Literature DB >> 19879138

Synthesis, spectroscopic properties and protein labeling of water soluble 3,5-disubstituted boron dipyrromethenes.

Ozlem Dilek1, Susan L Bane.   

Abstract

Sulfur-containing 3,5-disubstituted boron dipyrromethene (Bodipy) fluorescent probes with improved water solubility were synthesized. A dicarboxylic acid derivative that can be excited by the 543 nm HeNe laser line is very soluble in aqueous solution and retains high fluorescence quantum yield of the unionizable parent molecule. Conversion of the dicarboxylic acid to the succimidyl or sulfosuccinimidyl diester produces molecules capable of labeling proteins with a bright and stable fluorescence signal.

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Year:  2009        PMID： 19879138      PMCID： PMC2837930          DOI： 10.1016/j.bmcl.2009.10.080

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  19 in total

1.  Functionalisation of fluorescent BODIPY dyes by nucleophilic substitution.

Authors:  Taoufik Rohand; Mukulesh Baruah; Wenwu Qin; Noël Boens; Wim Dehaen
Journal:  Chem Commun (Camb)       Date:  2005-11-22       Impact factor: 6.222

2.  Spectral dispersion and water solubilization of BODIPY dyes via palladium-catalyzed C-H functionalization.

Authors:  Cliferson Thivierge; Rakeshwar Bandichhor; Kevin Burgess
Journal:  Org Lett       Date:  2007-04-25       Impact factor: 6.005

3.  BODIPY dyes and their derivatives: syntheses and spectroscopic properties.

Authors:  Aurore Loudet; Kevin Burgess
Journal:  Chem Rev       Date:  2007-10-09       Impact factor: 60.622

4.  Preparation of tubulin from brain.

Authors:  R C Williams; J C Lee
Journal:  Methods Enzymol       Date:  1982       Impact factor: 1.600

5.  4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes modified for extended conjugation and restricted bond rotations.

Authors:  J Chen; A Burghart; A Derecskei-Kovacs; K Burgess
Journal:  J Org Chem       Date:  2000-05-19       Impact factor: 4.354

6.  B,O-chelated azadipyrromethenes as near-IR probes.

Authors:  Aurore Loudet; Rakeshwar Bandichhor; Kevin Burgess; Aniello Palma; Shane O McDonnell; Michael J Hall; Donal F O'Shea
Journal:  Org Lett       Date:  2008-09-25       Impact factor: 6.005

7.  Functionalization of the 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) core.

Authors:  Lingling Li; Binh Nguyen; Kevin Burgess
Journal:  Bioorg Med Chem Lett       Date:  2007-11-01       Impact factor: 2.823

8.  Water-soluble BODIPY derivatives.

Authors:  Song Lin Niu; Gilles Ulrich; Raymond Ziessel; Agneta Kiss; Pierre-Yves Renard; Anthony Romieu
Journal:  Org Lett       Date:  2009-05-21       Impact factor: 6.005

9.  Bright, color-tunable fluorescent dyes in the Vis/NIR region: establishment of new "tailor-made" multicolor fluorophores based on borondipyrromethene.

Authors:  Keitaro Umezawa; Akihiro Matsui; Yuki Nakamura; Daniel Citterio; Koji Suzuki
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

10.  Boron dipyrromethene analogs with phenyl, styryl, and ethynylphenyl substituents: synthesis, photophysics, electrochemistry, and quantum-chemical calculations.

Authors:  Wenwu Qin; Taoufik Rohand; Wim Dehaen; John N Clifford; Kris Driesen; David Beljonne; Bernard Van Averbeke; Mark Van der Auweraer; Noël Boens
Journal:  J Phys Chem A       Date:  2007-08-14       Impact factor: 2.781
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  3 in total

1.  Highly water-soluble neutral BODIPY dyes with controllable fluorescence quantum yields.

Authors:  Shilei Zhu; Jingtuo Zhang; Giri Vegesna; Fen-Tair Luo; Sarah A Green; Haiying Liu
Journal:  Org Lett       Date:  2010-12-22       Impact factor: 6.005

2.  Synthesis of BODIPY derivatives substituted with various bioconjugatable linker groups: a construction kit for fluorescent labeling of receptor ligands.

Authors:  Fabian Heisig; Sabrina Gollos; Sven J Freudenthal; Ali El-Tayeb; Jamshed Iqbal; Christa E Müller
Journal:  J Fluoresc       Date:  2013-09-20       Impact factor: 2.217

3.  A Comparison of the Photophysical, Electrochemical and Cytotoxic Properties of meso-(2-, 3- and 4-Pyridyl)-BODIPYs and Their Derivatives.

Authors:  Caroline Ndung'u; Daniel J LaMaster; Simran Dhingra; Nathan H Mitchell; Petia Bobadova-Parvanova; Frank R Fronczek; Noémie Elgrishi; Maria da Graça H Vicente
Journal:  Sensors (Basel)       Date:  2022-07-07       Impact factor: 3.847
  3 in total

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