CAS 98603-84-0

Sialyl-Lewis X

Description:

Sialyl-Lewis X, also known as sialylated Lewis X, is a carbohydrate structure that plays a significant role in cell adhesion and recognition processes, particularly in the context of immune responses and cancer metastasis. It is a glycan, specifically a sialylated fucosylated oligosaccharide, which means it contains sialic acid and fucose residues. This compound is often found on the surface of glycoproteins and glycolipids, contributing to the formation of selectin ligands that mediate leukocyte trafficking and inflammation. The presence of sialic acid imparts a negative charge, influencing its interactions with proteins and other biomolecules. Sialyl-Lewis X is also of interest in biomedical research and therapeutic applications, as it can be involved in the modulation of immune responses and has potential implications in targeted drug delivery systems. Its structural complexity and biological significance make it a subject of study in glycobiology and related fields.

Formula: C₃₁H₅₂N₂O₂₃

InChI: 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: InChIKey=LAQPKDLYOBZWBT-NYLDSJSYSA-N

SMILES: O([C@@]1(C(O)=O)O[C@@]([C@@H]([C@@H](CO)O)O)([C@H](NC(C)=O)[C@@H](O)C1)[H])[C@@H]2[C@@H](O)[C@H](O[C@@H]([C@H](O[C@H]3[C@@H](O)[C@H](O)[C@H](O)[C@H](C)O3)[C@@H](NC(C)=O)C=O)[C@@H](CO)O)O[C@H](CO)[C@@H]2O

Synonyms:

• 3′-Sialyl-Lewis X
• 5-(acetylamino)-3,5-dideoxy-D-erythro-non-2-ulopyranonosyl-(2->3)hexopyranosyl-(1->4)-[6-deoxyhexopyranosyl-(1->3)]-2-(acetylamino)-2-deoxyhexopyranose
• 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2->3)-beta-D-galactopyranosyl-(1->4)-[6-deoxy-alpha-L-galactopyranosyl-(1->3)]-2-(acetylamino)-2-deoxy-D-glucose
• <span class="text-smallcaps">D</smallcap>-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→4)-O-[6-deoxy-α-<smallcap>L</span>-galactopyranosyl-(1→3)]-2-(acetylamino)-2-deoxy-
• O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-<span class="text-smallcaps">D</smallcap>-galactopyranosyl-(1→4)-O-[6-deoxy-α-<smallcap>L</smallcap>-galactopyranosyl-(1→3)]-2-(acetylamino)-2-deoxy-<smallcap>D</span>-glucose
• SLe^x
• Sialyl Le^x tri
• Sialyl Lewis X
• Ssea 1
• SLex
• D-Glucose, O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-O-[6-deoxy-α-L-galactopyranosyl-(1→3)]-2-(acetylamino)-2-deoxy-

Sialyl-Lewis X

CAS: 98603-84-0

Formula: C₃₁H₅₂N₂O₂₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 820.7442

Ref: IN-DA01E70Y

Sialyl-Lewis X

CAS: 98603-84-0

sLeX: sialylated, fucosylated tetrasaccharide, ligand for selectins, inhibits neutrophil recruitment.

Formula: C₃₁H₅₂N₂O₂₃

Color and Shape: Solid

Molecular weight: 820.748

Ref: TM-T35884

(2S,4S,5R,6R)-5-Acetamido-2-(((2S,3R,4S,5S,6R)-2-(((2R,3R,4R,5R)-5-acetamido-1,2-dihydroxy-6-oxo-4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexan-3-yl)oxy)-3,5-dihydrox

CAS: 98603-84-0

(2S,4S,5R,6R)-5-Acetamido-2-(((2S,3R,4S,5S,6R)-2-(((2R,3R,4R,5R)-5-acetamido-1,2-dihydroxy-6-oxo-4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexan-3-yl)oxy)-3,5-dihydrox

Purity: 98%

Molecular weight: 820.75g/mol

Ref: 54-OR1067114

3′-Sialyl-Lewis-X tetrasaccharide

CAS: 98603-84-0

Formula: C₃₁H₅₁N₂NaO₂₃

Purity: ≥ 85%

Color and Shape: White to pale brown solid

Molecular weight: 842.73

Ref: 7W-GC9537

3'-Sialyl Lewis X, sodium salt

CAS: 98603-84-0

Sialyl Lewis X (SLeX) is a carbohydrate antigen, related to cell adhesion and it has been shown that inhibition of SLeX synthesis leads to decreased adhesion of trophoblast cells to endometrial epithelial cells (Collins, 2006). Sialyl Lewis X is displayed on the terminus of glycolipids that are present on the surface of white blood cells and it has been shown that SLeX has an important role in inflamation processes. The inital adhesion of white blood cells to a site of injury is mediated by E-selectins which are specific for SLeX. Cell-cell recognition between leukocytes and endothelial cells in blood is believed to occur in part through interactions between lectins and oligosaccharide ligands. SLeX is frequently expressed in human cancer cells and primary tumors. It has been demonstrated that SLeX was involved in the adhesion of tumor cells to vascular endothelium. The potential role of SLeX in the tumor metastatic process has been supported by several clinical studies (Liang, 2016).

Formula: C₃₁H₅₁N₂NaO₂₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 842.73 g/mol

Ref: 3D-OS04058

3'-Sialyl Lewis X

CAS: 98603-84-0

Please enquire for more information about 3'-Sialyl Lewis X including the price, delivery time and more detailed product information at the technical inquiry form on this page

Formula: C₃₁H₅₂N₂O₂₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 820.75 g/mol

Ref: 3D-OS183415

Sialyl Lewis X

Controlled Product

CAS: 98603-84-0

Applications Antigen which binds to endothelial adhesion molecule, E-selectin.
References Fukushima, K., et al.: Cancer Research, 44, 5279 (1984), Zein, N., et al.: Science, 240, 1198 (1988), Phillips, M.L., et al.: Science, 250, 1130 (1990), Walz, G., et al.: P.N.A.S. U.S.A., 88, 6224 (1991), Walker, S., et al.: P.N.A.S. U.S.A., 89, 4608 (1992)

Formula: C₃₁H₅₂N₂O₂₃

Color and Shape: Off White Solid

Molecular weight: 820.74

Ref: TR-S410000