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Merck

C6737

Chondroitin sulfate sodium salt from bovine cartilage

98-102% (CPC, titration)

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About This Item

CAS Number:
9082-07-9
UNSPSC Code:
12352201
PubChem Substance ID:
24892886
NACRES:
NA.25

Product Name

Chondroitin sulfate sodium salt from bovine cartilage, 98-102% (CPC, titration)

InChI

1S/C14H23NO15S.Na/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22;/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26);/q;+1/p-1/t4-,5-,6-,7-,8+,9+,10-,11+,13-,14+;/m1./s1

InChI key

SHQAYVXGAAXVHV-GNAIRZFJSA-M

SMILES string

[Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](OS([O-])(=O)=O)[C@@H]1O[C@H]2O[C@@H]([C@H](O)[C@@H](O)[C@@H]2O)C(O)=O

biological source

bovine cartilage

grade

standard (for CPC (cetylpyridinium chloride) titration)

assay

98-102% (CPC, titration)

form

powder

optical activity

[α]20/D -30 to -20 °, c = 5% (w/v) in water

impurities

<10.0% water (Karl Fischer)

color

white to off-white

solubility

H2O: soluble 50 mg/mL, clear to hazy, colorless to faintly yellow

cation traces

Na: 7.4-8.8% (anhydrous)

storage temp.

2-8°C

Quality Level

200

Related Categories

Application

Chondroitin sulfate, a glucosaminoglycan (GAG) polysaccharide chain of alternating units of N-acetylgalactosamine (GalNAc) and glucuronic acid (GlcA), is used in a wide variety of areas of research including bioengineering. Chondroitin sulfate may be used as a biomaterial copolymer or surface derivatization reagent in the development of drug delivery vehicles, tissue engineering devices and bioscaffolds. Chondroitin sulfate may be used for the development of biocompatible structures such as hydrogels, sponges, biofilms, microspheres and micelles.

Biochem/physiol Actions

As a large, negatively charged, hydrophilic molecule that is too inflexible to fold into a compact globular structure, chondroitin sulfate molecules form porous hydrated gels, providing mechanical support to tissue and allowing rapid diffusion of water-soluble molecules and migration of cells.

Disclaimer

Store this product at 2-8°C.

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.

Other Notes

Chondroitin is an acidic mucopolysaccharide found in cartilage, skin, cornea, and umbilical cord. It is composed of alternating N-acetylgalactosamine, D-glucuronic acid, and sulfate residues in equimolar quantities that can be sulfated on either of its subunits. Sulfation can occur at the 6 and/or 4-position of the galactosamine moiety, with potential for any individual disaccharide unit to be 6-sulfated, 4-sulfated, 4,6-disulfated, or unsulfated.
To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Preparation Note

This product is soluble in water at 100 mg/mL.

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000338962
0000324780
0000324780
0000338962
SLCF6270

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Zhongming Liang et al.
Journal of pharmaceutical and biomedical analysis, 28(2), 245-249 (2002-04-04)
A photometric titration method was developed and validated to quantitate sodium chondroitin sulfate in raw materials and Cosequin DS chewable tablet(1). About 0.1% (w/v) cetylpyridinium chloride was used to titrate sodium chondroitin sulfate with photometric indication at wavelength 420 nm.
Determination of the chondroitin sulfate disaccharides in dog and horse plasma by HPLC using chondroitinase digestion, precolumn derivatization, and fluorescence detection.
Du J, Eddington N.
Analytical Biochemistry, 306, 252-258 (202)
Feng Wang et al.
Acta biomaterialia, 6(6), 1978-1991 (2009-12-17)
A family of injectable, rapid gelling and highly flexible hydrogel composites capable of releasing insulin-like growth factor (IGF-1) and delivering mesenchymal stromal cell (MSC) were developed. Hydrogel composites were fabricated from Type I collagen, chondroitin sulfate (CS) and a thermosensitive
Satoshi Uchida et al.
Journal of controlled release : official journal of the Controlled Release Society, 155(2), 296-302 (2011-05-17)
Nonviral polycation-based gene carriers (polyplexes) have attracted attention as safe and efficient gene delivery systems. Polyplex micelles comprised of poly(ethyleneglycol)-block-poly{N'-[N-(2-aminoethyl)-2-aminoethyl]aspartamide} (PEG-PAsp(DET)) and plasmid DNA (pDNA) have shown high transfection efficiency with low toxicity due to the pH-sensitive protonation behavior of
Maelene L Wong et al.
Acta biomaterialia, 9(5), 6492-6501 (2013-01-17)
The ability of residual antigens on decellularized tissue to elicit the immune response upon implantation motivates development of a more rigorous antigen removal (AR) process for xenogeneic scaffold generation. Antigen removal strategies promoting solubilization of hydrophilic proteins (predominantly cytoplasmic) enhance
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