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11631

Sigma-Aldrich

D-Glucosamine 3-sulfate

≥98.0% (TLC)

Synonyme(s) :

GlcN-3S

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About This Item

Formule empirique (notation de Hill):
C6H13NO8S
Numéro CAS:
76330-20-6
Poids moléculaire :
259.23
Numéro MDL:
MFCD01862217
Code UNSPSC :
12352201
ID de substance PubChem :
329749519
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

≥98.0% (TLC)

Forme

powder

Activité optique

[α]/D 55.0±2.0

Technique(s)

thin layer chromatography (TLC): suitable

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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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