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565950

Sialyl Lewis x, Sodium Salt

Enzymatically prepared tetrasaccharide which acts as a minimal binding ligand for E-selectins.

Synonym(s):

Sialyl Lewis x, Sodium Salt, SLe x, Neu5Acα2,3Galβ1,4(Fucα1,3)GlcNAc, SLex, Neu5Acα2,3Galβ1,4(Fucα1,3)GlcNAc

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About This Item

Empirical Formula (Hill Notation):
C31H51N2NaO23
CAS Number:
98603-84-0
Molecular Weight:
842.73
UNSPSC Code:
12352201
NACRES:
NA.79
MDL number:
MFCD00270073
eCl@ss:
39020601
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Quality Segment

assay

≥95% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

water: 2 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

N([C@H]1[C@@H](O[C@@](C[C@@H]1O)(O[C@@H]2[C@H]([C@@H](O[C@@H]([C@@H]2O)CO)O[C@@H]([C@H](O[C@@H]3O[C@H]([C@H]([C@H]([C@@H]3O)O)O)C)[C@@H](NC(=O)C)C=O)[C@H](O)CO)O)C(=O)O)[C@H](O)[C@H](O)CO)C(=O)C

InChI

1S/C31H52N2O23/c1-9-18(43)21(46)22(47)28(51-9)53-24(12(5-34)32-10(2)38)25(15(42)7-36)54-29-23(48)27(20(45)16(8-37)52-29)56-31(30(49)50)4-13(40)17(33-11(3)39)26(55-31)19(44)14(41)6-35/h5,9,12-29,35-37,40-48H,4,6-8H2,1-3H3,(H,32,38)(H,33,39)(H,49,50)/t9-,12-,13-,14+,15+,16+,17+,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,31-/m0/s1

InChI key

LAQPKDLYOBZWBT-NYLDSJSYSA-N

General description

Enzymatically prepared tetrasaccharide which acts as a minimal binding ligand for E-selectins. SLex reduces injury following ischemia and reperfusion and immune complex-induced acute lung injury in animal models. In both of these models, SLex is presumed to act by blocking E-selectin-mediated neutrophil recruitment to sites of inflammation.

Other Notes

Seekamp, A., et al. 1994. Am. J. Pathol.144, 592.
Mulligan, M.S., et al. 1993. J. Exp. Med.178, 623.
Ichikawa, Y., et al. 1992. J. Am. Chem. Soc. 114, 9283.
Lasky, L.A. 1992. Science 258, 964.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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Questions

  1. Is this product appropriate for an in vitro e-selectin binding assay?

    1 answer

    1. This product is suitable for in vitro binding assays. It is advisable to consult peer-reviewed literature on in vitro binding assays between sialyl Lewis x and E-selectins specifically. Publications such as "Sialyl Lewisx Glycomimetics as E- and P-Selectin Antagonists Targeting Hyperinflammation," in ACS Med. Chem. Lett. (16)1, 64–71, indicate that catch bonds formed between selectins and sialyl Lewis x can affect binding affinity based on static versus dynamic environments. This effect may present challenges in accurately quantifying in vitro binding, depending on the nature of the binding assay. Therefore, in vivo studies might be important for a more accurate assessment of biological activity.

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