| SKU | Size | Availability | Price | Qty |
|---|---|---|---|---|
| D465260-25mg | 25mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $179.90 |
| Synonyms | 3-O-Sulfated glucosamine | SCHEMBL441599 | a-D-Glucopyranose,2-amino-2-deoxy-, 3-(hydrogen sulfate) | D-Glucose, 2-amino-2-deoxy-, 3-(hydrogen sulfate) | 2-Amino-2-deoxy-D-glucose 3-(hydrogen sulfate) | Glucosamine 3-O-sulfate | 2-Amino-2-deoxy-3-O-sulfoh |
|---|---|
| Specifications & Purity | ≥98%(TLC) |
| Storage Temp | Store at -20°C,Argon charged |
| Shipped In | Ice chest + Ice pads |
| Product Description | Description D-Glucosamine 3-sulfate (GlcN-3S) may be used as a reference in analytical analysis of the components of heparin sulfate. |
| IUPAC Name | [(2R,3R,4R,5R)-2-amino-4,5,6-trihydroxy-1-oxohexan-3-yl] hydrogen sulfate |
|---|---|
| INCHI | InChI=1S/C6H13NO8S/c7-3(1-8)6(15-16(12,13)14)5(11)4(10)2-9/h1,3-6,9-11H,2,7H2,(H,12,13,14)/t3-,4+,5+,6+/m0/s1 |
| InChi Key | GXYKBDAKQXPXFV-SLPGGIOYSA-N |
| Canonical SMILES | C(C(C(C(C(C=O)N)OS(=O)(=O)O)O)O)O |
| Isomeric SMILES | C([C@H]([C@H]([C@@H]([C@H](C=O)N)OS(=O)(=O)O)O)O)O |
| PubChem CID | 131149 |
| Molecular Weight | 259.23 |
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| Sensitivity | Moisture sensitive |
|---|
| 1. A S Edge,R G Spiro. (1990-09-15) Characterization of novel sequences containing 3-O-sulfated glucosamine in glomerular basement membrane heparan sulfate and localization of sulfated disaccharides to a peripheral domain.. The Journal of biological chemistry, 265 ((26)): (15874-15881). [PMID:2144291] |
| 2. H G Garg,P A Joseph,K Yoshida,B T Thompson,C A Hales. (1996-07-16) Antiproliferative role of 3-O-sulfate glucosamine in heparin on cultured pulmonary artery smooth muscle cells.. Biochemical and biophysical research communications, 224 ((2)): (468-473). [PMID:8702412] |
| 3. J Liu,N W Shworak,P Sinaÿ,J J Schwartz,L Zhang,L M Fritze,R D Rosenberg. (1999-02-13) Expression of heparan sulfate D-glucosaminyl 3-O-sulfotransferase isoforms reveals novel substrate specificities.. The Journal of biological chemistry, 274 ((8)): (5185-5192). [PMID:9988768] |
| 4. Hideo Mochizuki,Keiichi Yoshida,Masanori Gotoh,Shigemi Sugioka,Norihiro Kikuchi,Yeon-Dae Kwon,Akira Tawada,Kennichi Maeyama,Niro Inaba,Toru Hiruma,Koji Kimata,Hisashi Narimatsu. (2003-05-13) Characterization of a heparan sulfate 3-O-sulfotransferase-5, an enzyme synthesizing a tetrasulfated disaccharide.. The Journal of biological chemistry, 278 ((29)): (26780-26787). [PMID:12740361] |
| 5. Alessandro Parra,Noemi Veraldi,Manuela Locatelli,Milena Fini,Lucia Martini,Giangiacomo Torri,Luca Sangiorgi,Antonella Bisio. (2011-09-22) Heparin-like heparan sulfate from rabbit cartilage.. Glycobiology, 22 ((2)): (248-257). [PMID:21933839] |
| 6. Hsiao-Wen Chiu,Lan-Hui Li,Chih-Yu Hsieh,Yerra Koteswara Rao,Fang-Hsin Chen,Ann Chen,Shuk-Man Ka,Kuo-Feng Hua. (2019-04-05) Glucosamine inhibits IL-1β expression by preserving mitochondrial integrity and disrupting assembly of the NLRP3 inflammasome.. Scientific reports, 9 ((1)): (5603-5603). [PMID:30944389] |
| 7. U Lindahl,G Bäckström,L Thunberg,I G Leder. (1980-11-01) Evidence for a 3-O-sulfated D-glucosamine residue in the antithrombin-binding sequence of heparin.. Proceedings of the National Academy of Sciences of the United States of America, 77 ((11)): (6551-6555). [PMID:6935668] |
| 8. H Tsuda,S Yamada,Y Yamane,K Yoshida,J J Hopwood,K Sugahara. (1996-05-03) Structures of five sulfated hexasaccharides prepared from porcine intestinal heparin using bacterial heparinase. Structural variants with apparent biosynthetic precursor-product relationships for the antithrombin III-binding site.. The Journal of biological chemistry, 271 ((18)): (10495-10502). [PMID:8631846] |
| 9. A Naggi,B De Cristofano,A Bisio,G Torri,B Casu. (2001-12-01) Generation of anti-factor Xa active, 3-O-sulfated glucosamine-rich sequences by controlled desulfation of oversulfated heparins.. Carbohydrate research, 336 ((4)): (283-290). [PMID:11728396] |
| 10. Boon Hooi Tan,Nafees Ahemad,Yan Pan,Uma Devi Palanisamy,Iekhsan Othman,Beow Chin Yiap,Chin Eng Ong. (2018-03-01) Cytochrome P450 2C9-natural antiarthritic interactions: Evaluation of inhibition magnitude and prediction from in vitro data.. Biopharmaceutics & drug disposition, 39 ((4)): (205-217). [PMID:29488228] |
