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Sigma-Aldrich

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:
76330-20-6
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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 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
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