32252-03-2

Upstream product

• 177471-62-4 tert-butyl(((3aR,4R,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane 
• 7473-45-2 1-O-methyl-D-ribofuranose 
• 108-86-1 bromobenzene 
• 130222-84-3 5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone 
• 1446852-45-4 C₁₄H₁₇ClO₄ 
• 30725-00-9 2,3-O-isopropylidene-D-ribonic-γ-lactone 
• 1332506-94-1 (-)-5'-O-(tert-butyldimethylsilyl)-1'-phenyl-β-D-ribofuranose 
• 138385-32-7 (R)-2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 174590-90-0 5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-1-phenyl-D-ribofuranose 
• 591-51-5 phenyllithium 
• 14233-64-8 (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one 
• 138511-91-8 2',3',5'-tri-O-benzyl-1'-deoxy-1'-phenyl-β-D-ribofuranose 

Downstream Products

• 90740-08-2 2,3,5-tri-O-acetyl-1-deoxy-1-phenyl-β-D-ribofuranose 
• 177284-93-4 5'-O-(4,4'-dimethoxytrityl)-1'-deoxy-1'-phenyl-β-D-ribofuranose 
• 179762-59-5 N-(4-{(2S,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-phenyl)-2,2,2-trifluoro-acetamide 
• 757956-98-2 (1S,2R,3S,4R)-1-deoxy-2-O-methyl-1-phenylribose 
• 757956-96-0 (1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-1-phenylribose 
• 757956-97-1 (1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose 
• 179762-60-8 N-{4-[(2S,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-phenyl}-2,2,2-trifluoro-acetamide 
• 439598-49-9 tert-Butyl-diphenyl-((2S,5R)-5-phenyl-2,5-dihydro-furan-2-ylmethoxy)-silane 
• 177284-95-6 5'-O-(4,4'-dimethoxytrityl)-2'-O-tert-butyldimethylsilyl-1'-deoxy-1'-phenyl-β-D-ribofuranose 
• 177284-94-5 5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl-1'-deoxy-1'-phenyl-β-D-ribofuranose 

Relevant academic research and scientific papers

RNA probes of steric effects in active sites: High flexibility of HIV-1 reverse transcriptase

As part of viral replication, the HIV-1 reverse transcriptase (HIV-RT) makes a DNA copy of the RNA genome of the virus. It is a mutagenic polymerase, which leads to the rapid development of resistance in patients being treated with antiviral drugs. To stu

S-ANTIGEN TRANSPORT INHIBITING OLIGONUCLEOTIDE POLYMERS AND METHODS

Various embodiments provide STOPS? polymers that are S-antigen transport inhibiting oligonucleotide polymers, processes for making them and methods of using them to treat diseases and conditions. In some embodiments the STOPS? modified oligonucleotides include an at least partially phosphorothioated sequence of alternating A and C units having modifications as described herein. The sequence independent antiviral activity against hepatitis B of embodiments of STOPS? modified oligonucleotides, as determined by HBsAg Secretion Assay, is an EC50 that is less than 100 nM.

Synthesis of 1′-phenyl-2′-OMe ribose analogues connecting the thymine base at the 1′ position through a flexible linker for the formation of a stable anti-parallel triplex DNA

We have previously developed the innovative bicyclic nucleoside analogues (WNA) for the formation of the triplex DNA. The WNA analogue consists of an aromatic ring and a recognition base on the bicyclic skeleton, and the recognition of the CG or TA interrupting sites has been achieved by the WNA analogues. However, the stabilization ability of the WNA analogue is dependent on its neighboring nucleobases within the TFO. We hypothesized that the sequence dependency might arise from the fixed conformation of the bicyclic ring of the WNA. Thus, it was expected that an open-linker between the sugar part and the nucleobase might produce the flexibility and improve the stabilizing effect of the nucleobase analogues. We now report the design and synthesis of a new nucleoside analogue as an open-form of WNA-βT, the 1′-phenyl- 2′-OMe-ribose derivative, connecting the thymine base to the ribose part through a methylene linker (1) or an ethylene linker (2). TFO containing the 3′-dA-1-dG context recognized the CG interrupting site, and that with the 3′-dG-1-dG context recognized the GC site. In contrast, 2 displayed a stabilizing effect on all four base pairs with some preferences for the TFO containing 3′-dA-2-dG and 3′-dG-2-dG. These results suggested that a flexible linker between the nucleobase and the ribose part may improve the sequence dependency for the triplex formation.

A tandem organocatalytic α-chlorination-aldol reaction that proceeds with dynamic kinetic resolution: A powerful tool for carbohydrate synthesis

A tandem, proline-catalyzed α-chlorination/aldol reaction is described that involves a dynamic kinetic resolution of α-chloroaldehyde intermediates. The resulting syn-chlorohydrins are produced with good to excellent diastereoselectivity in high enantiopurity and provide new opportunities for the synthesis of carbohydrates.

A modular approach to aryl-C-ribonucleosides via the allylic substitution and ring-closing metathesis sequence. A stereocontrolled synthesis of all four α-/β- and D-/L-C-nucleoside stereoisomers

Iridium(I)-catalyzed allylation of the enantiopure monoprotected copper(I) alkoxide, generated from (S)-5a, with the enantiopure allylic carbonates (R)-9a,b has been developed as the key step in a new approach to C-nucleoside analogues. The anomeric cente

RNA recognition by fluor-aromatic substituted

RNA exhibits a higher structural diversity than DNA and is an important molecule in the biology of life. It shows a number of secondary structures such as duplexes, hairpin loops, bulges, internal loops, etc. However, in natural RNA, bases are limited to

The nucleoside transport proteins, NupC and NupG, from Escherichia coli: Specific structural motifs necessary for the binding of ligands

A series of 46 natural nucleosides and analogues (mainly adenosine-based) were tested as inhibitors of [U-14C]uridine uptake by the concentrative, H+-linked nucleoside transport proteins NupC and NupG from Escherichia coli. The two evolutionarily unrelated transporters showed similar but distinct patterns of inhibition, revealing differing selectivities for the different nucleosides and their analogues. Binding of nucleosides to NupG required the presence of hydroxyl groups at each of the C-3′ and C-5′ positions of ribose, while binding to NupC required only the C-3′ hydroxyl substituent. The greater importance of the ribose moiety for binding to NupG is consistent with the evolutionary relationship between this protein and the oligosaccharide: H+ symporter (OHS) subfamily of the major facilitator superfamily (MFS) of transporters. For both proteins the natural α-configuration at C-3′ and the natural β-configuration at C-1′ was mandatory for ligand binding. N-7 in the imidazole ring of adenosine and the amino group at C-6 were found not to be important for binding and both transporters showed flexibility for substitution at C-6/N6; one or both of N-l and N-3 were important for adenosine analogue binding to NupC but significantly less so for binding to NupG. From the different effects of 8-bromoadenosine on the two transporters it appears that adenosine selectively binds to NupC in an anti- rather than a syn-conformation, whereas NupG is less prescriptive. The pattern of inhibition of NupC by differing nucleoside analogues confirmed the functional relationship of the bacterial transporter to members of the human concentrative nucleoside transporter (CNT) family and reaffirmed the use of the bacterial protein as an experimental model for these physiologically and clinically important mammalian proteins. The specificity data for NupG have been used to develop a homology model of the protein's binding site, based on the X-ray crystallographic structure of the disaccharide transporter LacY from E. coli. We have also developed an efficient general protocol for the synthesis of adenosine and three of its analogues, which is illustrated by the synthesis of [1′-13C]adenosine.

C-F···H-C hydrogen bonds in ribonucleic acids

We report the synthesis of 1′-deoxy-1′-(benzimidazol-1-yl)-β-D-ribofuranose 7 and 1′-deoxy-1′-phenyl-β-D-ribofuranose 2. With these two ribonucleoside analogues we have a set of nine different RNA building blocks in hand, which are isostere to the natural

Base-modified enzymatic nucleic acid

An enzymatic nucleic acid having a modification selected from pyridin-4-one, pyridin-2-one, phenyl, pseudouracil, 2, 4, 6-trimethoxy benzene, 3-methyluracil, dihydrouracil, naphthyl, 6-methyl-uracil and aminophenyl.

Modified Nucleosides for Ribozyme Structure-Activity Studies

C-Phenyl, C-p-aminophenyl and C-naphthyl as well as pyridine-4(2)-one ribofuranosides were synthesized and site-specifically incorporated into a hammerhead ribozyme using solid phase synthesis.The modified oligonucleotides were used to probe the structural requirements at position 7 for catalytic activity.A pyridine-4-one-base substitution at a single position (N7) within the ribozyme catalytic core increased catalytic rate 10-fold.C-Phenyl, N3-methyluracyl, and p-aminophenyl base substitution at N7 reproducibly increased the catalytic rate twofold.