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H8892

Sigma-Aldrich

Heparin disaccharide I-H sodium salt

Synonym(s):

α-ΔUA-2S-[1→4]-GlcN-6S

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About This Item

Linear Formula:
C12H17NO16S2Na2
CAS Number:
Molecular Weight:
541.37
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Assay

~99% (HPLC)

form

solid

technique(s)

HPLC: suitable

color

white to faint yellow

storage temp.

−20°C

SMILES string

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

InChI

1S/C12H19NO16S2.3Na/c13-6-7(15)9(5(26-11(6)18)2-25-30(19,20)21)28-12-8(29-31(22,23)24)3(14)1-4(27-12)10(16)17;;;/h1,3,5-9,11-12,14-15,18H,2,13H2,(H,16,17)(H,19,20,21)(H,22,23,24);;;/q;3*+1/p-3/t3-,5+,6+,7+,8+,9+,11?,12-;;;/m0.../s1

InChI key

WHYGSGRAJJCXLY-LXROVJCJSA-K

Application

Heparin disaccharide I-H sodium salt has been used as a non-naphthalene, negatively charged, bivalent compound to test its ability to induce liquid-liquid phase separation (LLPS).

Biochem/physiol Actions

Heparin disaccharide is a bivalent compound with less hydrophobic nature. It elevates the cytosolic calcium (Ca2+) extrusion rate and may serve as a potential drug for the activation of Na+ /Ca2+ exchanger (NCX).
Products of the digestion of heparin and heparan sulfate by various heparinases

Other Notes

In the following listings, ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GlcN = D-glucosamine; Ac = Acetyl; NS, 2S, 6S, = N-sulfo, 2-sulfate and 6-sulfate respectively.
To gain a comprehensive understanding of our extensive range of Disaccharides 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)

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Samuel K Shinjo et al.
The Journal of biological chemistry, 277(50), 48227-48233 (2002-10-11)
Heparin and heparan sulfate fragments, obtained by bacterial heparinase and heparitinases, bearing an unsaturation at C4-C5 of the uronic acid moiety, are able to produce up to 80% reduction of the cytosolic calcium of smooth muscle cell lines. Unsaturated disaccharides
W Michael Babinchak et al.
Nature communications, 11(1), 5574-5574 (2020-11-06)
Liquid-liquid phase separation (LLPS) of proteins that leads to formation of membrane-less organelles is critical to many biochemical processes in the cell. However, dysregulated LLPS can also facilitate aberrant phase transitions and lead to protein aggregation and disease. Accordingly, there

Articles

Glycosaminoglycans are large linear polysaccharides constructed of repeating disaccharide units.

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