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T0376

Sigma-Aldrich

Thymine

≥99%

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Synonym(s):
2,4-Dihydroxy-5-methylpyrimidine, 5-Methyluracil
Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
Molecular Weight:
126.11
Beilstein/REAXYS Number:
117880
EC Number:
MDL number:
PubChem Substance ID:

biological source

synthetic (organic)

Quality Level

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)

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This Item
T0895PHR1345T1895
vibrant-m

T0376

Thymine

vibrant-m

T0895

Thymine

vibrant-m

T1895

Thymidine

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

300

form

powder

form

powder

form

-

form

powder

assay

≥99%

assay

≥99% (HPLC)

assay

-

assay

≥99%

mp

~320 °C (dec.) (lit.)

mp

~320 °C (dec.) (lit.)

mp

~320 °C (dec.) (lit.)

mp

186-188 °C (lit.)

Gene Information

mouse ... Tymp(72962)

Gene Information

mouse ... Tymp(72962)

Gene Information

-

Gene Information

human ... DTYMK(1841)

General description

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

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.

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)


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vibrant-m

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Thymine dimer-induced structural changes to the DNA duplex examined with reactive probes
Rumora AE, et al.
Biochemistry, 47(49), 13026-13035 (2008)
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
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)
Quantification of nitrogenous bases, DNA and Collagen type I for the estimation of the postmortem interval in bone remains
Perez-Martinez C, et al.
Forensic Science International, 281, 106-112 (2017)
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)

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