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Literature DB >> 30354161

A General Approach to Biocompatible Branched Fluorous Tags for Increased Solubility in Perfluorocarbon Solvents.

Abstract

A modular, cost-effective route to a library of branched fluorous tags with two short, biocompatible, fluorinated chains (C6F13) is reported. These branched fluorous tags provide high fluorous content without the use of long-chain linear perfluorocarbons, which have rising health concerns due to their bioaccumulation. By attaching these tags to a porphyrin, it is demonstrated that high solubility can be achieved in fluorous solvents that are readily cleared from mammals. This work enhances the biocompatibility of perfluorocarbon nanoemulsions for photodynamic therapy.

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Year: 2018 PMID： 30354161 PMCID： PMC6321771 DOI： 10.1021/acs.orglett.8b02976

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

23 in total

1. Enrichment and analysis of peptide subsets using fluorous affinity tags and mass spectrometry.

Authors: Scott M Brittain; Scott B Ficarro; Ansgar Brock; Eric C Peters
Journal: Nat Biotechnol Date: 2005-03-13 Impact factor: 54.908

2. Fluorous-based small-molecule microarrays for the discovery of histone deacetylase inhibitors.

Authors: Arturo J Vegas; James E Bradner; Weiping Tang; Olivia M McPherson; Edward F Greenberg; Angela N Koehler; Stuart L Schreiber
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

3. Generation of (nonafluoro-tert-butoxy)methyl ponytails for enhanced fluorous partition of aromatics and heterocycles.

Authors: Xi Zhao; Wing Yan Ng; Kai-Chung Lau; Alana E C Collis; István T Horváth
Journal: Phys Chem Chem Phys Date: 2012-01-16 Impact factor: 3.676

4. Fluorous-based carbohydrate microarrays.

Authors: Kwang-Seuk Ko; Firoz A Jaipuri; Nicola L Pohl
Journal: J Am Chem Soc Date: 2005-09-28 Impact factor: 15.419

Review 5. Understanding the fundamentals of perfluorocarbons and perfluorocarbon emulsions relevant to in vivo oxygen delivery.

Authors: Jean G Riess
Journal: Artif Cells Blood Substit Immobil Biotechnol Date: 2005

Review 6. Targeting Photochemical Scalpels or Lancets in the Photodynamic Therapy Field-The Photochemist's Role.

Authors: Stefano Protti; Angelo Albini; Radhika Viswanathan; Alexander Greer
Journal: Photochem Photobiol Date: 2017-06-13 Impact factor: 3.421

Review 7. Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis.

Authors: Charles E Hoyle; Andrew B Lowe; Christopher N Bowman
Journal: Chem Soc Rev Date: 2010-02-09 Impact factor: 54.564

8. Syntheses and reactivities of disubstituted and trisubstituted fluorous pyridines with high fluorous phase affinities: solid state, liquid crystal, and ionic liquid-phase properties.

Authors: Christian Rocaboy; Frank Hampel; J A Gladysz
Journal: J Org Chem Date: 2002-10-04 Impact factor: 4.354

A General Approach to Biocompatible Branched Fluorous Tags for Increased Solubility in Perfluorocarbon Solvents.

1. Enrichment and analysis of peptide subsets using fluorous affinity tags and mass spectrometry.

2. Fluorous-based small-molecule microarrays for the discovery of histone deacetylase inhibitors.

3. Generation of (nonafluoro-tert-butoxy)methyl ponytails for enhanced fluorous partition of aromatics and heterocycles.

4. Fluorous-based carbohydrate microarrays.

Review 5. Understanding the fundamentals of perfluorocarbons and perfluorocarbon emulsions relevant to in vivo oxygen delivery.

Review 6. Targeting Photochemical Scalpels or Lancets in the Photodynamic Therapy Field-The Photochemist's Role.

Review 7. Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis.

8. Syntheses and reactivities of disubstituted and trisubstituted fluorous pyridines with high fluorous phase affinities: solid state, liquid crystal, and ionic liquid-phase properties.

9. Quantum interference of large organic molecules.

10. Reversible DNA micro-patterning using the fluorous effect.

1. Systematic Study of Perfluorocarbon Nanoemulsions Stabilized by Polymer Amphiphiles.

2. Perfluorocarbon nanomaterials for photodynamic therapy.

3. A Reduction-Sensitive Fluorous Fluorogenic Coumarin.

4. Redox-Responsive Gene Delivery from Perfluorocarbon Nanoemulsions through Cleavable Poly(2-oxazoline) Surfactants.

Review 5. Synthesis and applications of theranostic oligonucleotides carrying multiple fluorine atoms.