Literature DB >> 15727432

Improved nucleic acid triggered probe activation through the use of a 5-thiomethyluracil peptide nucleic acid building block.

Jianfeng Cai1, Xiaoxu Li, John Stephen Taylor.   

Abstract

To improve the efficiency of a nucleic acid triggered probe activation (NATPA) system a 5-thiomethyluracil peptide nucleic acid (PNA) building block has been synthesized. Attachment of imidazole and a coumarin ester to uracils at the ends of two PNAs resulted in a 550 000-fold acceleration of DNA-triggered coumarin release relative to imidazole and a 6-fold increase in k(cat) relative to a system which had these groups attached to the amino and carboxy ends of PNAs. [structure: see text]

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Year:  2005        PMID: 15727432     DOI: 10.1021/ol0478382

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

1.  Double displacement: An improved bioorthogonal reaction strategy for templated nucleic acid detection.

Authors:  Daniel J Kleinbaum; Gregory P Miller; Eric T Kool
Journal:  Bioconjug Chem       Date:  2010-06-16       Impact factor: 4.774

2.  Two successive reactions on a DNA template: a strategy for improving background fluorescence and specificity in nucleic acid detection.

Authors:  Raphael M Franzini; Eric T Kool
Journal:  Chemistry       Date:  2011-01-10       Impact factor: 5.236

Review 3.  DNA as a versatile chemical component for catalysis, encoding, and stereocontrol.

Authors:  Scott K Silverman
Journal:  Angew Chem Int Ed Engl       Date:  2010-09-24       Impact factor: 15.336

4.  Double-stranded DNA-templated cleavage of oligonucleotides containing a P3'->N5' linkage triggered by triplex formation: the effects of chemical modifications and remarkable enhancement in reactivity.

Authors:  Kosuke Ramon Ito; Tetsuya Kodama; Masaharu Tomizu; Yoshinori Negoro; Ayako Orita; Tomohisa Osaki; Noritsugu Hosoki; Takaya Tanaka; Takeshi Imanishi; Satoshi Obika
Journal:  Nucleic Acids Res       Date:  2010-07-08       Impact factor: 16.971

5.  Efficient nucleic acid detection by templated reductive quencher release.

Authors:  Raphael M Franzini; Eric T Kool
Journal:  J Am Chem Soc       Date:  2009-11-11       Impact factor: 15.419

6.  7-Azidomethoxy-coumarins as profluorophores for templated nucleic acid detection.

Authors:  Raphael M Franzini; Eric T Kool
Journal:  Chembiochem       Date:  2008-12-15       Impact factor: 3.164

7.  Synthesis of peptide nucleic acid FRET probes via an orthogonally protected building block for post-synthetic labeling of peptide nucleic acids at the 5-position of uracil.

Authors:  Bereket Y Oquare; John-Stephen Taylor
Journal:  Bioconjug Chem       Date:  2008-11-19       Impact factor: 4.774

8.  Identification and characterization of high affinity antisense PNAs for the human unr (upstream of N-ras) mRNA which is uniquely overexpressed in MCF-7 breast cancer cells.

Authors:  Huafeng Fang; Xuan Yue; Xiaoxu Li; John-Stephen Taylor
Journal:  Nucleic Acids Res       Date:  2005-11-27       Impact factor: 16.971

9.  Subnanomolar Detection of Oligonucleotides through Templated Fluorogenic Reaction in Hydrogels: Controlling Diffusion to Improve Sensitivity.

Authors:  Dana Al Sulaiman; Jason Y H Chang; Sylvain Ladame
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-06       Impact factor: 15.336

Review 10.  Fluorogenic PNA probes.

Authors:  Tirayut Vilaivan
Journal:  Beilstein J Org Chem       Date:  2018-01-29       Impact factor: 2.883

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