G4401

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

Name: Guanosine 5′-diphospho-β-<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

Product Name

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

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

assay

≥85%

form

powder

solubility

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

storage temp.

−20°C

Quality Level

100

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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.

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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

Enforced sialyl-Lewis-X (sLeX) display in E-selectin ligands by exofucosylation is dispensable for CD19-CAR T-cell activity and bone marrow homing.

Diego Sánchez-Martínez et al.

Clinical and translational medicine, 11(2), e280-e280 (2021-02-27)

CD19-directed chimeric antigen receptors (CAR) T cells induce impressive rates of complete response in advanced B-cell malignancies, specially in B-cell acute lymphoblastic leukemia (B-ALL). However, CAR T-cell-treated patients eventually progress due to poor CAR T-cell persistence and/or disease relapse. The

The de novo synthesis of GDP-fucose is essential for flagellar adhesion and cell growth in Trypanosoma brucei.

Daniel C Turnock et al.

The Journal of biological chemistry, 282(39), 28853-28863 (2007-07-21)

The protozoan parasite Trypanosoma brucei causes human African sleeping sickness in sub-Saharan Africa. The parasite makes several essential glycoproteins, which has led to the investigation of the sugar nucleotides and glycosyltransferases required to synthesize these structures. Fucose is a common

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

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