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Thymine information


Thymine
Names
Preferred IUPAC name
5-Methylpyrimidine-2,4(1H,3H)-dione
Other names
5-Methyluracil
Identifiers
CAS Number
  • 65-71-4 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17821 checkY
ChEMBL
  • ChEMBL993 checkY
ChemSpider
  • 1103 checkY
ECHA InfoCard 100.000.560 Edit this at Wikidata
IUPHAR/BPS
  • 4581
MeSH Thymine
PubChem CID
  • 1135
UNII
  • QR26YLT7LT checkY
CompTox Dashboard (EPA)
  • DTXSID4052342 Edit this at Wikidata
InChI
  • InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) checkY
    Key: RWQNBRDOKXIBIV-UHFFFAOYSA-N checkY
SMILES
  • O=C1NC(=O)NC=C1C
Properties
Chemical formula
C5H6N2O2
Molar mass 126.115 g·mol−1
Density 1.223 g cm−3 (calculated)
Melting point 316 to 317 °C (601 to 603 °F; 589 to 590 K)
Boiling point 335 °C (635 °F; 608 K) (decomposes)
Solubility in water
3.82 g/L[1]
Acidity (pKa) 9.7
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Thymine (/ˈθmɪn/) (symbol T or Thy) is one of the four nucleobases in the nucleic acid of DNA that are represented by the letters G–C–A–T. The others are adenine, guanine, and cytosine. Thymine is also known as 5-methyluracil, a pyrimidine nucleobase. In RNA, thymine is replaced by the nucleobase uracil. Thymine was first isolated in 1893 by Albrecht Kossel and Albert Neumann from calf thymus glands, hence its name.[2]

  1. ^ Dannenfelser, R.-M.; Yalkowsky, S.H. (December 1991). "Data base of aqueous solubility for organic non-electrolytes". Science of the Total Environment. 109 (C): 625–628. Bibcode:1991ScTEn.109..625D. doi:10.1016/0048-9697(91)90214-Y. Retrieved 2021-11-14.
  2. ^ Albrecht, Kossel; Neumann, Albert (Oct–Dec 1893). "Ueber das Thymin, ein Spaltungsproduct der Nucleïnsäure" [On thymine, a cleavage product of nucleic acid]. Berichte der Deutschen Chemischen Gesellschaft. 26 (3): 2753–2756. doi:10.1002/cber.18930260379. Retrieved 2021-11-14. p. 2754: Wir bezeichnen diese Substanz als Thymin. [We designate this substance as thymine.]

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Thymine

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cytosine. Thymine is also known as 5-methyluracil, a pyrimidine nucleobase. In RNA, thymine is replaced by the nucleobase uracil. Thymine was first isolated...

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Pyrimidine dimer

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Pyrimidine dimers represent molecular lesions originating from thymine or cytosine bases within DNA, resulting from photochemical reactions. These lesions...

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Thymidine

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(symbol dT or dThd), also known as deoxythymidine, deoxyribosylthymine, or thymine deoxyriboside, is a pyrimidine deoxynucleoside. Deoxythymidine is the DNA...

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Thymine glycol

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Thymine glycol (5,6-dihydroxy-5,6-dihydrothymine) is one of the principal DNA lesions that can be induced by oxidation and ionizing radiation. The rate...

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DNA

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nitrogen-containing nucleobases (cytosine [C], guanine [G], adenine [A] or thymine [T]), a sugar called deoxyribose, and a phosphate group. The nucleotides...

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Cytosine

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four nucleobases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA). It is a pyrimidine derivative, with a heterocyclic aromatic...

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Nucleotide

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nucleobases in DNA are guanine, adenine, cytosine, and thymine; in RNA, uracil is used in place of thymine. Nucleotides also play a central role in metabolism...

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Nucleotide bases

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deoxyribonucleic acid (DNA). Five nucleobases—adenine (A), cytosine (C), guanine (G), thymine (T), and uracil (U)—are called primary or canonical. They function as the...

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Thymine dioxygenase

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In enzymology, a thymine dioxygenase (EC 1.14.11.6) is an enzyme that catalyzes the chemical reaction thymine + 2-oxoglutarate + O2 ⇌ {\displaystyle \rightleftharpoons...

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Deamination

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replication fork, can be corrected by the enzyme thymine-DNA glycosylase, which removes the thymine base in a G/T mismatch. This leaves an abasic site...

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Pyrimidine

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three types of nucleobases are pyrimidine derivatives: cytosine (C), thymine (T), and uracil (U). The pyrimidine ring system has wide occurrence in...

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Uracil

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bonds. In DNA, the uracil nucleobase is replaced by thymine (T). Uracil is a demethylated form of thymine. Uracil is a common and naturally occurring pyrimidine...

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Photolyase

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and break certain types of pyrimidine dimers that arise when a pair of thymine or cytosine bases on the same strand of DNA become covalently linked. The...

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Messenger RNA

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uracil (U) instead of thymine (T) in DNA. uracil (U) is the complimentary base to adenine (A) during transcription instead of thymine (T). So when using...

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Ultraviolet

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ultraviolet radiation. UVB causes thymine base pairs next to each other in genetic sequences to bond together into thymine dimers, a disruption in the strand...

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Adenine

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nucleic acids of DNA, the other three being guanine (G), cytosine (C), and thymine (T). Adenine derivatives have various roles in biochemistry including cellular...

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Mutagenesis

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reduce its fidelity. Base analog such as 5-bromouracil may substitute for thymine in replication. Metals such as cadmium, chromium, and nickel can increase...

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Gattaca

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based on the letters G, A, T, and C, which stand for guanine, adenine, thymine, and cytosine, the four nucleobases of DNA. It was a 1997 nominee for the...

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Endonuclease

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Exposure of bacteriophage (phage) T4 to ultraviolet irradiation induces thymine dimers in the phage DNA. The phage T4 denV gene encodes endonuclease V...

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Molecular lesion

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lesions are general across DNA and RNA, some are specific to one, such as thymine dimers being found exclusively in DNA. Several cellular repair mechanisms...

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Base excision repair

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and hydrolysis of 5-methylcytosine to thymine, producing G:U and G:T base pairs. If the improper uracils or thymines in these base pairs are not removed...

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Sunburn

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direct DNA damage from UVB light. This damage is mainly the formation of a thymine dimer. The damage is recognized by the body, which then triggers several...

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Biochemistry

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binds with thymine and uracil, thymine binds only with adenine, and cytosine and guanine can bind only with one another. Adenine, thymine, and uracil...

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Nucleic acid

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bases found in RNA and DNA are: adenine, cytosine, guanine, thymine, and uracil. Thymine occurs only in DNA and uracil only in RNA. Using amino acids...

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TA cloning

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traditional subcloning. The technique relies on the ability of adenine (A) and thymine (T) (complementary basepairs) on different DNA fragments to hybridize and...

Word Count : 477

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