CAS 15839-70-0

GDP-L-fucosio

Descrizione:

GDP-L-fucosio, o difosfato di guanosina L-fucosa, è uno zucchero nucleotidico che gioca un ruolo cruciale nei processi di glicosilazione all'interno delle cellule. È un derivato della fucosa, uno zucchero deossido esoso, ed è coinvolto nella biosintesi di glicoconjugati fucosilati, che sono importanti per il riconoscimento, la segnalazione e l'adesione tra le cellule. La struttura di GDP-L-fucosio consiste in una porzione di guanosina legata a un gruppo difosfato e a uno zucchero L-fucosa. Questo composto si trova tipicamente nel citoplasma delle cellule ed è utilizzato da varie glicosiltransferasi per trasferire residui di fucosa a molecole accettori, come glicoproteine e glicolipidi. La sua sintesi è catalizzata da enzimi specifici ed è essenziale per il corretto funzionamento di vari processi biologici, comprese le risposte immunitarie e le vie di segnalazione dello sviluppo. A causa della sua importanza biologica, GDP-L-fucosio è di interesse nella ricerca relativa alla biologia cellulare, alla biochimica e alle potenziali applicazioni terapeutiche.

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

Sinonimi:

• 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

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 589.3417

Ref: IN-DA01DQBA

GDP-L-fucose

CAS: 15839-70-0

GDP-L-fucose

Purezza: ≥98%

Peso molecolare: 589.34g/mol

Ref: 54-BUP02655

GDP-L-fucose disodium salt

CAS: 15839-70-0

Formula: C₁₆H₂₃N₅O₁₅P₂Na₂

Purezza: ≥ 90.0%

Colore e forma: White to off-white powder

Peso molecolare: 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

Purezza: 98.06%

Colore e forma: Solid

Peso molecolare: 589.34

Ref: TM-T74041

GDP-L-Fuc.2Na

CAS: 15839-70-0

Formula: C₁₆H₂₃N₅Na₂O₁₅P₂

Purezza: 95%~99%

Peso molecolare: 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

Purezza: Min. 95%

Peso molecolare: 623.41 g/mol

Ref: 3D-MG07459

GDP-L-fucose

CAS: 15839-70-0

Purezza: 98%

Peso molecolare: 589.082

Ref: 10-F987406

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

CAS: 15839-70-0

Labelled substrate for fucosyltransferase

Purezza: Min. 95%

Ref: 3D-MG170098