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Documentos

11631

Sigma-Aldrich

D-Glucosamine 3-sulfate

≥98.0% (TLC)

Sinónimos:

GlcN-3S

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About This Item

Fórmula empírica (notación de Hill):
C6H13NO8S
Número de CAS:
76330-20-6
Peso molecular:
259.23
MDL number:
MFCD01862217
UNSPSC Code:
12352201
PubChem Substance ID:
329749519
NACRES:
NA.25

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)

Certificados de análisis (COA)

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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 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
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 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
A Naggi et al.
Carbohydrate research, 336(4), 283-290 (2001-12-01)
In the framework of a project aimed at generating heparin-like sulfation patterns and biological activities in biotechnological glycosaminoglycans, different approaches have been considered for simulating the alpha(1-->4)-linked 2-O-sulfated L-iduronic acid (IdoA2SO(3))-->N,6-O-sulfated D-glucosamine (GlcNSO(3)6SO(3)) disaccharide sequences prevalent in mammalian heparins. Since
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