Definition
Pyrimidine is a six-membered nitrogen heterocyclic compound with the molecular formula C4H4N2. Pyrimidine bases are weakly basic. Pyrimidines are stabilized by resonance among atoms in the ring, which gives most of the bonds a partial double-bond character. As a result, pyrimidines are planar molecules and are characterized by strong UV absorption generally near 260 nm. Pyrimidine bases may exist in different tautomeric forms depending on the pH. At neutral pH, pyrimidines are hydrophobic and therefore relatively insoluble. Substituted pyrimidines are components of ribonucleic acids (RNA), deoxyribonucleic acids (DNA), and coenzymes and are broadly distributed in nature.
Overview
Pyrimidines are aromatic nitrogen heterocycles with a structure similar to benzene but containing two nitrogen atoms at the 1 and 3 positions of the ring. Pyrimidines (along with purines) serve as the informational monomers of RNA and DNA, the molecular carriers of genetic information. Hydrogen...
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References and Further Reading
Chittenden GJF, Schwartz AW (1976) Possible pathway for prebiotic uracil synthesis by photodehydrogenation. Nature 263:350–351
Martins Z, Botta O, Fogel ML, Sephton MA, Glavin DP, Watson JS, Dworkin JP, Schwartz AW, Ehrenfreund P (2008) Extraterrestrial nucleobases in the Murchison meteorite. Earth Planet Sci Lett 270:130–136
Miller SL, Orgel LE (1974) The origins of life on the earth. Prentice-Hall, Englewood Cliffs, p 229
Nelson DL, Cox MM (2000) Lehninger principles of biochemistry, 3rd edn. Worth Publishers, New York, p 1255
Plaxco KW, Gross M (2006) Astrobiology: a brief introduction. The John Hopkins University Press, Baltimore, p 259
Saenger W (1984) Principles of nucleic acid structure. Springer, New York, p 556
Saladino R, Ciambecchini U, Crestini C, Costanzo G, Negri R, Di Mauro E (2003) One-pot TiO2-catalyzed synthesis of nucleic bases and acyclonucleosides from formamide: implications for the origin of life. Chembiochem 4:514–521
Stephen-Sherwood E, Oró J, Kimball AP (1971) Thymine: a possible prebiotic synthesis. Science 173:446–447
Stoks PG, Schwartz AW (1979) Uracil in carbonaceous meteorites. Nature 282:709–710
Voet AB, Schwartz AW (1982) Uracil synthesis via HCN oligomerization. Orig Life Evol Biosph 12:45–49
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Callahan, M.P. (2015). Pyrimidine Base. In: Gargaud, M., et al. Encyclopedia of Astrobiology. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-44185-5_1313
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