11631
D-Glucosamine 3-sulfate
≥98.0% (TLC)
Synonym(s):
GlcN-3S
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About This Item
Empirical Formula (Hill Notation):
C6H13NO8S
CAS Number:
Molecular Weight:
259.23
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
Product Name
D-Glucosamine 3-sulfate, ≥98.0% (TLC)
InChI
1S/C6H13NO8S/c7-3-5(15-16(11,12)13)4(9)2(1-8)14-6(3)10/h2-6,8-10H,1,7H2,(H,11,12,13)/t2-,3-,4-,5-,6?/m1/s1
SMILES string
N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1OS(O)(=O)=O
InChI key
UZUBNIPDAIVWIE-IVMDWMLBSA-N
assay
≥98.0% (TLC)
form
powder
optical activity
[α]/D 55.0±2.0
technique(s)
thin layer chromatography (TLC): suitable
storage temp.
−20°C
Quality Level
Application
D-Glucosamine 3-sulfate (GlcN-3S) may be used as a reference in analytical analysis of the components of heparin sulfate.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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H Tsuda et al.
The Journal of biological chemistry, 271(18), 10495-10502 (1996-05-03)
Porcine intestinal heparin was extensively digested with Flavobacterium heparinase and size-fractionated by gel chromatography. Subfractionation of the hexasaccharide fraction by anion exchange high pressure liquid chromatography yielded 10 fractions. Six contained oligosaccharides derived from the repeating disaccharide region, whereas four
Alessandro Parra et al.
Glycobiology, 22(2), 248-257 (2011-09-22)
Glycosaminoglycans were extracted from both young rabbit growth plate (GRP) and articular (ART) cartilage tissues and enzymatically treated to selectively eliminate chondroitin sulfates and hyaluronic acid. The procedure avoided any fractionation step that could enrich the extract with over- or
U Lindahl et al.
Proceedings of the National Academy of Sciences of the United States of America, 77(11), 6551-6555 (1980-11-01)
An octasaccharide with high affinity for antithrombin was isolated after partial deaminative cleavage of heparin with nitrous acid. After conversion of the 2,5-anhydro-D-mannose end group to anhydro[1-3H]mannitol, labeled pentasaccharide was released from the octasaccharide by periodate-alkali treatment. Incubation of the
A S Edge et al.
The Journal of biological chemistry, 265(26), 15874-15881 (1990-09-15)
Fragmentation of the heparan sulfate chains from bovine glomerular basement membrane (GBM) by hydrazine/nitrous acid treatment followed by NaB3H4-reduction yielded a mixture of six sulfated disaccharides containing D-glucuronic (GlcUA) or L-iduronic acid (IdUA) and terminating in 2,5-anhydro[3H]mannitol (AnManH2), in addition
H G Garg et al.
Biochemical and biophysical research communications, 224(2), 468-473 (1996-07-16)
Heparin macromolecules inhibit vascular remodeling associated with hypoxic pulmonary hypertension. Heparin's antiproliferative effect on smooth muscle cells, based on studies of synthetic pentasaccharide fragments, has been attributed to 3-O-sulfate on the internal glucosamine. To determine the role of 3-O-sulfation in
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