scholarly journals N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System

2009 ◽  
Vol 131 (6) ◽  
pp. 2119-2121 ◽  
Author(s):  
Jesse J. Chen ◽  
Xin Cai ◽  
Jack W. Szostak
2014 ◽  
Vol 10 ◽  
pp. 2131-2138 ◽  
Author(s):  
Keunsoo Kim ◽  
Venkateshwarlu Punna ◽  
Phaneendrasai Karri ◽  
Ramanarayanan Krishnamurthy

IsoGNA, an isomer of glycerol nucleic acid GNA, is a flexible (acyclic) nucleic acid with bases directly attached to its linear backbone. IsoGNA exhibits (limited) base-pairing properties which are unique compared to other known flexible nucleic acids. Herein, we report on the details of the preparation of isoGNA phosphoramidites and an alternative route for the synthesis of the adenine derivative. The synthetic improvements described here enable an easy access to isoGNA and allows for the further exploration of this structural unit in oligonucleotide chemistry thereby spurring investigations of its usefulness and applicability.


2018 ◽  
Vol 14 ◽  
pp. 253-281 ◽  
Author(s):  
Tirayut Vilaivan

Fluorogenic oligonucleotide probes that can produce a change in fluorescence signal upon binding to specific biomolecular targets, including nucleic acids as well as non-nucleic acid targets, such as proteins and small molecules, have applications in various important areas. These include diagnostics, drug development and as tools for studying biomolecular interactions in situ and in real time. The probes usually consist of a labeled oligonucleotide strand as a recognition element together with a mechanism for signal transduction that can translate the binding event into a measurable signal. While a number of strategies have been developed for the signal transduction, relatively little attention has been paid to the recognition element. Peptide nucleic acids (PNA) are DNA mimics with several favorable properties making them a potential alternative to natural nucleic acids for the development of fluorogenic probes, including their very strong and specific recognition and excellent chemical and biological stabilities in addition to their ability to bind to structured nucleic acid targets. In addition, the uncharged backbone of PNA allows for other unique designs that cannot be performed with oligonucleotides or analogues with negatively-charged backbones. This review aims to introduce the principle, showcase state-of-the-art technologies and update recent developments in the areas of fluorogenic PNA probes during the past 20 years.


2013 ◽  
Vol 52 (22) ◽  
pp. 5840-5844 ◽  
Author(s):  
Phaneendrasai Karri ◽  
Venkateshwarlu Punna ◽  
Keunsoo Kim ◽  
Ramanarayanan Krishnamurthy

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Keiji Murayama ◽  
Hikari Okita ◽  
Takumi Kuriki ◽  
Hiroyuki Asanuma

AbstractEvolution of xeno nucleic acid (XNA) world essentially requires template-directed synthesis of XNA polymers. In this study, we demonstrate template-directed synthesis of an acyclic XNA, acyclicl-threoninol nucleic acid (l-aTNA), via chemical ligation mediated by N-cyanoimidazole. The ligation of an l-aTNA fragment on an l-aTNA template is significantly faster and occurs in considerably higher yield than DNA ligation. Both l-aTNA ligation on a DNA template and DNA ligation on an l-aTNA template are also observed. High efficiency ligation of trimer l-aTNA fragments to a template-bound primer is achieved. Furthermore, a pseudo primer extension reaction is demonstrated using a pool of random l-aTNA trimers as substrates. To the best of our knowledge, this is the first example of polymerase-like primer extension of XNA with all four nucleobases, generating phosphodiester bonding without any special modification. This technique paves the way for a genetic system of the l-aTNA world.


2008 ◽  
Vol 130 (18) ◽  
pp. 5846-5847 ◽  
Author(s):  
Richard S. Zhang ◽  
Elizabeth O. McCullum ◽  
John C. Chaput

2013 ◽  
Vol 125 (22) ◽  
pp. 5952-5956 ◽  
Author(s):  
Phaneendrasai Karri ◽  
Venkateshwarlu Punna ◽  
Keunsoo Kim ◽  
Ramanarayanan Krishnamurthy

Author(s):  
W. Bernard

In comparison to many other fields of ultrastructural research in Cell Biology, the successful exploration of genes and gene activity with the electron microscope in higher organisms is a late conquest. Nucleic acid molecules of Prokaryotes could be successfully visualized already since the early sixties, thanks to the Kleinschmidt spreading technique - and much basic information was obtained concerning the shape, length, molecular weight of viral, mitochondrial and chloroplast nucleic acid. Later, additonal methods revealed denaturation profiles, distinction between single and double strandedness and the use of heteroduplexes-led to gene mapping of relatively simple systems carried out in close connection with other methods of molecular genetics.


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