159496-16-9

Usage

Uses

Used in Biochemical Research:
[1',2',3',4',5''-13C5]URIDINE is used as a labeled compound for studying the structure, function, and interactions of RNA molecules in biochemical research. The incorporation of 13C isotopes enables researchers to track the molecule's behavior and interactions with other biomolecules using advanced analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [1',2',3',4',5''-13C5]URIDINE is used as a labeled reference material for the development and validation of new drugs targeting RNA-related diseases. The labeled uridine can be used to monitor the efficacy and specificity of these drugs in preclinical and clinical studies.
Used in Diagnostic Applications:
[1',2',3',4',5''-13C5]URIDINE is used as a diagnostic marker in the development of new diagnostic tools and tests for RNA-related diseases. The labeled compound can be incorporated into diagnostic assays to improve the sensitivity and accuracy of disease detection.
Used in Metabolic Studies:
In the field of metabolism, [1',2',3',4',5''-13C5]URIDINE is used as a labeled tracer for studying the metabolic pathways and fluxes involving uridine and RNA in cells. The 13C labeling allows for the tracking of uridine metabolism and its role in various cellular processes using mass spectrometry and other analytical techniques.

Upstream product

• 159496-08-9 C₄⁽¹³⁾C₅H₁₆O₇S 
• 238096-59-8 <1',2',3',4',5'-13C5>-2',3',5'-tri-O-(4-toluoyl)-uridine 
• 66-22-8 uracil 
• 159496-09-0 [13C5]-1,2-di-O-acetyl-3,5-di-O-benzoyl-α,β-D-ribofuranose 

Downstream Products

• 238096-68-9 C₃₁⁽¹³⁾C₅H₄₄N₂O₈Si 
• 389143-50-4 5'-O-(4,4'-dimethoxytrityl)-2'-O-t-butyldimethylsilyl-[(1',2',3',4',5'-13C₅)-(5-2H)]-uridine 
• 389143-46-8 5'-O-(4,4'-dimethoxytrityl)-[(1',2',3',4',5'-13C₅)-(5-2H)]-uridine 
• 389143-41-3 2',3',5'-tri-O-acetyl-O⁴-(2-nitrophenyl)-[(1',2',3',4',5'-13C₅)-(5-2H)]-uridine 
• 238096-65-6 C₂₅⁽¹³⁾C₅H₃₀N₂O₈ 

Relevant academic research and scientific papers

Synthesis of multiply labelled ribonucleosides for sequence-specific labelling of oligo-RNA

The synthesis of ribonucleotide blocks multiply labelled with 2H, 13C and 15N for solid support synthesis of sequence specifically labelled RNA is described. Labels were introduced in the ribose ring (13C), C5 position of pyrimidine nucleobases (2H) and exocyclic amino groups (15N) and serve as multiple probes for studying the various physicochemical consequences of physiologically important RNA folding by high-resolution multi-nuclear NMR spectroscopy.

The first example of sequence-specific non-uniformly 13C5 labelled RNA: Synthesis of the 29mer HIV-1 TAR RNA with 13C relaxation window

A complete synthetic protocol as well as 1H- and 13C-NMR data on the monomer building blocks used for the solid-phase synthesis of specifically 13C-labelled (99 atom % 13C) stem (27A and 43G), bulge (24C) and loop (31U) regions of 29mer HIV-1 TAR RNA hairpin starting from the 13C6-D-glucose are presented. The complex NMR spectra of 13C-labelled monomer building blocks, due to the interaction of various 13C and 1H spins, have been assigned. It has been demonstrated by heteronuclear 2D NMR that the non-uniform labelling of the HIV-1 TAR 29mer RNA achieved herein by chemical synthesis provides an optimal opportunity to perform full T1 and T2 relaxation measurements (the 'NMR Relaxation Window') of each type of sugar-carbons for all four strategically placed 13C-labelled residues in a unique and unprecedented manner because of minimal overlap of 13C resonances compared to uniformly labelled oligo-RNA.

Chemical Synthesis of 13C-labelled Monomers for the Solid-Phase and Template Controlled Enzymatic Synthesis of DNA and RNA Oligomers

The preparation of 13C-labelled ribonucleosides starting from -glucose 1 and the corresponding nucleobases 5a-e or 6a-e (N6-benzoyl-adenine, N2-acetyl-guanine, N4-benzoyl-cytosine, uracil and thymine) in 47-66percent overall yield is described.Their subsequent transformation into 5'-O-dimethoxytrityl protected DNA-phosphoramidites and 5'-O-dimethoxytrityl-2'-O-trialkylsilyl protected RNA-phosphor-amidites for the solid phase synthesis of DNA- and RNA-oligomers and to 5'-O-ribo- and deoxyribo-nucleosidetriphosphates for template controlled enzymatic synthesis (polymerase- or reverse transcriptase reaction) has been carried out.