133324-02-4

Basic information

• Product Name: 2'-Deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)-5-methyluridine
• Synonyms: 2'-Deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)-5-methyluridine
• CAS NO: 133324-02-4
• Molecular Weight: 562.595
• Mol File: 133324-02-4.mol
• Article Data: 8

Chemical Properties

• Density: 1.36±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2'-Deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)-5-methyluridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)-5-methyluridine(133324-02-4)
• EPA Substance Registry System: 2'-Deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)-5-methyluridine(133324-02-4)

Safety Data

• Hazardous Substances Data: 133324-02-4(Hazardous Substances Data)

Usage

Uses

2''-Deoxy-5''-O-DMT-2''-fluoro-5-methyluridine (CAS# 133324-02-4) is a uridine derivative used in the synthetic preparation of 2''-?fluorinated thymidine glycol oligonucleotides as inhibitors of the endonuclease III reaction.

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 601512-79-2 1-(2-deoxy-2-fluoro-β-D-xylofuranosyl)thymine 
• 69256-17-3 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine 
• 122799-38-6 1-(2'-deoxy-2'-fluoro-β-D-ribofuranosyl)-5-methyluracil 
• 65-71-4 thymin 
• 1331770-47-8 1-(2-O-acetyl-3,5-di-O-benzyl-α-L-arabinofuranosyl)-3-(benzyloxymethyl)thymine 
• 1331770-46-7 1-(2-O-acetyl-3,5-di-O-benzyl-α-L-arabinofuranosyl)thymine 
• 1331770-45-6 C₂₃H₂₆O₇ 
• 1331770-50-3 1-(2-deoxy-2-fluoro-α-L-ribofuranosyl)thymine 
• 1331770-49-0 1-(2-deoxy-3,5-di-O-benzyl-2-fluoro-α-L-ribofuranosyl)-3-(benzyloxymethyl)thymine 
• 1331770-48-9 1-(3,5-di-O-benzyl-α-L-arabinofuranosyl)-3-(benzyloxymethyl)thymine 
• 97614-47-6 1-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)thymine 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 97614-44-3 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide 

Relevant articles and documents

A minute amount of S-puckered sugars is sufficient for (6-4) photoproduct formation at the dinucleotide level

The di-2′-α-fluoro analogue of thymidylyl(3′,5′)-thymidine, synthesized to probe the effect of a minimum amount of S conformer on the photoreactivity of dinucleotides, is endowed with only 3% and 8% of S sugar conformation at its 5′- and 3′-end, respectively. This analogue gives rise to the (6-4) photoproduct as efficiently as the dithymine dinucleotide (74% and 66% at the 5′- and 3′-end, respectively) under 254 nm. Our results suggest that the 5′-N, 3′-S conformer gives rise to the (6-4) photoproduct.

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 and anti-HIV activity of 2′-deoxy-2′-fluoro-4′-C-ethynyl nucleoside analogs

Based on the favorable antiviral profiles of 4′-substituted nucleosides, novel 1-(2′-deoxy-2′-fluoro-4′-C-ethynyl-β-d-arabinofuranosyl)-uracil (1a), -thymine (1b), and -cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC50 values of 86 and 1.34 nM, respectively, without significant cytotoxicity. Compound 2 was 35-fold more potent than AZT against wild-type virus, and also retained nanomolar antiviral activity against resistant strains, NL4-3 (K101E) and RTMDR. Thus, 2 merits further development as a novel NRTI drug.