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C3920

Sigma-Aldrich

Chondroitin disaccharide Δdi-0S sodium salt

≥95% (HPLC)

Synonym(s):

α-ΔUA-[1→3]-GalNAc

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About This Item

Linear Formula:
C14H20NO11Na
CAS Number:
136132-69-9
Molecular Weight:
401.30
MDL number:
MFCD00133173
UNSPSC Code:
12352201
PubChem Substance ID:
24892657
NACRES:
NA.25

Assay

≥95% (HPLC)

form

powder

color

white

solubility

H2O: soluble 10 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Na].CC(=O)NC(C=O)C(OC1OC(=CC(O)C1O)C(O)=O)C(O)C(O)CO

InChI

1S/C14H21NO11.Na.H/c1-5(18)15-6(3-16)12(10(21)8(20)4-17)26-14-11(22)7(19)2-9(25-14)13(23)24;;/h2-3,6-8,10-12,14,17,19-22H,4H2,1H3,(H,15,18)(H,23,24);;

InChI key

SDRQEYWJTBWGNE-UHFFFAOYSA-N

General description

Chondroitin, a glucosaminoglycan (GAG), is a polysaccharide chain of alternating units of N-acetylgalactosamine (GalNAc) and glucuronic acid (GlcA) that can be sulfated on the either or both GalNAc and GlcA units. Chondroitin and its sulfates are frequently attached to proteins to form proteoglycans.

Application

Chondroitin disaccharide Δdi-0S may be used as a substrate for the identification and characterization of enzymes such as Clostridium perfringens unsaturated glucuronyl hydrolase. Chondroitin disaccharide Δdi-0S may be used as a reference compound in the analysis of chondroitin disaccharide sulfates.

Other Notes

ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GalNAc = N-acetyl-D-galactosamine
To gain a comprehensive understanding of our extensive range of Polysaccharides 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

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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Yusuke Nakamichi et al.
The Journal of biological chemistry, 286(8), 6262-6271 (2010-12-15)
Pathogenic Streptococcus agalactiae produces polysaccharide lyases and unsaturated glucuronyl hydrolase (UGL), which are prerequisite for complete degradation of mammalian extracellular matrices, including glycosaminoglycans such as chondroitin and hyaluronan. Unlike the Bacillus enzyme, streptococcal UGLs prefer sulfated glycosaminoglycans. Here, we show
Glucosamine and chondroitin sulfate.
Miller KL, Clegg DO.
Rheumatic Diseases Clinics of North America, 23(1), 103-118 (2011)
The role of chondroitin sulfate proteoglycans in regeneration and plasticity in the central nervous system.
Galtrey CM, Fawcett JW.
Brain Research. Brain Research Reviews, 54, 1-18 (2007)
Kemal Solakyildirim et al.
Analytical biochemistry, 397(1), 24-28 (2009-09-23)
Chondroitin sulfate (CS) has an important role in cell division, in the central nervous system, and in joint-related pathologies such as osteoarthritis. Due to the complex chemical structure and biological importance of CS, simple, sensitive, high resolution, and robust analytical
J C F Kwok et al.
The international journal of biochemistry & cell biology, 44(4), 582-586 (2012-01-24)
Chondroitin sulfate is a glycosaminoglycan composed of N-acetylgalactosamine and glucuronic acid. It attaches to a core protein to form chondroitin sulfate proteoglycan (CSPG). Being a major component of the brain extracellular matrix, CSPGs are involved in neural development, axon pathfinding
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