Literature DB >> 21210039

Design and application of esterase-labile sulfonate protecting groups.

Laert Rusha1, Stephen C Miller.   

Abstract

Three esterase-labile, but chemically-stable sulfonate protecting groups have been designed and synthesized. One of these sulfonate esters allowed the cytoplasmic delivery and unmasking of a sulfonated dye in live cells.

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Year:  2011        PMID: 21210039     DOI: 10.1039/c0cc04796a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Designed to dissolve: suppression of colloidal aggregation of Cu(I)-selective fluorescent probes in aqueous buffer and in-gel detection of a metallochaperone.

Authors:  M Thomas Morgan; Pritha Bagchi; Christoph J Fahrni
Journal:  J Am Chem Soc       Date:  2011-09-14       Impact factor: 15.419

2.  A trifluoroacetic acid-labile sulfonate protecting group and its use in the synthesis of a near-IR fluorophore.

Authors:  Steven M Pauff; Stephen C Miller
Journal:  J Org Chem       Date:  2012-12-13       Impact factor: 4.354

3.  Synthesis of near-IR fluorescent oxazine dyes with esterase-labile sulfonate esters.

Authors:  Steven M Pauff; Stephen C Miller
Journal:  Org Lett       Date:  2011-11-02       Impact factor: 6.005

4.  Reductively-labile sulfonate ester protecting groups that are rapidly cleaved by physiological glutathione.

Authors:  Adam Choi; Stephen C Miller
Journal:  Org Biomol Chem       Date:  2017-02-07       Impact factor: 3.876

5.  Phosphonofluoresceins: Synthesis, Spectroscopy, and Applications.

Authors:  Joshua L Turnbull; Brittany R Benlian; Ryan P Golden; Evan W Miller
Journal:  J Am Chem Soc       Date:  2021-04-02       Impact factor: 15.419

6.  Photoactivated release of membrane impermeant sulfonates inside cells.

Authors:  Stuart T Caldwell; Sean N O'Byrne; Calum Wilson; Filip Cvetko; Michael P Murphy; John G McCarron; Richard C Hartley
Journal:  Chem Commun (Camb)       Date:  2021-03-23       Impact factor: 6.222

7.  Membrane-Permeant, Bioactivatable Coumarin Derivatives for In-Cell Labelling.

Authors:  Madeleine Schultz; Rainer Müller; Yulia Ermakova; Jan-Erik Hoffmann; Carsten Schultz
Journal:  Chembiochem       Date:  2022-02-23       Impact factor: 3.461

8.  Sulfonated Nonsaccharide Heparin Mimetics Are Potent and Noncompetitive Inhibitors of Human Neutrophil Elastase.

Authors:  Rami A Al-Horani; Kholoud F Aliter; Srabani Kar; Madhusoodanan Mottamal
Journal:  ACS Omega       Date:  2021-05-03

9.  Metal- and Reagent-Free Electrochemical Synthesis of Alkyl Arylsulfonates in a Multi-Component Reaction.

Authors:  Stephan P Blum; Dieter Schollmeyer; Maris Turks; Siegfried R Waldvogel
Journal:  Chemistry       Date:  2020-06-22       Impact factor: 5.236

  9 in total

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