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C5820

Sigma-Aldrich

Chondroitin disaccharide Δdi-UA-2S sodium salt

Synonym(s):

α-ΔUA-2S-[1→3]-GalNAc

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About This Item

Linear Formula:
C14H19NO14SNa2
CAS Number:
149368-04-7
Molecular Weight:
503.34
MDL number:
MFCD00153942
UNSPSC Code:
12352201
PubChem Substance ID:
24892809

biological source

synthetic

assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

storage temp.

−20°C

SMILES string

[Na].CC(=O)NC(C=O)C(OC1OC(=CC(O)C1OS(O)(=O)=O)C(O)=O)C(O)C(O)CO

InChI

1S/C14H21NO14S.Na.H/c1-5(18)15-6(3-16)11(10(21)8(20)4-17)28-14-12(29-30(24,25)26)7(19)2-9(27-14)13(22)23;;/h2-3,6-8,10-12,14,17,19-21H,4H2,1H3,(H,15,18)(H,22,23)(H,24,25,26);;

InChI key

RZWFDDVYBLJQSX-UHFFFAOYSA-N

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GalNAc = N-acetyl-D-galactosamine; 2S = 2-sulfate

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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)
Wen-Li Gu et al.
Sheng li ke xue jin zhan [Progress in physiology], 38(2), 101-105 (2007-07-18)
Chondroitin sulfate proteoglycans (CSPGs) are major components of extracellular matrix in the central nervous system (CNS) , and play important roles in the development and maintenance of CNS, as welt in pathogenesis or repair processes of neuronal damages. They mainly

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