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C3920

Sigma-Aldrich

Chondroitin disaccharide Δdi-0S sodium salt

≥95% (HPLC)

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Synonym(s):
α-ΔUA-[1→3]-GalNAc
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

Quality Level

200

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

Related Categories

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)
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
Yulin Li et al.
Chemical Society reviews, 41(6), 2193-2221 (2011-11-26)
Injectable hydrogels with biodegradability have in situ formability which in vitro/in vivo allows an effective and homogeneous encapsulation of drugs/cells, and convenient in vivo surgical operation in a minimally invasive way, causing smaller scar size and less pain for patients.
Juliane Salbach et al.
Journal of molecular medicine (Berlin, Germany), 90(6), 625-635 (2011-12-22)
To meet the growing need for tissue replacement materials for our aging population, the development of new adaptive biomaterials is essential. The tissues with the highest demand for implant materials are skin and bone. These tissues share various similarities, including
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