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Merck

G4401

Sigma-Aldrich

Guanosine 5′-diphospho-β-L-fucose sodium salt

≥85%, powder

Synonym(e):

GDP-Fuc, GDP-fucose

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About This Item

Empirische Formel (Hill-System):
C16H23N5Na2O15P2
CAS-Nummer:
Molekulargewicht:
633.31
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.32

product name

Guanosine 5′-diphospho-β-L-fucose sodium salt, ≥85%

Assay

≥85%

Form

powder

Löslichkeit

water: 50 mg/mL, clear, colorless to faintly yellow

Lagertemp.

−20°C

SMILES String

CC1OC(OP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)n3cnc4C(=O)N=C(N)Nc34)C(O)C(O)C1O

InChI

1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)

InChIKey

LQEBEXMHBLQMDB-UHFFFAOYSA-N

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Allgemeine Beschreibung

Guanosine 5′-diphospho-β-L-fucose (GDP-fucose) is a sugar nucleotide present in bacteria and humans and is a fucosyltransferase substrate.

Anwendung

Guanosine 5′-diphospho-β-L-fucose sodium salt may be used as a component of fucosyltransferase VII (FTVII) reaction buffer to aid exofucosylation in murine adipose tissue-derived mesenchymal stromal cells (AMSCs). It has been used for microbe agglutination assay and agglutination inhibition assay.
Guanosine 5′-diphospho-β-L-fucose sodium salt has been used for microbe agglutination assay and agglutination inhibition assay.

Substrate

Substrate for fucosyltransferase

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Laure Barbé et al.
Scientific reports, 8(1), 12961-12961 (2018-08-30)
Human strains of rotavirus A (RVAs) recognize fucosylated glycans belonging to histo-blood group antigens (HBGAs) through their spike protein VP8*. Lack of these ligands due to genetic polymorphisms is associated with resistance to gastroenteritis caused by P[8] genotype RVAs. With
Wei Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(38), 16096-16101 (2009-10-07)
Lewis X (Le(x))-containing glycans play important roles in numerous cellular processes. However, the absence of robust, facile, and cost-effective methods for the synthesis of Le(x) and its structurally related analogs has severely hampered the elucidation of the specific functions of
Nicole M Okeley et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(14), 5404-5409 (2013-03-16)
The key role played by fucose in glycoprotein and cellular function has prompted significant research toward identifying recombinant and biochemical strategies for blocking its incorporation into proteins and membrane structures. Technologies surrounding engineered cell lines have evolved for the inhibition
Erandi Lira-Navarrete et al.
PloS one, 6(9), e25365-e25365 (2011-10-04)
Protein O-fucosylation is an essential post-translational modification, involved in the folding of target proteins and in the role of these target proteins during embryonic development and adult tissue homeostasis, among other things. Two different enzymes are responsible for this modification
Qiong Wang et al.
Biotechnology and bioengineering, 115(6), 1378-1393 (2018-02-20)
As a key parameter impacting functional and structural heterogeneity, protein glycosylation is a critical quality attribute for antibody biotherapeutic manufacturing. The glycan patterns on recombinant antibodies, particularly on the conserved fragment crystallizable (Fc) region, can have significant effects on an

Artikel

The presence of multiple functional groups and stereocenters in complex carbohydrates makes them challenging targets for the organic chemist.

Glycosyltransferases were initially considered to be specific for a single glycosyl donor and acceptor, which led to the one enzyme-one linkage concept. Subsequent observations have refuted the theory of absolute enzymatic specificity by describing the transfer of analogs of some nucleoside mono- or diphosphate sugar donors.

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