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L5152

Sigma-Aldrich

Lewis-X trisaccharide

≥99% (HPLC)

Synonym(s):

α-L-Fuc-(1→3)-[β-D-Gal-(1→4)]-D-GlcNAc, Lex Trisaccharide

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About This Item

Empirical Formula (Hill Notation):
C20H35NO15
CAS Number:
71208-06-5
Molecular Weight:
529.49
MDL number:
MFCD00214084
UNSPSC Code:
12352200
PubChem Substance ID:
329817619

Assay

≥99% (HPLC)

storage temp.

2-8°C

SMILES string

CC1OC(OC(C(NC(C)=O)C=O)C(OC2OC(CO)C(O)C(O)C2O)C(O)CO)C(O)C(O)C1O

InChI

1S/C20H35NO15/c1-6-11(27)13(29)15(31)19(33-6)35-17(8(3-22)21-7(2)25)18(9(26)4-23)36-20-16(32)14(30)12(28)10(5-24)34-20/h3,6,8-20,23-24,26-32H,4-5H2,1-2H3,(H,21,25)

InChI key

ZAFUNKXZZPSTLA-UHFFFAOYSA-N

Biochem/physiol Actions

Lewis-X is a developmentally regulated antigen and has been suggested to be a tumor marker. At high concentrations, it inhibits P-selectin−mediated adhesion.

Other Notes

Lewis-X is the trisaccharide part of the sialyl-Lewis-X tetrasaccharide, the suggested ligand for P- and E-selectins.

Certificates of Analysis (COA)

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Wilkins, W.M., et al.
ACS Symp. Ser., 519, 34-34 (1993)
L A Lasky
Science (New York, N.Y.), 258(5084), 964-969 (1992-11-06)
Although a bewildering array of cell surface carbohydrate structures have been described, the physiological relevance of any of these complex molecules has often eluded biologists. A family of cell surface glycoproteins, the "selectins," has a characteristic ability to use some
Marko Haramija et al.
Rapid communications in mass spectrometry : RCM, 31(20), 1709-1719 (2017-08-15)
Affinity mass spectrometry (AMS) is an emerging tool in the field of the study of protein•carbohydrate complexes. However, experimental obstacles and data analysis are preventing faster integration of AMS methods into the glycoscience field. Here we show how analysis of

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