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20-September-2008 09:29:09 - Glycerol nucleic acid Glycerol nucleic acid GNA is a polymer similar to DNA or RNA but differing in the composition of its backbone. GNA is not known to occur in existing life on Earth. The 2,3-dihydroxypropylnucleoside analogues were first prepared by Ueda et al 1971. Soon thereafter it was shown that phosphate-linked oligomers of the analogues did in fact exhibit hypochromicity in the presence of RNA and DNA in solution Seita et al 1972. The preparation of the polymers was later described by Cook et al 1995, 1999 and Acevedo and Andrews 1996. The GNA-GNA self-pairing described by Zhang and Meggers is however novel, and the specificity of interaction well-demonstrated, the molecules themselves. DNA and RNA have a deoxyribose and ribose sugar backbone, respectively, whereas GNA's backbone is composed of repeating glycerol units linked by phosphodiester bonds. The glycerol molecule has just three carbon atoms and still shows Watson-Crick base pairing. Interestingly, the Watson-Crick base pairing is much more stable in GNA than its natural counterparts DNA and RNA as it requires a high temperature to melt a duplex of GNA. It is possibly the simplest of the nucleic acids, so making it a hypothetical precursor to RNA. See also Abiogenesis Threose nucleic acid Peptide nucleic acid References Zhang Lilu, Peritz Adam, Meggers Eric 2005. A simple glycol nucleic acid. J Am Chem Soc 127 12: 4174-5. doi:10.1021/ja042564z. PMID 15783191. Seita, Tooru; Yamauchi, Kiyoshi; Kinoshita, Masayoshi; Imoto, Minoru. Condensation polymerization of nucleotide analogues. Die Makromolekulare Chemie 1972, 154:255-261. Ueda, Nasuo; Kawabata, Toshio; Takemoto, Kiichi. Synthesis of N-2,3-dihydroxypropyl derivatives of nucleic bases. Journal of Heterocyclic Chemistry 1971, 85, 827-9. Acevedo, Oscar L.; Andrews, Robert S. Synthesis of propane-2,3-diol combinatorial monomers. Tetrahedron Letters 1996, 3723, 3931-3934. Cook, Phillip Dan; Acevedo, Oscar L.; Davis, Peter W.; Ecker, David J.; Hebert, Normand. Synthesis of acyclic oligonucleotides as antiviral and antiinflammatory agents and inhibitors of phospholipase A2. PCT Int. Appl. 1995, 126 pp. WO 9518820 A1 19950713 CAN 124:30276 AN 1995:982328 Cook, Phillip Dan; Acevedo, Oscar L.; Davis, Peter W.; Ecker, David J.; Hebert, Normand. Preparation of ethylene glycol phosphate linked oligodeoxyribonucleotides as phospholipase A2 inhibitors. U.S. 1999, 39 pp., Cont.-in-part of U.S. Ser. No. 179,970. CODEN: USXXAM US 5886177 A 19990323 CAN 130:237811 AN 1999:205354 External links Meggers Laboratory Simpler than DNA - Chemical and engineering news v d e Types of nucleic acids Constituents Nucleobases | Nucleosides | Nucleotides | Deoxynucleotides Ribonucleic acids RNA | mRNA pre-mRNA/hnRNA | tRNA | rRNA | aRNA | gRNA | miRNA | ncRNA | piRNA | shRNA | siRNA | snRNA | snoRNA | stRNA | ta-siRNA | tmRNA Deoxyribonucleic acids DNA | cDNA | gDNA | msDNA | mtDNA Nucleic acid analogues GNA | LNA | PNA | TNA | morpholino Cloning vectors phagemid | plasmid | lambda phage | cosmid | P1 phage | fosmid | BAC | YAC | HAC Major families of biochemicals Saccharides | Carbohydrates | Glycosides | | Amino acids | Peptides | Proteins | Glycoproteins | | Lipids | Terpenes | Steroids | Carotenoids Alkaloids | Nucleobases | Nucleic acids | | Enzyme cofactors | Flavonoids | Polyketides | Tetrapyrroles This genetics article is a stub. Retrieved from http://en..org/wiki/Glycerol_nucleic_acid Categories: Genetics stubs | Nucleic acids Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages 中文 Türkçe This page was last modified on 28 May 2008, at 18:21
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