Thymine glycol

Base Information

• Chemical Name: Thymine glycol
• CAS No.: 2943-56-8
• Molecular Formula: C5H8 N2 O4
• Molecular Weight: 160.13
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID601317323
• Nikkaji Number: J86.752G
• Wikipedia: Thymine_glycol
• Wikidata: Q21099627
• Metabolomics Workbench ID: 49707
• Mol file: 2943-56-8.mol

Synonyms:5,6-dihydroxy-5,6-dihydrothymine;5,6-dihydroxydihydrothymine;glycolthymine;thymine glycol;thymine glycol, ((cis)-(+-))-isomer;thymine glycol, ((trans)-(+-))-isomer;thymine glycol, (5R-cis)-isomer;thymine glycol, (5R-trans)-isomer;thymine glycol, (5S-cis)-isomer;thymine glycol, (5S-trans)-isomer;thymine glycol, (cis)-isomer;thymine glycol, (trans)-isomer

Chemical Property of Thymine glycol

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 105.64000
• Density: 1.541g/cm³
• LogP: -2.18890
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 160.04840674
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

5,6-DIHYDROXY-5-METHYL-1,3-DIAZINANE-2,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(NC(=O)NC1=O)O)O
• General Description: 5,6-Dihydroxy-5-methyl-1,3-diazinane-2,4-dione (also known as thymine glycol) is a DNA lesion formed through oxidative damage, particularly by reactive oxygen species. It can be efficiently converted into the formamide lesion, another radiation-induced degradation product, via sodium periodate oxidation. This conversion is quantitative and useful for generating oligonucleotides containing the formamide lesion, aiding in the study of DNA damage and repair mechanisms. Thymine glycol itself is a stable, hydrated derivative of thymine and serves as a biomarker for oxidative stress in cellular DNA.

Technology Process of Thymine glycol

There total 12 articles about Thymine glycol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → 6-hydroxy-5,6-dihydrothymine (1123-21-3) + 5,6-dihydroxy-5,6-dihydrothymine (2943-56-8) + 6-Hydroxydihydrothymine (13514-92-6) + 5,6-dihydrothymine (696-04-8)

Guidance literature:

With 1H-4⁽⁵⁾-nitroimidazole; In water; Further byproducts given; Irradiation; pH=7.0+/-0.1;

DOI:10.1246/cl.1982.1041

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → 5-hydroxymethyl uracil (4433-40-3) + 6-hydroxy-5,6-dihydrothymine (1123-21-3) + 5,6-dihydroxy-5,6-dihydrothymine (2943-56-8) + 6-Hydroxydihydrothymine (13514-92-6) + 5,6-dihydrothymine (696-04-8)

Guidance literature:

With (60)Co γ-ray irradiation; 1H-4⁽⁵⁾-nitroimidazole; In water; Mechanism; Irradiation; var. nitro compounds, pH=7.0+/-0.1;

DOI:10.1246/cl.1982.1041

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → 5-hydroxymethyl uracil (4433-40-3) + 5-methylbarbituric acid (2417-22-3,697787-37-4) + 6-hydroxy-5,6-dihydrothymine (1123-21-3) + cis-5,6-dihydroxy-5,6-dihydrothymine (1124-84-1,1431-06-7,2943-56-8,57908-05-1,57908-06-2,57968-48-6,57968-49-7,57968-50-0,58000-49-0) + 6-Hydroxydihydrothymine (13514-92-6) + 5,6-dihydrothymine (696-04-8)

Guidance literature:

With ammonium ferric sulfate; In water; Product distribution; γ-radiolysis, absence of NH4Fe(SO4)2, in presence of NH4Fe(SO4)2 and t-butyl alcohol;

DOI:10.1246/bcsj.63.3001

upstream raw materials:

thymin

5,6-dihydrothymine

thymidine

2,6-diaminocaproic acid

Downstream raw materials:

thymin

6-Hydroxydihydrothymine

2,4-dihydroxy-5-methylpyrimidine

formic acid

Refernces

Efficient conversion of thymine glycol into the formamide lesion in oligonucleotides

10.1016/j.tetlet.2008.12.001

The research investigates a method to convert thymine glycol into the formamide lesion in oligonucleotides using sodium periodate oxidation. The study aims to develop a convenient and efficient way to produce oligonucleotides containing the formamide lesion, which is a radiation-induced pyrimidine degradation product and important for studying DNA damage. The researchers found that sodium periodate efficiently oxidized thymine glycol to form N-(2-deoxy-β-D-erythro-pentofuranosyl)formamide, a significant lesion in DNA damage studies. This method was successfully applied to oligonucleotides containing thymine glycol, demonstrating that the conversion could be performed quantitatively. The study concludes that this post-synthetic conversion method allows biologists to easily obtain oligonucleotides with the formamide lesion, facilitating further biochemical studies on this type of DNA damage.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 2943-56-8 5,6-dihydroxy-5-methyl-1,3-diazinane-2,4-dione

Send

Send

Metric Ton KG G Pound L ML

Send

Send