T0376

Thymine

≥99%, synthetic (organic), powder

• Synonym(s): 2,4-Dihydroxy-5-methylpyrimidine, 5-Methyluracil
• Empirical Formula (Hill Notation): C₅H₆N₂O₂
• CAS Number: 65-71-4
• Molecular Weight: 126.11
• Beilstein/REAXYS Number: 117880
• EC Number: 200-616-1
• MDL number: MFCD00006026
• UNSPSC Code: 41106305
• PubChem Substance ID: 24899883
• NACRES: NA.51

Properties

• Product Name: Thymine, ≥99%
• biological source: synthetic (organic)
• Quality Level: 200
• assay: ≥99%
• form: powder
• mp: ~320 °C (dec.) (lit.)
• SMILES string: CC1=CNC(=O)NC1=O
• InChI: 1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)
• InChI key: RWQNBRDOKXIBIV-UHFFFAOYSA-N
• Gene Information: mouse ... Tymp(72962)

Description

General description

Thymine is one of the four nucleobases, along with adenine, guanine and cytosine found in deoxyribonucleic acids (DNA).[1]

Application

Thymine has been used as a standard nitrogenous base in high-performance liquid chromatography-ultraviolet (HPLC-UV) for the quantification of bone DNA samples,[2] Raman scattering experiments[3]. It has also been used as supplement in C2C12 myoblast cells.[4] Thymine may be used to study chemical processes that affect DNA structure, such a radiation induced radical production leading to base cross-linking reactions and derivitizations. It may be used to study the parameters of hydrogen bonding kinetics and energies with other nucleobases such as adenine.Thymine is used to develop sensitive heavy metal (mercury) detectors based on coordination chemistry and nanoparticle structures.

Biochem/physiol Actions

Thymine used in studying DNA structure byirradtaion methods leading to cross-linking reactions and derivitizations.[5] Thymine dimers are indicative of DNA damage.[6] Thymine is used with metal (mercury) to form thymine−HgII−thymine (T−HgII−T) duplexes.[7] Thymine starvation in bacteria leads to halt in DNA synthesis and is referred as thymine-less death.[8]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)