240407-53-8

Basic information

• Product Name: [5'-13C]THYMIDINE
• Synonyms: [5'-13C]THYMIDINE;ThyMidine-5'-13C
• CAS NO: 240407-53-8
• Molecular Formula: C10H14N2O5
• Molecular Weight: 243.24
• Mol File: 240407-53-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [5'-13C]THYMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: [5'-13C]THYMIDINE(240407-53-8)
• EPA Substance Registry System: [5'-13C]THYMIDINE(240407-53-8)

Safety Data

• Hazardous Substances Data: 240407-53-8(Hazardous Substances Data)

Usage

Uses

Thymidine-5''-13C is the labeled version of Thymidine (T412000), constituent of deoxyribonucleic acid.

Upstream product

• 65-71-4 thymin 
• 445434-03-7 3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5'-13C]thymidine 
• 187589-09-9 C₁₀⁽¹³⁾C₅H₁₉⁽²⁾HO₅ 
• 159496-09-0 [13C5]-1,2-di-O-acetyl-3,5-di-O-benzoyl-α,β-D-ribofuranose 
• 159496-08-9 C₄⁽¹³⁾C₅H₁₆O₇S 
• 503173-76-0 [ribose-13C5]-1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-ribofuranosyl)-5-methyluracil 
• 666824-07-3 C₁₇⁽¹³⁾C₅H₄₀N₂O₇Si₂ 
• 666824-08-4 C₁₇⁽¹³⁾C₅H₄₀N₂O₆Si₂ 
• 159496-17-0 D-[ribose-13C₅]-5-methyluridine 
• 184000-88-2 2',3',5'-tri-O-benzoyl[5'-13C]ribosylthymine 
• 445433-95-4 3',5'-O-1,1,3,3-tetraisopropyldisiloxane-1,3-diyl[5-13C]ribosylthymine 
• 187589-10-2 C₁₈⁽¹³⁾C₅H₂₅⁽²⁾HO₇ 
• 184000-83-7 methyl 2,3,5-tri-O-benzoyl-D-[5-13C]ribofuranoside 
• 187589-11-3 C₂₁⁽¹³⁾C₅H₂₇⁽²⁾HN₂O₇ 

Relevant articles and documents

NMR Spectroscopic Determination of the Solution Structure of a Branched Nucleic Acid from Residual Dipolar Couplings by Using Isotopically Labeled Nucleotides

Only a small set of magnetic-field-induced residual dipolar couplings is required to determine the global structure of branched nucleic acids. This is demonstrated for the example of the Holliday junction (shown schematically) after 13C labelin

Synthesis of [5'-13C]ribonucleosides and 2'-deoxy[5'-13C]ribonucleosides.

The present efficient synthesis of [5'-13C]ribonucleosides and 2'-deoxy[5'-13C]ribonucleosides is characterized by the synthesis of the D-[5-13C]ribose derivative as an intermediate via the Wittig reaction of 4-aldehydo-D-erythrose dialkyl acetals with Ph3P13CH3I-BuLi to introduce the 13C label at the 5-position of a pentose. This was followed by the highly diastereoselective osmium dihydroxylation for the preparation of 2,3-di-O-benzyl-D-[5-13C]ribose dialkyl acetal and the cyclization from D-[5-13C]ribose dialkyl acetal derivatives to the alkyl D-[5-13C]ribofuranoside derivative by the use of LiBF(4). The obtained D-[5-13C]ribose derivative was converted into [5'-13C]ribonucleosides and subsequently into the corresponding 2'-deoxynucleosides.

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.