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Sialylated Glycans

작성자 : 관리자 작성일 : 2024.04.29 11:27







  What is Sialylated Glycan? 


Sialic acid is present at the terminal ends of glycan chains in glycoproteins, glycolipids, and milk oligosaccharides. In the human body, sialic acid exists as N-acetylneuraminic acid. Its distribution spans throughout the body, including cell membranes such as those of red blood cells, blood vessels, airways, nerves, as well as secretions like breast milk and saliva. Sialic acid is believed to play an important role in brain formation and development, especially considering its abundance in gangliosides and glycolipids found in the brain, as well as its large presence in colostrum during infancy, which is considered crucial for brain formation.

Sialylated glycans have been shown to play critical roles in various biological processes, including cell-cell recognition, cell differentiation, bacterial and viral infections, and cellular signaling. For instance, the initiation of influenza infection is well-known to begin with the binding of hemagglutinin on the virus surface to sialic acid on the cell surface.1) Recent studies on Siglec (Sialic acid-binding Immunoglobulin-type Lectin) have highlighted its association with autoimmune diseases, cancer, and its role as an immune checkpoint regulator.2,3)

Adequate quantities of sialylated glycans are essential for advancing research in glycan-related studies. However, sialylated glycans with complex structures are naturally present only in trace amounts, making them difficult to obtain sufficient quantities.




  Sialylated Glycans-related Products 


We offer a variety of glycans with various aglycones, including ceramide commonly found in gangliosides. We provide glycans modified with pNP groups, widely used in enzyme activity assays, as well as those conjugated with aminoalkyl groups suitable for glycan-protein conjugation. Additionally, we offer glycans modified with azidoalkyl groups, which are compatible with click chemistry, allowing you to choose the appropriate option based on your specific needs. Our products cover sialic acid residues not only in the typical N-Ac form but also in the N-Gc form, which is not usually present in humans. Moreover, we provide a wide range of building block products, monosaccharides and disaccharides, that are highly utilized in sialic acid-containing glycan chemical synthesis. If you require sialylated glycans not listed in our product catalog, please feel free to contact us, as we are happy to assist you.






Glycolipid Oligosaccharides / Reducing End Free Glycans

We offer products that correspond to ceramides commonly found in gangliosides, glycans with varying ceramide lengths, and glycans with free reducing ends.




pNP Glycosides

We introduce pNP (p-nitrophenyl) groups at the reducing ends, widely used for enzyme activity assays.

Aminoalkyl Glycosides / Azidoalkyl Glycosides
Glycans suitable for various applications, including glycan-protein conjugation, are available. Azidoalkyl glycosides are compatible with click chemistry.





  Glycolipid Oligosaccharides  

  G0489  Ganglioside GM3

  G0419  Ganglioside GM3[d18:1, (Carbon-13)C16:0]
  G0422  Ganglioside GM3 (phyto-type)
  G0510  Ganglioside GM3(Neu5Gc) (phyto-type)
  G0483  Ganglioside GM1
  G0421  Ganglioside GM1[d18:1, (Carbon-13)C16:0]
  S0910  Sialyl Neolactotetraosylceramide (= Sialyl nLc4Cer)
  G0593  SialylGb5 Ceramide (= SSEA-4)

  Glyco Amino Acids / Glyco Peptides  

  G0560  SGN

  S0523  Sialylglycopeptide

  Reducing End Free Glycans  

  S0885   3'-Sialyllactose Sodium Salt

  S0886   6'-Sialyllactose Sodium Salt

  S0849   Sialyl Lewis X-Lactose

  D4065   Disialyloctasaccharide

  N1064   Neu5Gcα(2-6) N-Glycan

  N1065   Neu5Acα(2-6) N-Glycan

  N1182   Neu5Gcα(2-6) core 6-Fucosylated N-Glycan


  MP Glycosides / pNP Glycosides 

  N0792   Neu5Acα(2-6)GalβMP Glycoside

  N0793   Neu5Acα(2-3)GalβMP Glycoside

  N0794   Neu5Gcα(2-6)GalβMP Glycoside

  N0890   Neu5Acα(2-6)GalNAc-α-pNP

  N0853  Neu5Acα(2-3)Galβ(1-3)GlcNAc-β-pNP

  N0854   Neu5Acα(2-3)Galβ(1-4)GlcNAc-β-pNP

  N0855   Neu5Acα(2-6)Galβ(1-3)GlcNAc-β-pNP

  N0856   Neu5Acα(2-6)Galβ(1-4)GlcNAc-β-pNP

  N0860   Neu5Acα(2-3)Galβ(1-4)Glc-β-pNP

  G0353   Galβ(1-4)[Neu5Acα(2-6)]GlcNAc-β-pNP

  G0345   Galβ(1-3)[Neu5Acα(2-6)]GalNAc-β-pNP

  G0377   Galβ(1-3)[Neu5Acα(2-6)]GalNAc-α-pNP

  G0378   GlcNAcβ(1-3)[Neu5Acα(2-6)]GalNAc-α-pNP

  N0913   Disialylnonasaccharide-β-pNP


  Aminoalkyl Glycosides / Azidoalkyl Glycosides   

  N1147   Neu5Acα(2-6)Gal-β-propylamine

  N0950   Neu5Acα(2-6)Galβ(1-4)GlcNAc-β-ethylamine

  N1249   Neu5Acα(2-3)Gal-β-propylazideN1146Neu5Acα(2-3)Gal-β-propylamine

  N1267   Neu5Acα(2-3)Galβ(1-4)GlcNAc-β-propylamine

  N1258   Neu5Acα(2-3)Galβ(1-4)Glc-β-propylamine

  N1259   Neu5Gcα(2-3)Galβ(1-4)Glc-β-propylamine

  G0440   Galβ(1-3)[Neu5Acα(2-6)]GalNAc-α-propylamine

  N1117   Neu5Acα(2-6)Galβ(1-4)GlcNAcβ(1-3)Galβ(1-4)GlcNAc-β-propylamine

  N1118   Neu5Acα(2-6)Galβ(1-4)GlcNAcβ(1-3)Galβ(1-4)GlcNAcβ(1-3)Galβ(1-4)GlcNAc-β-propylamine

  S0922   Sialyl Lewis X-Lactose Ethylazide

  S0923   Sialyl Lewis X-Lactose Ethylamine

  D4217   Disialylnonasaccharide-β-ethylazide


  Sialylated Building Blocks 

  M2329   Methyl 5-N,4-O-Carbonyl-3,5-dideoxy-2-S-phenyl-2-thio-D-glycero-β-D-galacto-2-nonulopyranosylonate

  M1706   Neu5Ac[1Me,4789Ac]-SPh

  M2695   Neu5Ac[1Me,478Ac,9N3]-β-SPhM2696Neu5GcAc[1Me,478Ac,9N3]-β-SPh

  M1707   2,4,7,8,9-Penta-O-acetyl-N-acetylneuraminic Acid Methyl Ester

  M2319   Methyl 5-Acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-S-phenyl-2-thio-D-glycero-β-D-galacto-2-nonulopyranosylonate

  A1822   4,7,8,9-Tetra-O-acetyl-N-acetylneuraminic Acid Methyl Ester

  M1729   Neu5Troc[1Me,4789Ac]α(2-3)Gal[26Bn]-β-MP

  M1763   Neu5GcAc[1Me,4789Ac]α(2-6)Gal[24Bz,3Bn]-β-MP

  M1761   Neu5Ac[1Me,4789Ac]α(2-6)Gal[24Bz,3Bn]-β-MPN0846Neu5Ac[1Me,4789Ac]α(2-3)Gal[246Bz]-β-MP

  N0816   Neu5GcAc[1Me,4789Ac]α(2-3)Gal[246Bz]-β-MP



  Partially Modified Sialic Acid Analogs 

  A2492   N-Acetyl-9-deoxy-9-fluoroneuraminic Acid

  A2511   N-Acetyl-9-deoxy-9-aminoneuraminic Acid

  A3414   N-Acetyl-9-O-acetylneuraminic Acid

  A3415   N-Acetyl-9-deoxy-9-acetamidoneuraminic Acid

  A3416   N-Acetyl-2-deoxy-2-azido-α-neuraminic Acid

  A3458   N-Acetyl-9-azido-9-deoxyneuraminic Acid

  A3483   5-Azidoneuraminic Acid



  Detection Tools for Sialylated Glycans 


Sialylated glycans play diverse roles within the body. Selectins, cell surface molecules involved in leukocyte-endothelial cell adhesion, strongly bind to glycans with sialyl Lex and sialyl Lea structures. Particularly, the molecular interaction between L-selectin and ligand glycans is implicated not only in lymphocyte homing but also in the recruitment of leukocytes to inflammatory sites in chronic inflammation. Therefore, glycans serving as ligands for selectins are expected to be anti-inflammatory agents, and numerous development studies have been conducted.4) Additionally, the sialyl Lea antigen is highly expressed in pancreatic cancer, biliary tract cancer, and colorectal cancer, and the CA19-9 antibody against this antigen is used for cancer diagnosis. Other tumor markers like SLX (sialyl Lex) and STN (sialyl Tn), which possess sialic acid, are also utilized for cancer diagnosis, vaccines, and immunotherapy.5) We offer antibodies against sialylated glycans, including blood group antigens.



  Anti-Glycan Antibodies 


  A2505  Anti-GM1 Monoclonal Antibody

  A2576  Anti-GM2 Monoclonal Antibody

  A2582  Anti-GM3 Monoclonal Antibody

  A2507  Anti-GD1a Monoclonal Antibody

  A2508  Anti-GD1b Monoclonal Antibody

  A3338  Anti-GD2 Monoclonal Antibody

  A2580  Anti-GD3 Monoclonal Antibody

  A2702  Anti-GT1a Monoclonal Antibody

  A2732  Anti-GT1b Monoclonal Antibody

  A2662  Anti-GQ1b Monoclonal Antibody
  A2701  Anti-GalNAc-GD1a Monoclonal Antibody (2A3D2)

  A2509  Anti-Sialyl Lewis A Monoclonal Antibody (2D3)

  A2584  Anti-Sialyl Lewis A Monoclonal Antibody (1H4)

  A2849  Anti-Sialyl Lewis X Monoclonal Antibody



  Lectins 

  R0230  rPSL1a-Biotin [for Siaα(2-6)Gal]

  R0235  rPSL1a-LecBeads [for Siaα(2-6)Gal]

  R0225  Recombinant Polyporus squamosus lectin (= rPSL1a) expressed in Escherichia coli


  Labled Glycans 

  D3690  DNS-SGN

  N1075  Neu5Gcα(2-6) N-Glycan 2AB (500pmol/vial)

  N1073  Neu5Acα(2-6) N-Glycan 2AB (500pmol/vial)

  N1183  Neu5Gcα(2-6) core 6-Fucosylated N-Glycan 2AB (500pmol/vial)

  M3031  4-Methylumbelliferyl-N-acetyl-α-D-neuraminic Acid Sodium Salt




  References  






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