G16119YF, Man(a1-6)[Man(a1-3)]Man(b1-4)GlcNAc(b1-4)[Fuc(a1-6)]GlcNAc

From: $2,100.00

Mol Weight1056.4
ComponentsMan: 3, GlcNAc: 2, Fuc: 1
Composition
Motifscore fucose, Trimannosylcore
TerminiFuc(a1-6), Man(a1-6), Man(a1-3)

 

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  • IUPAC      :

    Man(a1-6)[Man(a1-3)]Man(b1-4)GlcNAc(b1-4)[Fuc(a1-6)]GlcNAc

  • GLYCAM :

    DManpa1-6[DManpa1-3]DManpb1-4DGlcpNAcb1-4[LFucpa1-6]DGlcpNAc

  • GlyTouCan ID:

    G16119YF

  • WURCS   :

    WURCS=2.0/5,6,5/[u2122h_2*NCC/3=O][a2122h-1b_1-5_2*NCC/3=O][a1122h-1b_1-5][a1122h-1a_1-5][a1221m-1a_1-5]/1-2-3-4-4-5/a4-b1_a6-f1_b4-c1_c3-d1_c6-e1

  • SMILES   :

    O1C(O)[C@H](NC(C)=O)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H]1CO[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O

Core fucosylation refers to the addition of a fucose sugar residue to the innermost N-acetylglucosamine (GlcNAc) of an N-glycan, which is attached to the asparagine residue of a glycoprotein. This modification occurs at the core of the N-glycan structure, hence the term “core fucosylation.”

Significance of Core Fucosylation:

  1. Biological Function: Core fucosylation plays a critical role in modulating the function of glycoproteins, particularly in immune response and cell signaling. For example, core fucosylation is essential for the proper functioning of certain antibodies, such as those involved in Antibody-Dependent Cellular Cytotoxicity (ADCC).
  2. Impact on Therapeutic Antibodies: In the context of therapeutic antibodies, the presence or absence of core fucosylation can influence their effectiveness. For instance, afucosylated antibodies (those without core fucose) exhibit enhanced ADCC activity, making them more potent in targeting cells like cancer cells.
  3. Structural Influence: Core fucosylation affects the overall conformation of the N-glycan and its interaction with proteins, which can influence how glycoproteins are recognized by receptors or other proteins in the body.

Occurrence in Nature:

  • Glycoproteins: Core fucosylation is a common feature in many mammalian glycoproteins, including those involved in immune regulation and cell adhesion.
  • Disease Associations: Abnormal core fucosylation patterns have been linked to certain diseases, including cancers and liver diseases, as changes in glycosylation can affect cell communication and immune recognition.

Structural Representation:

Core fucosylation usually refers to a fucose (Fuc) residue attached via an α1,6-linkage to the innermost GlcNAc of the N-glycan core. This modification is part of the larger N-glycan structure, which may contain various other sugar residues, including mannose (Man), galactose (Gal), and N-acetylglucosamine (GlcNAc), arranged in a branched pattern.

Analytical Importance:

In glycomics research, core fucosylation is an important marker studied in the analysis of glycoproteins, especially when assessing the efficacy or safety of biotherapeutic drugs like monoclonal antibodies. Tools like mass spectrometry (MS) and high-performance liquid chromatography (HPLC) are often used to characterize core-fucosylated N-glycans.

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 10 G, 100 MG, Other

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