Chemical etiology of nucleic acid structure: the a...[Science. 2000]

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1: Science. 2000 Nov 17;290(5495):1347-51. Links

Comment in:: Science. 2000 Nov 17;290(5495):1306-7.; Science. 2000 Nov 17;290(5495):1347-51.
Comment on:: Science. 2000 Nov 17;290(5495):1347-51.

Chemical etiology of nucleic acid structure: the alpha-threofuranosyl-(3'-->2') oligonucleotide system.

Schöning K, Scholz P, Guntha S, Wu X, Krishnamurthy R, Eschenmoser A.

The Skaggs Institute for Chemical Biology at The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

TNAs [(L)-alpha-threofuranosyl oligonucleotides] containing vicinally connected (3'-->2') phosphodiester bridges undergo informational base pairing in antiparallel strand orientation and are capable of cross-pairing with RNA and DNA. Being derived from a sugar containing only four carbons, TNA is structurally the simplest of all potentially natural oligonucleotide-type nucleic acid alternatives studied thus far. This, along with the base-pairing properties of TNA, warrants close scrutiny of the system in the context of the problem of RNA's origin.

PMID: 11082060 [PubMed - indexed for MEDLINE]

Crystal structure of a B-form DNA duplex containing (L)-alpha-threofuranosyl (3'-->2') nucleosides: a four-carbon sugar is easily accommodated into the backbone of DNA.
J Am Chem Soc. 2002 Nov 20; 124(46):13716-21.

[J Am Chem Soc. 2002]
Origin of life. A simpler nucleic acid.
Science. 2000 Nov 17; 290(5495):1306-7.

[Science. 2000]
The structure of a TNA-TNA complex in solution: NMR study of the octamer duplex derived from alpha-(L)-threofuranosyl-(3'-2')-CGAATTCG.
J Am Chem Soc. 2008 Nov 12; 130(45):15105-15. Epub 2008 Oct 18.

[J Am Chem Soc. 2008]
ReviewChemical etiology of nucleic acid structure.
Science. 1999 Jun 25; 284(5423):2118-24.

[Science. 1999]
ReviewInsights from crystallographic studies into the structural and pairing properties of nucleic acid analogs and chemically modified DNA and RNA oligonucleotides.
Annu Rev Biophys Biomol Struct. 2007; 36:281-305.

[Annu Rev Biophys Biomol Struct. 2007]
» See reviews... | » See all...

Cited by 7 PubMed Central articles

Pseudo-Replication of [GADV]-Proteins and Origin of Life.
Ikehara K. Int J Mol Sci. 2009 Apr 2; 10(4):1525-1537. Epub 2009 Apr 2.

[Int J Mol Sci. 2009]
Enzymatic primer-extension with glycerol-nucleoside triphosphates on DNA templates.
Chen JJ, Tsai CH, Cai X, Horhota AT, McLaughlin LW, Szostak JW. PLoS One. 2009; 4(3):e4949. Epub 2009 Mar 23.

[PLoS One. 2009]
Enzymatic synthesis of DNA on glycerol nucleic acid templates without stable duplex formation between product and template.
Tsai CH, Chen J, Szostak JW. Proc Natl Acad Sci U S A. 2007 Sep 11; 104(37):14598-603. Epub 2007 Sep 4.

[Proc Natl Acad Sci U S A. 2007]
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