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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:
15839-70-0
Molecular Weight:
633.31
MDL number:
MFCD00058553
UNSPSC Code:
12352204
PubChem Substance ID:
24895171
NACRES:
NA.32

product name

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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