Synthesis of glycerol nucleic acid (GNA) phosphoramidite monomers and oligonucleotide polymers

Su Zhang, John C. Chaput

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

This unit describes a straightforward method for preparing glycerol nucleic acid (GNA) phosphoramidite monomers and oligonucleotide polymers using standard cyanoethyl phosphoramidite chemistry. GNA is an unnatural nucleic acid analog composed of an acyclic three-carbon sugar-phosphate backbone that contains one stereogenic center per repeating unit. GNA has attracted significant attention as a nucleic acid derivative due to its unique ability to form stable Watson-Crick anti-parallel duplex structures with thermal and thermodynamic stabilities rivaling those of natural DNA and RNA. The chemical simplicity of this nucleic acid structure provides access to enantiomerically pure forms of right- and left-handed helical structures that can be used as unnatural building blocks in DNA nanotechnology.

Original languageEnglish (US)
JournalCurrent Protocols in Nucleic Acid Chemistry
Issue numberSUPPL. 42
DOIs
StatePublished - 2010

Fingerprint

Oligonucleotides
Glycerol
Nucleic Acids
Polymers
Monomers
Thermodynamic stability
Sugar Phosphates
Nanotechnology
DNA
Thermodynamics
phosphoramidite
Carbon
Hot Temperature
RNA
Derivatives

Keywords

  • chemical synthesis
  • glycerol nucleic acid (GNA)
  • nanotechnology
  • oligonucleotide
  • phosphoramidite
  • solid-phase synthesis
  • thermal stability

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Cite this

Synthesis of glycerol nucleic acid (GNA) phosphoramidite monomers and oligonucleotide polymers. / Zhang, Su; Chaput, John C.

In: Current Protocols in Nucleic Acid Chemistry, No. SUPPL. 42, 2010.

Research output: Contribution to journalArticle

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