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G4401

Sigma-Aldrich

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

≥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:
Molecular Weight:
633.31
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Product Name

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

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General description

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

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.

Substrates

Substrate for fucosyltransferase

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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

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