,357.14290.15000.22000.2900AID1181395; AID1541788; AID1576032; AID1766485; AID1772857; AID343834; AID513981
PA-I galactophilic lectinPseudomonas aeruginosa PAO1Kd70.00000.07100.07100.0710AID1171655
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (87)

Processvia Protein(s)Taxonomy
regulation of interleukin-4 productionGalectin-9Homo sapiens (human)
regulation of interleukin-5 productionGalectin-9Homo sapiens (human)
toll-like receptor 2 signaling pathwayGalectin-9Homo sapiens (human)
toll-like receptor 4 signaling pathwayGalectin-9Homo sapiens (human)
mature conventional dendritic cell differentiationGalectin-9Homo sapiens (human)
regulation of p38MAPK cascadeGalectin-9Homo sapiens (human)
natural killer cell tolerance inductionGalectin-9Homo sapiens (human)
chemotaxisGalectin-9Homo sapiens (human)
inflammatory responseGalectin-9Homo sapiens (human)
female pregnancyGalectin-9Homo sapiens (human)
positive regulation of gene expressionGalectin-9Homo sapiens (human)
negative regulation of gene expressionGalectin-9Homo sapiens (human)
response to lipopolysaccharideGalectin-9Homo sapiens (human)
negative regulation of chemokine productionGalectin-9Homo sapiens (human)
negative regulation of type II interferon productionGalectin-9Homo sapiens (human)
negative regulation of tumor necrosis factor productionGalectin-9Homo sapiens (human)
positive regulation of type II interferon productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-1 beta productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-10 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-12 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-13 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-4 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-6 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-8 productionGalectin-9Homo sapiens (human)
positive regulation of tumor necrosis factor productionGalectin-9Homo sapiens (human)
positive regulation of CD4-positive, CD25-positive, alpha-beta regulatory T cell differentiation involved in immune responseGalectin-9Homo sapiens (human)
p38MAPK cascadeGalectin-9Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionGalectin-9Homo sapiens (human)
negative regulation of mast cell degranulationGalectin-9Homo sapiens (human)
negative regulation of natural killer cell mediated cytotoxicityGalectin-9Homo sapiens (human)
negative regulation of activated T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of viral entry into host cellGalectin-9Homo sapiens (human)
positive regulation of NF-kappaB transcription factor activityGalectin-9Homo sapiens (human)
maternal process involved in female pregnancyGalectin-9Homo sapiens (human)
positive regulation of activated T cell autonomous cell deathGalectin-9Homo sapiens (human)
ERK1 and ERK2 cascadeGalectin-9Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeGalectin-9Homo sapiens (human)
response to interleukin-1Galectin-9Homo sapiens (human)
cellular response to type II interferonGalectin-9Homo sapiens (human)
positive regulation of transforming growth factor beta productionGalectin-9Homo sapiens (human)
positive regulation of monocyte chemotactic protein-1 productionGalectin-9Homo sapiens (human)
cellular response to virusGalectin-9Homo sapiens (human)
positive regulation of non-canonical NF-kappaB signal transductionGalectin-9Homo sapiens (human)
positive regulation of dendritic cell chemotaxisGalectin-9Homo sapiens (human)
negative regulation of CD4-positive, alpha-beta T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of CD4-positive, alpha-beta T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of dendritic cell apoptotic processGalectin-9Homo sapiens (human)
positive regulation of T cell activation via T cell receptor contact with antigen bound to MHC molecule on antigen presenting cellGalectin-9Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-9Homo sapiens (human)
positive regulation of cysteine-type endopeptidase activity involved in apoptotic signaling pathwayGalectin-9Homo sapiens (human)
cellular response to virusGalectin-8Homo sapiens (human)
xenophagyGalectin-8Homo sapiens (human)
lymphatic endothelial cell migrationGalectin-8Homo sapiens (human)
T cell homeostasisGalectin-2Homo sapiens (human)
positive regulation of apoptotic processGalectin-2Homo sapiens (human)
positive regulation of inflammatory responseGalectin-2Homo sapiens (human)
cell-cell adhesionGalectin-2Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-1Homo sapiens (human)
plasma cell differentiationGalectin-1Homo sapiens (human)
apoptotic processGalectin-1Homo sapiens (human)
T cell costimulationGalectin-1Homo sapiens (human)
regulation of apoptotic processGalectin-1Homo sapiens (human)
positive regulation of apoptotic processGalectin-1Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionGalectin-1Homo sapiens (human)
myoblast differentiationGalectin-1Homo sapiens (human)
positive regulation of viral entry into host cellGalectin-1Homo sapiens (human)
positive regulation of inflammatory responseGalectin-1Homo sapiens (human)
cell-cell adhesionGalectin-1Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-3Homo sapiens (human)
monocyte chemotaxisGalectin-3Homo sapiens (human)
mRNA processingGalectin-3Homo sapiens (human)
RNA splicingGalectin-3Homo sapiens (human)
neutrophil chemotaxisGalectin-3Homo sapiens (human)
epithelial cell differentiationGalectin-3Homo sapiens (human)
positive regulation of protein-containing complex assemblyGalectin-3Homo sapiens (human)
regulation of T cell proliferationGalectin-3Homo sapiens (human)
innate immune responseGalectin-3Homo sapiens (human)
negative regulation of endocytosisGalectin-3Homo sapiens (human)
eosinophil chemotaxisGalectin-3Homo sapiens (human)
macrophage chemotaxisGalectin-3Homo sapiens (human)
negative regulation of T cell receptor signaling pathwayGalectin-3Homo sapiens (human)
positive chemotaxisGalectin-3Homo sapiens (human)
regulation of T cell apoptotic processGalectin-3Homo sapiens (human)
mononuclear cell migrationGalectin-3Homo sapiens (human)
positive regulation of mononuclear cell migrationGalectin-3Homo sapiens (human)
positive regulation of calcium ion importGalectin-3Homo sapiens (human)
regulation of extrinsic apoptotic signaling pathway via death domain receptorsGalectin-3Homo sapiens (human)
positive regulation of protein localization to plasma membraneGalectin-3Homo sapiens (human)
negative regulation of protein tyrosine phosphatase activityGalectin-3Homo sapiens (human)
negative regulation of immunological synapse formationGalectin-3Homo sapiens (human)
negative regulation of T cell activation via T cell receptor contact with antigen bound to MHC molecule on antigen presenting cellGalectin-3Homo sapiens (human)
negative regulation of extrinsic apoptotic signaling pathwayGalectin-3Homo sapiens (human)
apoptotic processGalectin-7Homo sapiens (human)
heterophilic cell-cell adhesion via plasma membrane cell adhesion moleculesGalectin-7Homo sapiens (human)
antibacterial peptide biosynthetic processGalectin-4Homo sapiens (human)
cell adhesionGalectin-4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
galactose bindingGalectin-9Homo sapiens (human)
enzyme bindingGalectin-9Homo sapiens (human)
carbohydrate bindingGalectin-9Homo sapiens (human)
disaccharide bindingGalectin-9Homo sapiens (human)
galactoside bindingGalectin-9Homo sapiens (human)
integrin bindingGalectin-8Homo sapiens (human)
protein bindingGalectin-8Homo sapiens (human)
carbohydrate bindingGalectin-8Homo sapiens (human)
protein bindingGalectin-2Homo sapiens (human)
galactoside bindingGalectin-2Homo sapiens (human)
carbohydrate bindingGalectin-2Homo sapiens (human)
RNA bindingGalectin-1Homo sapiens (human)
protein bindingGalectin-1Homo sapiens (human)
laminin bindingGalectin-1Homo sapiens (human)
lactose bindingGalectin-1Homo sapiens (human)
RNA bindingGalectin-3Homo sapiens (human)
protein phosphatase inhibitor activityGalectin-3Homo sapiens (human)
protein bindingGalectin-3Homo sapiens (human)
IgE bindingGalectin-3Homo sapiens (human)
protein phosphatase bindingGalectin-3Homo sapiens (human)
carbohydrate bindingGalectin-3Homo sapiens (human)
chemoattractant activityGalectin-3Homo sapiens (human)
laminin bindingGalectin-3Homo sapiens (human)
molecular condensate scaffold activityGalectin-3Homo sapiens (human)
disaccharide bindingGalectin-3Homo sapiens (human)
protein bindingGalectin-7Homo sapiens (human)
carbohydrate bindingGalectin-7Homo sapiens (human)
protein bindingGalectin-4Homo sapiens (human)
galactoside bindingGalectin-4Homo sapiens (human)
carbohydrate bindingGalectin-4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
extracellular spaceGalectin-9Homo sapiens (human)
nucleusGalectin-9Homo sapiens (human)
cytoplasmGalectin-9Homo sapiens (human)
cytosolGalectin-9Homo sapiens (human)
collagen-containing extracellular matrixGalectin-9Homo sapiens (human)
nucleusGalectin-9Homo sapiens (human)
cytosolGalectin-9Homo sapiens (human)
extracellular spaceGalectin-8Homo sapiens (human)
cytoplasmGalectin-8Homo sapiens (human)
cytosolGalectin-8Homo sapiens (human)
membraneGalectin-8Homo sapiens (human)
cytoplasmic vesicleGalectin-8Homo sapiens (human)
cytoplasmGalectin-8Homo sapiens (human)
galectin complexGalectin-2Homo sapiens (human)
collagen-containing extracellular matrixGalectin-1Homo sapiens (human)
extracellular regionGalectin-1Homo sapiens (human)
extracellular spaceGalectin-1Homo sapiens (human)
cytoplasmGalectin-1Homo sapiens (human)
endoplasmic reticulum lumenGalectin-1Homo sapiens (human)
cytosolGalectin-1Homo sapiens (human)
collagen-containing extracellular matrixGalectin-1Homo sapiens (human)
extracellular exosomeGalectin-1Homo sapiens (human)
galectin complexGalectin-1Homo sapiens (human)
extracellular spaceGalectin-1Homo sapiens (human)
collagen-containing extracellular matrixGalectin-3Homo sapiens (human)
immunological synapseGalectin-3Homo sapiens (human)
extracellular regionGalectin-3Homo sapiens (human)
extracellular spaceGalectin-3Homo sapiens (human)
nucleusGalectin-3Homo sapiens (human)
nucleoplasmGalectin-3Homo sapiens (human)
cytoplasmGalectin-3Homo sapiens (human)
mitochondrial inner membraneGalectin-3Homo sapiens (human)
cytosolGalectin-3Homo sapiens (human)
plasma membraneGalectin-3Homo sapiens (human)
cell surfaceGalectin-3Homo sapiens (human)
membraneGalectin-3Homo sapiens (human)
secretory granule membraneGalectin-3Homo sapiens (human)
collagen-containing extracellular matrixGalectin-3Homo sapiens (human)
extracellular exosomeGalectin-3Homo sapiens (human)
ficolin-1-rich granule membraneGalectin-3Homo sapiens (human)
spliceosomal complexGalectin-3Homo sapiens (human)
cytoplasmGalectin-3Homo sapiens (human)
immunological synapseGalectin-3Homo sapiens (human)
nucleusGalectin-3Homo sapiens (human)
extracellular spaceGalectin-3Homo sapiens (human)
extracellular spaceGalectin-7Homo sapiens (human)
nucleusGalectin-7Homo sapiens (human)
cytoplasmGalectin-7Homo sapiens (human)
extracellular exosomeGalectin-7Homo sapiens (human)
extracellular spaceGalectin-4Homo sapiens (human)
cytosolGalectin-4Homo sapiens (human)
plasma membraneGalectin-4Homo sapiens (human)
collagen-containing extracellular matrixGalectin-4Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (70)

Assay IDTitleYearJournalArticle
AID1541787Binding affinity at recombinant human Galectin 2 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1766489Binding affinity to human galectin-8 N terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1766486Binding affinity to human galectin-4 N terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1766495Selectivity for human galectin-8N over human galectin-12021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1766512Selectivity for human galectin-8N over human galectin-8 C terminal domain2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1171678Antimicrobial activity Pseudomonas aeruginosa PAO1 infected C57BL6/J mouse lung injury model assessed as effect on alveolar-capillary permeability using 1 mM compound pre-treated bacteria for infection2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1171656Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 at 6 to 5000 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1171658Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 expressing deltalecB mutant at 6 to 5000 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1541786Binding affinity at recombinant human Galectin 1 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1171668Inhibition of deltalecA mutant expressing Pseudomonas aeruginosa PAO1 adhesion to human A549 cells <250 uM2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1541791Binding affinity at recombinant human Galectin 7 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1171665Inhibition of Pseudomonas aeruginosa PAO1 adhesion to human A549 cells 25 to 2500 uM2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1181394Antagonist activity against human galectin 1 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1766514Selectivity for human galectin-8N over human galectin-9 C terminal domain2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1772857Binding affinity to human galactin-3 assessed as dissociation constant by competitive fluorescence polarization assay2021European journal of medicinal chemistry, Nov-05, Volume: 223Benzimidazole-galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimisation.
AID1373942Substrate activity at Escherichia coli Heptosyltransferase I assessed as ADP release at 100 uM using phospho(enol)pyruvate and NADH by pyruvate kinase and LDH based ADP/NADH coupling assay2018Bioorganic & medicinal chemistry letters, 02-15, Volume: 28, Issue:4
Synthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A.
AID1181397Antagonist activity against human galectin 8 N-terminal domain by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1766490Binding affinity to human galectin-8 C terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID343835Binding affinity to human galectin4N by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID513983Binding affinity to human galectin 8 N-terminal domain at 20 degC by competitive fluorescence polarization assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.
AID343838Binding affinity to human galectin9N by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID1181395Antagonist activity against human galectin 3 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1576032Displacement of (3,3'-dideoxy-3-[4-(fluorescein-5-yl-carbonylaminomethyl)-1H-1,2,3-triazol-1-yl]-3'-(3,5-di-methoxybenzamido)-1,1'-sulfanediyl-di-beta-D-galactopyranoside) fluorescent probe from human recombinant galectin-3 expressed in Escherichia coli B2019MedChemComm, Jun-01, Volume: 10, Issue:6
Aminopyrimidine-galactose hybrids are highly selective galectin-3 inhibitors.
AID1541795Binding affinity at recombinant human C-terminal Galectin 9 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1766485Binding affinity to human galectin-3 assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1541788Binding affinity at recombinant human Galectin 3 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1766491Binding affinity to human galectin-9 N terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1181398Antagonist activity against human galectin 9 N-terminal domain by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID73819The compound was evaluated for the inhibition of glycogen phosphorylase1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Prediction of ligand-receptor binding thermodynamics by free energy force field three-dimensional quantitative structure-activity relationship analysis: applications to a set of glucose analogue inhibitors of glycogen phosphorylase.
AID1809544Binding affinity to recombinant Pseudomonas aeruginosa LecA expressed in Escherichia coli assessed as change in enthalpy by isothermal titration calorimetry2021Journal of medicinal chemistry, 10-14, Volume: 64, Issue:19
Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as
AID343833Binding affinity to human galectin2 by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID1766483Binding affinity to human galectin-1 assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1809546Binding affinity to recombinant Pseudomonas aeruginosa LecA expressed in Escherichia coli assessed as change in entropy by isothermal titration calorimetry2021Journal of medicinal chemistry, 10-14, Volume: 64, Issue:19
Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as
AID1766484Binding affinity to human galectin-2 assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1766493Selectivity for human galectin-8N over human galectin-32021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1171662Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 assessed as number of aggregates per 100 uL of PBS cell solution at 100 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1766487Binding affinity to human galectin-4 C terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1809540Binding affinity to recombinant Pseudomonas aeruginosa LecA expressed in Escherichia coli assessed as dissociation constant by isothermal titration calorimetry2021Journal of medicinal chemistry, 10-14, Volume: 64, Issue:19
Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as
AID1884996Binding affinity to Pseudomonas aeruginosa LecA assessed as dissociation constant2022Journal of medicinal chemistry, 07-14, Volume: 65, Issue:13
Small Carbohydrate Derivatives as Potent Antibiofilm Agents.
AID1171677Antimicrobial activity Pseudomonas aeruginosa PAO1 infected C57BL6/J mouse lung injury model assessed as effect on alveolar-capillary permeability using 5 mM compound pre-treated bacteria for infection2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1171657Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 expressing deltalecA mutant at 6 to 5000 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1766492Binding affinity to human galectin-9 C terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1373943Inhibition of Escherichia coli Heptosyltransferase I assessed as reduction in ADP release at 1 mM using ODLA and ADP-heptose substrates in presence of phospho(enol)pyruvate and NADH by pyruvate kinase and LDH based ADP/NADH coupling assay2018Bioorganic & medicinal chemistry letters, 02-15, Volume: 28, Issue:4
Synthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A.
AID1766511Selectivity for human galectin-8N over human galectin-4 C terminal domain2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1171663Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 expressing deltalecA mutant assessed as number of aggregates per 100 uL of PBS cell solution at 100 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1171655Binding affinity to Pseudomonas aeruginosa LecA by ITC method2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID1181396Antagonist activity against human galectin 7 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1772855Binding affinity to human galactin-8 N terminal domain assessed as dissociation constant by competitive fluorescence polarization assay2021European journal of medicinal chemistry, Nov-05, Volume: 223Benzimidazole-galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimisation.
AID343834Binding affinity to human galectin3 by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID1541789Binding affinity at recombinant human N-terminal Galectin 4 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1766494Selectivity for human galectin-8N over human galectin-22021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1766488Binding affinity to human galectin-7 assessed as dissociation constant by competitive fluorescence polarization assay2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID513982Binding affinity to human galectin 7 at 4 degC by competitive fluorescence polarization assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.
AID1541792Binding affinity at recombinant human N-terminal Galectin 8 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID362216Binding affinity to galectin 32008Bioorganic & medicinal chemistry, Aug-15, Volume: 16, Issue:16
Synthesis of stable and selective inhibitors of human galectins-1 and -3.
AID1766513Selectivity for human galectin-8N over human galectin-9 N terminal domain2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1541793Binding affinity at recombinant human C-terminal Galectin 8 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID513981Binding affinity to human galectin 3 at 20 degC by competitive fluorescence polarization assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.
AID1576030Displacement of (3,3'-dideoxy-3-[4-(fluorescein-5-yl-carbonylaminomethyl)-1H-1,2,3-triazol-1-yl]-3'-(3,5-di-methoxybenzamido)-1,1'-sulfanediyl-di-beta-D-galactopyranoside) fluorescent probe from human galectin-1 by competitive fluorescence polarization as2019MedChemComm, Jun-01, Volume: 10, Issue:6
Aminopyrimidine-galactose hybrids are highly selective galectin-3 inhibitors.
AID1809542Binding affinity to recombinant Pseudomonas aeruginosa LecA expressed in Escherichia coli assessed as gibbs free energy change by isothermal titration calorimetry2021Journal of medicinal chemistry, 10-14, Volume: 64, Issue:19
Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as
AID1766510Selectivity for human galectin-8N over human galectin-4 N terminal domain2021ACS medicinal chemistry letters, Nov-11, Volume: 12, Issue:11
Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.
AID1541794Binding affinity at recombinant human N-terminal Galectin 9 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID1541790Binding affinity at recombinant human C-terminal Galectin 4 expressed in Escherichia coli BL21 incubated for 5 mins by fluorescence anisotropy assay
AID343836Binding affinity to human galectin4C by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID513984Binding affinity to human galectin 9 N-terminal domain at 20 degC by competitive fluorescence polarization assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.
AID73825Tested for inhibition constant against glycogen phosphorylase b1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
Comparative molecular field analysis using GRID force-field and GOLPE variable selection methods in a study of inhibitors of glycogen phosphorylase b.
AID1171664Induction of bacterial aggregation in Pseudomonas aeruginosa PAO1 expressing deltalecB mutant assessed as number of aggregates per 100 uL of PBS cell solution at 100 uM by optical microscopy2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID343837Binding affinity to human galectin8N by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jul-01, Volume: 18, Issue:13
Protein subtype-targeting through ligand epimerization: talose-selectivity of galectin-4 and galectin-8.
AID1171671Inhibition of biofilm formation of Pseudomonas aeruginosa PAO1 at 0.1 to 5 mM after 24 hrs by crystal violet staining2014Journal of medicinal chemistry, Dec-26, Volume: 57, Issue:24
Antiadhesive properties of glycoclusters against Pseudomonas aeruginosa lung infection.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2008Proteins, Oct, Volume: 73, Issue:1
Structure determination of Discoidin II from Dictyostelium discoideum and carbohydrate binding properties of the lectin domain.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (40)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (7.50)18.7374
1990's8 (20.00)18.2507
2000's15 (37.50)29.6817
2010's9 (22.50)24.3611
2020's5 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.41

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index26.41 (24.57)
Research Supply Index3.71 (2.92)
Research Growth Index4.91 (4.65)
Search Engine Demand Index26.69 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.41)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.50%)6.00%
Case Studies1 (2.50%)4.05%
Observational0 (0.00%)0.25%
Other38 (95.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]