Literature DB >> 20509625

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

Daniel J Kleinbaum1, Gregory P Miller, Eric T Kool.   

Abstract

Quenched autoligation probes have been employed previously in a target-templated nonenzymatic ligation strategy for detecting nucleic acids in cells by fluorescence. A common source of background signal in such probes is the undesired reaction with water and other cellular nucleophiles. Here, we describe a new class of self-ligating probes, double displacement (DD) probes, that rely on two displacement reactions to fully unquench a nearby fluorophore. Three potential double displacement architectures, all possessing two fluorescence quencher/leaving groups (dabsylate groups), were synthesized and evaluated for templated reaction with nucleophile (phosphorothioate) probes both in vitro and in intact bacterial cells. All three DD probe designs provided substantially better initial quenching than a single-Dabsyl control. In isothermal templated reactions in vitro, double displacement probes yielded considerably lower background signal than previous single displacement probes; investigation into the mechanism revealed that one dabsylate acts as a sacrificial leaving group, reacting nonspecifically with water, but yielding little signal because another quencher group remains. Templated reaction with the specific nucleophile probe is required to activate a signal. The double displacement probes provided a ca. 80-fold turn-on signal and yielded a 2-4-fold improvement in signal/background over single Dabsyl probes. The best-performing probe architecture was demonstrated in a two-color, FRET-based two-allele discrimination system in vitro and was shown to be capable of discriminating between two closely related species of bacteria differing by a single nucleotide at an rRNA target site.

Entities:  

Mesh:

Substances:

Year:  2010        PMID: 20509625      PMCID: PMC2891565          DOI: 10.1021/bc100165h

Source DB:  PubMed          Journal:  Bioconjug Chem        ISSN: 1043-1802            Impact factor:   4.774


  41 in total

1.  Nucleic acid-triggered fluorescent probe activation by the Staudinger reaction.

Authors:  Jianfeng Cai; Xiaoxu Li; Xuan Yue; John Stephen Taylor
Journal:  J Am Chem Soc       Date:  2004-12-22       Impact factor: 15.419

2.  Ordered multistep synthesis in a single solution directed by DNA templates.

Authors:  Thomas M Snyder; David R Liu
Journal:  Angew Chem Int Ed Engl       Date:  2005-12-01       Impact factor: 15.336

3.  Direct visualization of mRNA colocalization with mitochondria in living cells using molecular beacons.

Authors:  Philip J Santangelo; Nitin Nitin; Gang Bao
Journal:  J Biomed Opt       Date:  2005 Jul-Aug       Impact factor: 3.170

4.  Molecular assembly of superquenchers in signaling molecular interactions.

Authors:  Chaoyong James Yang; Hui Lin; Weihong Tan
Journal:  J Am Chem Soc       Date:  2005-09-21       Impact factor: 15.419

5.  In situ hybridization in living cells: detection of RNA molecules.

Authors:  S Paillasson; M Van De Corput; R W Dirks; H J Tanke; M Robert-Nicoud; X Ronot
Journal:  Exp Cell Res       Date:  1997-02-25       Impact factor: 3.905

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

Authors:  Jianfeng Cai; Xiaoxu Li; John Stephen Taylor
Journal:  Org Lett       Date:  2005-03-03       Impact factor: 6.005

7.  Enhancement of selectivity in recognition of nucleic acids via chemical autoligation.

Authors:  S M Gryaznov; R Schultz; S K Chaturvedi; R L Letsinger
Journal:  Nucleic Acids Res       Date:  1994-06-25       Impact factor: 16.971

8.  Flow cytometric detection of specific RNAs in native human cells with quenched autoligating FRET probes.

Authors:  Hiroshi Abe; Eric T Kool
Journal:  Proc Natl Acad Sci U S A       Date:  2005-12-29       Impact factor: 11.205

9.  Reduction-triggered fluorescent amplification probe for the detection of endogenous RNAs in living human cells.

Authors:  Kazuhiro Furukawa; Hiroshi Abe; Kayo Hibino; Yasushi Sako; Satoshi Tsuneda; Yoshihiro Ito
Journal:  Bioconjug Chem       Date:  2009-05-20       Impact factor: 4.774

10.  Quenched autoligation probes allow discrimination of live bacterial species by single nucleotide differences in rRNA.

Authors:  Adam P Silverman; Eric T Kool
Journal:  Nucleic Acids Res       Date:  2005-09-02       Impact factor: 16.971

View more
  4 in total

1.  Sandwich probes: two simultaneous reactions for templated nucleic acid detection.

Authors:  Daniel J Kleinbaum; Eric T Kool
Journal:  Chem Commun (Camb)       Date:  2010-10-07       Impact factor: 6.222

2.  Improved templated fluorogenic probes enhance the analysis of closely related pathogenic bacteria by microscopy and flow cytometry.

Authors:  Raphael M Franzini; Eric T Kool
Journal:  Bioconjug Chem       Date:  2011-08-26       Impact factor: 4.774

3.  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 4.  Chemically modified nucleic acids and DNA intercalators as tools for nanoparticle assembly.

Authors:  Angela F De Fazio; Doxi Misatziou; Ysobel R Baker; Otto L Muskens; Tom Brown; Antonios G Kanaras
Journal:  Chem Soc Rev       Date:  2021-11-29       Impact factor: 54.564

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.