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Merck
CN

T0376

Thymine

≥99%, synthetic (organic), powder

Synonym(s):

2,4-Dihydroxy-5-methylpyrimidine, 5-Methyluracil

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About This Item

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

Key Documents

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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

200

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM8373
BCCL2105
BCCK0255
BCCH0561
BCCJ1354

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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
Methods for detection of cytosine and thymine modifications in DNA
Berney M and McGouran JF
Nature Reviews Chemistry, 1-1 (2018)
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)
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)
Thymine dimer-induced structural changes to the DNA duplex examined with reactive probes
Rumora AE, et al.
Biochemistry, 47(49), 13026-13035 (2008)
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