Page last updated: 2024-11-06

glucosamine 6-o-sulfate

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

Description

Glucosamine 6-O-sulfate is a naturally occurring sulfated derivative of glucosamine. It is a major component of cartilage and is thought to play a role in maintaining cartilage health. Glucosamine 6-O-sulfate is synthesized from glucosamine by the enzyme glucosamine 6-O-sulfotransferase. Glucosamine 6-O-sulfate is a substrate for the enzyme chondroitin sulfate synthase, which is involved in the biosynthesis of chondroitin sulfate, a major component of cartilage. Glucosamine 6-O-sulfate is also known to interact with other molecules involved in cartilage metabolism. Research on glucosamine 6-O-sulfate has focused on its potential role in the treatment of osteoarthritis. Glucosamine 6-O-sulfate has been shown to inhibit cartilage degradation and stimulate cartilage repair in animal models. It has also been studied for its effects on pain and inflammation in patients with osteoarthritis. Glucosamine 6-O-sulfate is a promising therapeutic target for the treatment of osteoarthritis and other cartilage disorders. The importance of this compound lies in its potential to alleviate osteoarthritis symptoms and improve cartilage health.'

beta-D-glucosamine 6-sulfate : A 6-O-sulfo-D-glucosamine in which the anomeric centre has beta-configuration. [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 CID72361
CHEMBL ID1162001
CHEBI ID133343
SCHEMBL ID18775379
MeSH IDM0135666

Synonyms (20)

Synonym
2-amino-2-deoxy-6-o-sulfo-beta-d-glucopyranose
glucosamine 6-o-sulphate
beta-d-glucosamine 6-o-sulfate
glucosamine 6-sulphate
2-amino-2-deoxy-d-glucose 6-sulfate
glucosamine 6-o-sulfate
CHEBI:133343
beta-d-glucosamine 6-sulfate
d-glucosamine-6-sulphate
2-amino-2-deoxy-d-glucose 6-sulphate
6-o-sulfo-beta-d-glucosamine
glcn-6s
2-amino-2-deoxy-beta-d-glucopyranose 6-sulfate
[(2r,3s,4r,5r,6r)-5-amino-3,4,6-trihydroxyoxan-2-yl]methyl hydrogen sulfate
glucosamine 6-sulfate
CHEMBL1162001
d-glucosamine-6-o-sulphate
{[(2r,3s,4r,5r,6r)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid
SCHEMBL18775379
beta-glucosamine-6-sulfate
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
6-O-sulfo-D-glucosamineThe monosaccharide sulfate formed by sulfating D-glucosamine at O(6).
[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]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID1709593Modulation of human amyloid beta (1 to 42) supramolecular organization assessed as reduction in 6E10 epitope binding site structure at 1 mM measured for 1 to 5 days by Western blot analysis2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298840Increase in alkaline phosphatase activity in human MG63 cells at 5 ug/mL after 24 hrs2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID298846Reduction of lipopolysaccharide stimulated PGE2 synthesis in mouse RAW 264.7 cells at 10 ug/mL2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709591Modulation of human amyloid beta (1 to 42) supramolecular assembly assessed as elongation of amyloid beta42 fibrils at <50 mM measured for 10 days by ThT dye based fluorescence spectrophotometry2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709599Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in AChE activity at 1 mM incubated for 1 day2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709600Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in insulin resistance by measuring reduction in Abeta-42-induced IRS1 phosphorylation at Ser612 residue at 1 mM incubated for 1 hr by immunoblot 2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709598Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as inhibition of Abeta42-induced disruption of cell membrane by measuring reduction in Ca2+ influx at 1 mM incubated for 24 hrs by Calcein-AM dye based scanni2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709606Modulation of human amyloid beta (1 to 42) supramolecular organization at 0.4 mM by dynamic light scattering based analysis2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709604Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in inflammation by measuring decrease in Abeta-42-induced ANXA1 expression at 1 mM incubated for 1 hr in presence of insulin by immunoblot analys2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298843Increase of collagen synthesis in human MG63 cells after 7 days2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709595Cytotoxicity against human SH-SY5Y cells assessed as reduction in cell viability at 1 mM measured after 1 day by alamar blue assay2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709605Modulation of human amyloid beta (1 to 42) supramolecular organization assessed as reduction in amount of cytotoxic Abeta42 oligomers at 1 mM measured for 1 to 5 days by Western blot analysis2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298850Increase of mineralization in human MG63 cells after 7 days2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID298841Increase in alkaline phosphatase activity in human MG63 cells at 1000 ug/mL after 24 hrs2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709596Neuroprotective activity against Abeta-42-induced cytotoxicity in human SH-SY5Y cells assessed as increase in cell viability at 1 mM measured upto 5 days by alamar blue assay2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709602Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in inflammation by measuring decrease in Abeta-42-induced ANXA1 expression at 1 mM incubated for 1 hr by immunoblot analysis2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709597Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as inhibition of Abeta42-induced disruption of cell membrane by measuring reduction in Ca2+ influx at 1 mM incubated for 24 hrs by Fluo-3AM dye based scanning2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298839Cytotoxicity against human MG63 cells up to 1000 ug/ml after 48 hrs by MTT assay2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709594Modulation of human amyloid beta (1 to 42) supramolecular organization assessed as reduction in antiparallel beta-sheets characteristic of cytotoxic Abeta42 aggregates at 1 mM measured for 5 days by CD spectrometry2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298842Effect on osteocalcin secretion in human MG63 cells after 4 days2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID298845Reduction of lipopolysaccharide stimulated IL1-beta synthesis in mouse RAW 264.7 cells2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID298844Inhibition of lipopolysaccharide stimulated TNFalpha synthesis in mouse RAW 264.7 cells2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709607Modulation of human amyloid beta (1 to 42) supramolecular organization assessed as prevalence of Abeta42 fibrils with parallel beta-sheets at 16 mM incubated for 5 days by ATR-FITR analysis2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298848Increase of collagen synthesis in human MG63 cells at 10 ug/mL relative to glucosamine2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
AID1709603Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in insulin resistance by measuring reduction in Abeta-42-induced IRS1 phosphorylation at Ser612 residue at 1 mM incubated for 1 hr in presence of2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709601Modulation of amyloid beta (1 to 42) supramolecular organization in human SH-SY5Y cells assessed as reduction in insulin resistance by measuring increase in AKT1 phosphorylation phosphorylation at Ser473 residue at 1 mM incubated for 1 hr by immunoblot an2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID1709592Modulation of human amyloid beta (1 to 42) supramolecular assembly assessed as elongation of amyloidbeta42 fibrils at 50 mM measured for 10 days by ThT dye based fluorescence spectrophotometry2021ACS medicinal chemistry letters, Apr-08, Volume: 12, Issue:4
Glucosamine and Its Analogues as Modulators of Amyloid-β Toxicity.
AID298849Increase in alkaline phosphatase activity in human MG63 cells after 24 hrs2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Glucosamine sulfate promotes osteoblastic differentiation of MG-63 cells via anti-inflammatory effect.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (20.00)18.7374
1990's1 (10.00)18.2507
2000's3 (30.00)29.6817
2010's3 (30.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.42

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 Index12.42 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.82 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]