80681-25-0

Usage

Uses

Used in Pharmaceutical Industry:
N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine is used as a potential antiviral agent for its ability to interfere with the replication of viral genomes, thereby inhibiting the growth and spread of viruses.
Used in Oncology Research:
In the field of oncology, N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine is used as an antitumor compound, leveraging its potential to disrupt the mechanisms of cancer cell proliferation and survival.
Used in Chemical Biology:
N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine serves as a tool in chemical biology to understand the interactions between nucleoside analogs and biological systems, which can provide insights into the development of new therapeutic agents.
Used in Drug Development:
As a nucleoside analog with modified properties, N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine is utilized in drug development to create novel pharmaceuticals with improved efficacy and selectivity for treating viral infections and cancer.

Upstream product

• 199601-35-9 N-[9-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide 
• 78842-13-4 2'-deoxy-2'-fluoroguanosine 
• 200404-37-1 Trifluoro-methanesulfonic acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester 
• 146954-68-9 N²-isobutyryl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanine 
• 24880-52-2 2,6-diamino-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)purine 
• 38819-10-2 9-β-D-arabinofuranosylguanine 
• 146954-69-0 N²-isobutyryl-9-(2-fluoro-3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanine 
• 78842-12-3 N²-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosine 
• 129835-17-2 9-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]guanine 
• 146954-65-6 N²-isobutyryl-9-(2-O-isobutyryl-3,5-O-(tetraisopropyldisiloxanylene)-β-D-arabinofuranosyl)guanine 
• 146954-67-8 Isobutyric acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester 
• 146954-66-7 N²-isobutyryl-9-(2-O-isobutyryl-β-D-arabinofuranosyl)guanine 
• 129835-15-0 2-amino-9-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-1H-purin-6(9H)-one 
• 69304-44-5 3',5'-O-1,1,3,3-tetraisopropyldisiloxan-1,3-diyl-guanosine 

Downstream Products

• 80681-26-1 N²-isobutyryl-5'-O-monomethoxytrityl-2'-deoxy-2'-fluoroguanosine 
• 78842-13-4 2'-deoxy-2'-fluoroguanosine 
• 144089-96-3 N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide 

Relevant academic research and scientific papers

2′-Fluoro-c-di-GMP as an oral vaccine adjuvant

Bis-(3′-5′)-cyclic dimeric 2′-deoxy-2′-fluoroguanosine monophosphate (2′-F-c-di-GMP) was synthesized through the modified H-phosphonate chemistry. Oral immunization of C57BL/6 mice with Helicobacter pylori cell-free sonicate extract adjuvanted with 2′-F-c

An efficient and scalable synthesis of arabinosylguanine and 2′-deoxy-2′-fluoro-guanosine

An efficient conversion from commercially available 2,6-diaminopurine-2′,3′,5′-tri-O-benzyl arabinoside to arabinosylguanine and its further transformation to 2′-deoxy-2′-fluoro-guanosine is outlined. This process has been used to produce more than one hundred grams of final product. Copyright

Uniformly modified 2'-deoxy-2'-fluoro phosphorothioate oligonucleotides as nuclease-resistant antisense compounds with high affinity and specificity for RNA targets

'Uniformly' modified phosphodiester or phosphorothioate oligonucleotides incorporating 2'-deoxy-2'-fluoroadenosine, -guanosine, -uridine, and - cytidine, reported herein for the first time, when hybridized with RNA afforded consistent additive enhancement of duplex stability without compromising base-pair specificity. CD spectra of the 2'-deoxy-2'-fluoro- modified oligonucleotides hybridized with RNA indicated that the duplex adopts a fully A-form conformation. The 2'-deoxy-2'-fluoro-modified oligonucleotides in phosphodiester form were not resistant to nucleases; however, the modified phosphorothioate oligonucleotides were highly nuclease resistant and retained exceptional binding affinity to the RNA targets. The stabilizing effects of the 2'-deoxy-2'-fluoro modifications on RNA-DNA duplexes were shown to be superior to those of the 2'-O-methylribo substitutions. RNA hybrid duplexes with uniformly 2'-deoxy-2'-fluoro-modified oligonucleotides did not support HeLa RNase H activity; however, incorporation of the modifications into 'chimeric' oligonucleotides has been shown to activate mammalian RNase H. 'Uniformly' modified 2'-deoxy-2'-fluoro phosphorothioate oligonucleotides afforded antisense molecules with (1) high binding affinity and selectivity for the RNA target and (2) stability toward nucleases.

Studies on Nucleosides and Nucleotides. LXXXVIII. Synthesis of a Non-hydrolyzable Substrate Analog of Ribonuclease Tl, 2'-Deoxy-2'-fluoroguanylyl-(3'-5')-uridine

2'-Deoxy-2'-fluoroguanylyl-(3'-5')-uridine (GfpU) was synthesized as a non-hydrolyzable substrate analog of ribonuclease T1. 2'-Deoxy-2'-fluoroguanosine was derivatized to the N2-isobutyryl-5''-monomethoxytrityl compound and condensed with 2',3'-di-O-acetyluridine 5'-monophosphate by the use of dicyclohexylcarbodiimide to obtain GfpU.For structural elucidation of the dinucleoside monophosphate, 2'-deoxy-2'-fluoroguanosine 3'-monophosphate was also synthesized.The conformation of GfpU was found to take a right-handed, weakly stacked form as deduced by ultraviolet, circular dichroism, and nuclear magnetic resonance (NMR) spectroscopy.Keywords--N2-isobutyryl-2'-deoxy-2'-fluoroguanosine; N2-isobutyltyl-5'-monomethoxytrityl-2'-deoxy-2'-fluoroguanosine; UV, CD, NMR, TLC; PPC