CAS 15839-70-0

GDP-L-fucose

Description:

GDP-L-fucose, or guanosine diphosphate L-fucose, is a nucleotide sugar that plays a crucial role in glycosylation processes within cells. It is a derivative of fucose, a deoxyhexose sugar, and is involved in the biosynthesis of fucosylated glycoconjugates, which are important for cell-cell recognition, signaling, and adhesion. The structure of GDP-L-fucose consists of a guanosine moiety linked to a diphosphate group and an L-fucose sugar. This compound is typically found in the cytoplasm of cells and is utilized by various glycosyltransferases to transfer fucose residues to acceptor molecules, such as glycoproteins and glycolipids. Its synthesis is catalyzed by specific enzymes, and it is essential for the proper functioning of various biological processes, including immune responses and developmental signaling pathways. Due to its biological significance, GDP-L-fucose is of interest in research related to cell biology, biochemistry, and potential therapeutic applications.

Formula: C₁₆H₂₅N₅O₁₅P₂

InChI: 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)/t4-,5+,7+,8+,9+,10+,11-,14+,15+/m0/s1

InChI key: InChIKey=LQEBEXMHBLQMDB-JGQUBWHWSA-N

SMILES: O[C@H]1[C@H](N2C3=C(N=C2)C(=O)N=C(N)N3)O[C@H](COP(OP(O[C@@H]4[C@@H](O)[C@H](O)[C@H](O)[C@H](C)O4)(=O)O)(=O)O)[C@H]1O

Synonyms:

• 6-Deoxy-Β-L-Galactopyranosylguanosine 5'-Diphosphate
• Fucopyranose, 1→5′-ester with guanosine 5′-(trihydrogen pyrophosphate)
• GDP-<span class="text-smallcaps">L</span>-fucose
• GDP-β-<span class="text-smallcaps">L</span>-Fucose
• Gdp-Fucose
• Guanosine 5'-Diphospho-B-L-Fucose*Sodium Approx. 90
• Guanosine 5'-Diphospho-Fucose
• Guanosine 5'-Diphospho-Β-L-Fucose Sodium Salt
• Guanosine 5′-(trihydrogen diphosphate), P′-(6-deoxy-β-<span class="text-smallcaps">L</span>-galactopyranosyl) ester
• Guanosine 5′-(trihydrogen pyrophosphate), mono(6-deoxy-<span class="text-smallcaps">L</span>-galactopyranosyl) ester
• Guanosine 5′-(trihydrogen pyrophosphate), mono(6-deoxy-β-<span class="text-smallcaps">L</span>-galactopyranosyl) ester
• Guanosine 5′-(trihydrogen pyrophosphate), mono(6-deoxygalactopyranosyl) ester
• Guanosine 5′-(trihydrogen pyrophosphate), mono-<span class="text-smallcaps">L</span>-fucosyl ester
• Guanosine 5′-diphosphate <span class="text-smallcaps">L</span>-fucose
• Guanosine 5′-pyrophosphate, <span class="text-smallcaps">L</span>-fucosyl ester
• Guanosine 5′-pyrophosphate, β-<span class="text-smallcaps">L</span>-fucopyranosyl ester
• Guanosine diphosphate fucose
• Guanosine diphosphofucose
• Guanosine pyrophosphate, <span class="text-smallcaps">L</span>-fucosyl ester
• Guanosine-5'-Diphosphate-Beta-L-Fucose, 2Na
• [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)
• [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)
• [5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl 3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)
• Guanosine 5′-(trihydrogen diphosphate), P′-(6-deoxy-β-L-galactopyranosyl) ester
• Guanosine 5′-(trihydrogen pyrophosphate), mono(6-deoxy-β-L-galactopyranosyl) ester

Guanosine diphosphate fucose

CAS: 15839-70-0

Formula: C₁₆H₂₅N₅O₁₅P₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 589.3417

Ref: IN-DA01DQBA

GDP-L-fucose

CAS: 15839-70-0

GDP-L-fucose

Purity: ≥98%

Molecular weight: 589.34g/mol

Ref: 54-BUP02655

GDP-L-fucose disodium salt

CAS: 15839-70-0

Formula: C₁₆H₂₃N₅O₁₅P₂Na₂

Purity: ≥ 90.0%

Color and Shape: White to off-white powder

Molecular weight: 633.31

Ref: 7W-GC7171

GDP-L-fucose

CAS: 15839-70-0

GDP-L-fucose is a nucleotide sugar widely found in fungi and plants and is involved in both the slave and secondary remedial metabolic pathways.

Formula: C₁₆H₂₅N₅O₁₅P₂

Purity: 98.06%

Color and Shape: Solid

Molecular weight: 589.34

Ref: TM-T74041

GDP-L-Fuc.2Na

CAS: 15839-70-0

Formula: C₁₆H₂₃N₅Na₂O₁₅P₂

Purity: 95%~99%

Molecular weight: 633.307

Ref: BP-BP5148

GDP-L-fucose diammonium salt

CAS: 15839-70-0

GDP-L-fucose diammonium salt is a synthetase inhibitor that has been shown to inhibit the synthesis of GDP-L-fucose. This compound is also known as 5,6-dichloro-1,2,3,4-tetrahydroisoquinoline and is a secondary metabolite of the bacterium Aerobacter aerogenes. The enzyme kinetic assay was used to determine the inhibition constant for this compound. It has been shown to be active against E. coli K-12 and S. subtilis in cell culture experiments. Inhibition of GDP-L-fucose synthesis by this compound leads to reduced bacterial growth, which may be due to its interference with cell surface carbohydrate attachment or its effects on other metabolic pathways such as glycolysis and nucleotide synthesis.

Formula: C₁₅H₂₃N₅O₁₅P₂·N₂H₈

Purity: Min. 95%

Molecular weight: 623.41 g/mol

Ref: 3D-MG07459

GDP-L-fucose

CAS: 15839-70-0

Purity: 98%

Molecular weight: 589.082

Ref: 10-F987406

GDP-L-[1-13C]fucose disodium salt

CAS: 15839-70-0

Labelled substrate for fucosyltransferase

Purity: Min. 95%

Ref: 3D-MG170098