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G4401

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

Name: Guanosine 5&#8242;-diphospho-&#946;-<SC>L</SC>-fucose sodium salt
Brand: SIGMA

≥85%, powder

Synonym(s):

6-Deoxy-β-L-galactopyranosylguanosine 5′-diphosphate, GDP-Fuc, GDP-fucose

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₃N₅Na₂O₁₅P₂

CAS Number:

15839-70-0

Molecular Weight:

633.31

UNSPSC Code:

12352204

PubChem Substance ID:

24895171

NACRES:

NA.32

MDL number:

MFCD00058553

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Product Name

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

Quality Level

100

assay

≥85%

form

powder

solubility

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

storage temp.

−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)

InChI key

LQEBEXMHBLQMDB-UHFFFAOYSA-N

General description

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

Substrate for fucosyltransferase

Application

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Mechanism and active site residues of GDP-fucose synthase.

Stephen T B Lau et al.

Journal of the American Chemical Society, 130(51), 17593-17602 (2008-12-05)

L-fucose, 6-deoxy-L-galactose, is a key component of many important glycoconjugates including the blood group antigens and the Lewis(X) ligands. The biosynthesis of GDP-L-fucose begins with the action of a dehydratase that converts GDP-D-mannose into GDP-4-keto-6-deoxy-mannose. The enzyme GDP-fucose synthase, GFS

Revisiting the substrate specificity of mammalian α1,6-fucosyltransferase reveals that it catalyzes core fucosylation of

Qiang Yang et al.

The Journal of biological chemistry, 292(36), 14796-14803 (2017-07-22)

The mammalian α1,6-fucosyltransferase (FUT8) catalyzes the core fucosylation of

Chemoenzymatic synthesis of GDP-L-fucose and the Lewis X glycan derivatives.

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

Histo-blood group antigen-binding specificities of human rotaviruses are associated with gastroenteritis but not with in vitro infection.

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

Exofucosylation of Adipose Mesenchymal Stromal Cells Alters Their Secretome Profile.

David García-Bernal et al.

Frontiers in cell and developmental biology, 8, 584074-584074 (2020-12-17)

Mesenchymal stromal cells (MSCs) constitute the cell type more frequently used in many regenerative medicine approaches due to their exclusive immunomodulatory properties, and they have been reported to mediate profound immunomodulatory effects in vivo. Nevertheless, MSCs do not express essential

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Global Trade Item Number

SKU	GTIN
G4401-5MG	04061833631096
G4401-2MG	04061832924052
G4401-1MG	04061826674925

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