Literature DB >> 20148571

Synthesis of a sensitive and selective potassium-sensing fluoroionophore.

Richard D Carpenter1, A S Verkman.   

Abstract

An efficient synthesis is reported that delivers in 5 steps and 52% overall yield a new structurally simplified fluorescent K(+) sensor with improved K(+) sensitivity and selectivity over existing K(+) sensors. The synthesis procedure utilizes a new template-directed oxidative C-N bond-forming macrocyclization reaction and reports new approaches to Pd(0), Sandmeyer-like and metal-free aminoarylations, as well as organotitanium additions to vinylogous sulfonates.

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Year:  2010        PMID: 20148571      PMCID: PMC3315285          DOI: 10.1021/ol902836c

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


  21 in total

1.  Long-term in vivo imaging of experience-dependent synaptic plasticity in adult cortex.

Authors:  Joshua T Trachtenberg; Brian E Chen; Graham W Knott; Guoping Feng; Joshua R Sanes; Egbert Welker; Karel Svoboda
Journal:  Nature       Date:  2002 Dec 19-26       Impact factor: 49.962

2.  Millisecond association kinetics of K+ with triazacryptand-based K+ indicators measured by fluorescence correlation spectroscopy.

Authors:  Mazin Magzoub; Prashant Padmawar; James A Dix; A S Verkman
Journal:  J Phys Chem B       Date:  2006-10-26       Impact factor: 2.991

3.  Cell-based fluorescence screen for K+ channels and transporters using an extracellular triazacryptand-based K+ sensor.

Authors:  Wan Namkung; Prashant Padmawar; Aaron D Mills; A S Verkman
Journal:  J Am Chem Soc       Date:  2008-05-31       Impact factor: 15.419

4.  K+ waves in brain cortex visualized using a long-wavelength K+-sensing fluorescent indicator.

Authors:  Prashant Padmawar; Xiaoming Yao; Orin Bloch; Geoffrey T Manley; A S Verkman
Journal:  Nat Methods       Date:  2005-11       Impact factor: 28.547

5.  Copper-catalyzed arylation of beta-amino alcohols.

Authors:  Gabriel E Job; Stephen L Buchwald
Journal:  Org Lett       Date:  2002-10-17       Impact factor: 6.005

6.  Total synthesis of (+)-lyconadin A and related compounds via oxidative C-N bond formation.

Authors:  Scott P West; Alakesh Bisai; Andrew D Lim; Raja R Narayan; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

7.  Inhibition of delayed rectifier potassium channels and induction of arrhythmia: a novel effect of celecoxib and the mechanism underlying it.

Authors:  Roman V Frolov; Ilya G Berim; Satpal Singh
Journal:  J Biol Chem       Date:  2007-11-05       Impact factor: 5.157

Review 8.  Function-oriented synthesis, step economy, and drug design.

Authors:  Paul A Wender; Vishal A Verma; Thomas J Paxton; Thomas H Pillow
Journal:  Acc Chem Res       Date:  2007-12-27       Impact factor: 22.384

9.  Moderate loss of function of cyclic-AMP-modulated KCNQ2/KCNQ3 K+ channels causes epilepsy.

Authors:  B C Schroeder; C Kubisch; V Stein; T J Jentsch
Journal:  Nature       Date:  1998-12-17       Impact factor: 49.962

10.  Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.

Authors:  Qilong Shen; Tokutaro Ogata; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-04-30       Impact factor: 15.419

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  11 in total

1.  Palladium-Mediated Synthesis of a Near-Infrared Fluorescent K+ Sensor.

Authors:  H M Dhammika Bandara; Zhengmao Hua; Mei Zhang; Steven M Pauff; Stephen C Miller; Elizabeth A Colby Davie; William R Kobertz
Journal:  J Org Chem       Date:  2017-07-14       Impact factor: 4.354

2.  Ion-Switchable Quantum Dot Förster Resonance Energy Transfer Rates in Ratiometric Potassium Sensors.

Authors:  Timothy T Ruckh; Christopher G Skipwith; Wendi Chang; Alexander W Senko; Vladimir Bulovic; Polina O Anikeeva; Heather A Clark
Journal:  ACS Nano       Date:  2016-04-18       Impact factor: 15.881

3.  Triazacryptand-based fluorescent sensors for extracellular and intracellular K+ sensing.

Authors:  Xianfeng Zhou; Fengyu Su; Weimin Gao; Yanqing Tian; Cody Youngbull; Roger H Johnson; Deirdre R Meldrum
Journal:  Biomaterials       Date:  2011-09-08       Impact factor: 12.479

Review 4.  Arylethynyl receptors for neutral molecules and anions: emerging applications in cellular imaging.

Authors:  Calden N Carroll; John J Naleway; Michael M Haley; Darren W Johnson
Journal:  Chem Soc Rev       Date:  2010-08-31       Impact factor: 54.564

Review 5.  Molecular Probes, Chemosensors, and Nanosensors for Optical Detection of Biorelevant Molecules and Ions in Aqueous Media and Biofluids.

Authors:  Joana Krämer; Rui Kang; Laura M Grimm; Luisa De Cola; Pierre Picchetti; Frank Biedermann
Journal:  Chem Rev       Date:  2022-01-07       Impact factor: 60.622

6.  A highly selective mitochondria-targeting fluorescent K(+) sensor.

Authors:  Xiangxing Kong; Fengyu Su; Liqiang Zhang; Jordan Yaron; Fred Lee; Zhengwei Shi; Yanqing Tian; Deirdre R Meldrum
Journal:  Angew Chem Int Ed Engl       Date:  2015-08-21       Impact factor: 15.336

7.  Function-Oriented Synthesis of a Didesmethyl Triazacryptand Analogue for Fluorescent Potassium Ion Sensing.

Authors:  Richard D Carpenter; Alan S Verkman
Journal:  European J Org Chem       Date:  2011-03-01

Review 8.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

9.  Potassium-Ion-Selective Fluorescent Sensors To Detect Cereulide, the Emetic Toxin of B. cereus, in Food Samples and HeLa Cells.

Authors:  José García-Calvo; Saturnino Ibeas; Eva-Clara Antón-García; Tomás Torroba; Gerardo González-Aguilar; Wilson Antunes; Eloísa González-Lavado; Mónica L Fanarraga
Journal:  ChemistryOpen       Date:  2017-06-12       Impact factor: 2.911

10.  A dual-fluorophore sensor approach for ratiometric fluorescence imaging of potassium in living cells.

Authors:  Zeming Wang; Tyler C Detomasi; Christopher J Chang
Journal:  Chem Sci       Date:  2020-12-15       Impact factor: 9.825

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