Literature DB >> 18584068

Improved synthesis of DCDHF fluorophores with maleimide functional groups.

Zhikuan Lu1, Ryan Weber, Robert J Twieg.   

Abstract

A group of dicyanodihydrofuran (DCDHF) fluorophores with thiol-reactive maleimide functionality has been synthesized. One of the methods involves aromatic nucleophilic substitution reaction between an arylfluoride containing DCDHF and an amine containing protected maleimide. An alternative and generally useful method involves combination of the Mitsunobu reaction of a DCDHF-OH with a furan or 2-methylfuran protected maleimide and then subsequent retro Diels-Alder reaction.

Entities:  

Year:  2006        PMID： 18584068      PMCID： PMC2440721          DOI： 10.1016/j.tetlet.2006.07.142

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

Review 1.  Illuminating single molecules in condensed matter.

Authors:  W E Moerner; M Orrit
Journal:  Science       Date:  1999-03-12       Impact factor: 47.728

Review 2.  Fluorescence spectroscopy of single biomolecules.

Authors:  S Weiss
Journal:  Science       Date:  1999-03-12       Impact factor: 47.728

Review 3.  Nonlinear optical chromophores as nanoscale emitters for single-molecule spectroscopy.

Authors:  Katherine A Willets; Stefanie Y Nishimura; P James Schuck; Robert J Twieg; W E Moerner
Journal:  Acc Chem Res       Date:  2005-07       Impact factor: 22.384

4.  Probing the sequence of conformationally induced polarity changes in the molecular chaperonin GroEL with fluorescence spectroscopy.

Authors:  So Yeon Kim; Alexander N Semyonov; Robert J Twieg; Arthur L Horwich; Judith Frydman; W E Moerner
Journal:  J Phys Chem B       Date:  2005-12-29       Impact factor: 2.991

5.  Diffusion of lipid-like single-molecule fluorophores in the cell membrane.

Authors:  Stefanie Y Nishimura; Samuel J Lord; Lawrence O Klein; Katherine A Willets; Meng He; Zhikuan Lu; Robert J Twieg; W E Moerner
Journal:  J Phys Chem B       Date:  2006-04-20       Impact factor: 2.991

6.  Synthesis and characterization of dimaleimide fluorogens designed for specific labeling of proteins.

Authors:  Stéphane Girouard; Marie-Hélène Houle; Alain Grandbois; Jeffrey W Keillor; Stephen W Michnick
Journal:  J Am Chem Soc       Date:  2005-01-19       Impact factor: 15.419

7.  Multi-maleimides bearing electron-donating chromophores: reversible fluorescence and aggregation behavior.

Authors:  Xin Zhang; Zi-Chen Li; Kai-Bo Li; Fu-Sheng Du; Fu-Mian Li
Journal:  J Am Chem Soc       Date:  2004-10-06       Impact factor: 15.419

8.  Novel fluorophores for single-molecule imaging.

Authors:  Katherine A Willets; Oksana Ostroverkhova; Meng He; Robert J Twieg; W E Moerner
Journal:  J Am Chem Soc       Date:  2003-02-05       Impact factor: 15.419
  8 in total
  6 in total

1.  Single-molecule motions of oligoarginine transporter conjugates on the plasma membrane of Chinese hamster ovary cells.

Authors:  H-L Lee; E A Dubikovskaya; H Hwang; A N Semyonov; H Wang; L R Jones; R J Twieg; W E Moerner; P A Wender
Journal:  J Am Chem Soc       Date:  2008-06-26       Impact factor: 15.419

2.  Thiol-selective fluorogenic probes for labeling and release.

Authors:  Vu Hong; Alexander A Kislukhin; M G Finn
Journal:  J Am Chem Soc       Date:  2009-07-29       Impact factor: 15.419

Review 3.  DCDHF fluorophores for single-molecule imaging in cells.

Authors:  Samuel J Lord; Nicholas R Conley; Hsiao-Lu D Lee; Stefanie Y Nishimura; Andrea K Pomerantz; Katherine A Willets; Zhikuan Lu; Hui Wang; Na Liu; Reichel Samuel; Ryan Weber; Alexander Semyonov; Meng He; Robert J Twieg; W E Moerner
Journal:  Chemphyschem       Date:  2009-01-12       Impact factor: 3.102

4.  SLIM: A Short-Linked, Highly Redox-Stable Trityl Label for High-Sensitivity In-Cell EPR Distance Measurements.

Authors:  Nico Fleck; Caspar A Heubach; Tobias Hett; Florian R Haege; Pawel P Bawol; Helmut Baltruschat; Olav Schiemann
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-30       Impact factor: 15.336

Review 5.  Exploiting protected maleimides to modify oligonucleotides, peptides and peptide nucleic acids.

Authors:  Clément Paris; Omar Brun; Enrique Pedroso; Anna Grandas
Journal:  Molecules       Date:  2015-04-10       Impact factor: 4.411

Review 6.  Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes.

Authors:  Konstantin I Galkin; Valentine P Ananikov
Journal:  Int J Mol Sci       Date:  2021-11-01       Impact factor: 5.923
  6 in total

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