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About This Item
Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
Molecular Weight:
126.11
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-616-1
MDL number:
Beilstein/REAXYS Number:
117880
Product Name
Thymine, ≥99%
InChI key
RWQNBRDOKXIBIV-UHFFFAOYSA-N
InChI
1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)
SMILES string
CC1=CNC(=O)NC1=O
biological source
synthetic (organic)
assay
≥99%
form
powder
mp
~320 °C (dec.) (lit.)
solubility
1 M NaOH: 50 mg/mL, clear, colorless
storage temp.
room temp
Quality Level
Gene Information
mouse ... Tymp(72962)
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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, Raman scattering experiments. It has also been used as supplement in C2C12 myoblast cells. 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. Thymine dimers are indicative of DNA damage. Thymine is used with metal (mercury) to form thymine−HgII−thymine (T−HgII−T) duplexes. Thymine starvation in bacteria leads to halt in DNA synthesis and is referred as thymine-less death.
General description
Thymine is one of the four nucleobases, along with adenine, guanine and cytosine found in deoxyribonucleic acids (DNA).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Methods for detection of cytosine and thymine modifications in DNA
Berney M and McGouran JF
Nature Reviews Chemistry, 1-1 (2018)
Andrej Dementjev et al.
Scientific reports, 10(1), 17097-17097 (2020-10-15)
Identification of chemically homologous microcrystals in a polycrystal sample is a big challenge and requires developing specific highly sensitive tools. Second harmonic (SHG) and coherent anti-Stokes Raman scattering (CARS) spectroscopy can be used to reveal arrangement of thymine molecules, one
On How Watson and Crick Discovered what Watson and Crick had Suggested: The" Folk" Concept of Discovery Rediscovered
Charpa U
History and philosophy of the life sciences, 7-30 (2008)
MercuryII-mediated formation of thymine- HgII- thymine base pairs in DNA duplexes
Miyake Y, et al.
Journal of the American Chemical Society, 128(7), 2172-2173 (2006)
Yang-Wei Lin et al.
The Analyst, 136(5), 863-871 (2010-12-16)
Monitoring the levels of potentially toxic metal (PTM) ions (e.g., Hg(2+), Pb(2+), Cu(2+)) in aquatic ecosystems is important because these ions can have severe effects on human health and the environment. Gold (Au) nanomaterials are attractive sensing materials because of
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