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Merck

G4401

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

≥85%, powder

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C16H23N5Na2O15P2
Número CAS:
Peso molecular:
633.31
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32
MDL number:
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Nombre del producto

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

Quality Level

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.

Clase de almacenamiento

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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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
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
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
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
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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