This product can be dissolved in water to form a 0.25% solution. However, the specific saturation concentration information is not available. This product is indicated as not usable for in vitro cell experiments. Please check Section 3 - Use of Products on the Terms and Conditions webpage: https://www.sigmaaldrich.com/life-science/legal/terms-and-conditions#3
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
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
Pricing and availability is not currently available.
Recommended Products
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
SMILES string
N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1OS(O)(=O)=O
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
InChI key
UZUBNIPDAIVWIE-IVMDWMLBSA-N
Application
D-Glucosamine 3-sulfate (GlcN-3S) may be used as a reference in analytical analysis of the components of heparin sulfate.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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 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
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
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
Articles
Glycosaminoglycans are large linear polysaccharides constructed of repeating disaccharide units.
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