Literature DB >> 17705395

A concise synthesis of the Pennsylvania Green fluorophore and labeling of intracellular targets with O6-benzylguanine derivatives.

Laurie F Mottram1, Ewa Maddox, Markus Schwab, Florent Beaufils, Blake R Peterson.   

Abstract

We report improved syntheses of the Pennsylvania Green and 4-carboxy-Pennsylvania Green fluorophores; the latter compound was prepared from methyl 4-iodo-3-methylbenzoate in a three-pot process (32% overall yield). Chinese hamster ovary cells expressing O6-alkylguanine-DNA alkyltransferase fusion proteins were treated with Pennsylvania Green and Oregon Green linked to O6-benzylguanine (SNAP-Tag substrates). Analysis of living cells by confocal microscopy revealed that Pennsylvania Green derivatives exhibit substantially higher cell permeability than analogous Oregon Green-derived molecular probes.

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Year:  2007        PMID： 17705395     DOI： 10.1021/ol7015093

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


  13 in total

1.  Scalable and concise synthesis of dichlorofluorescein derivatives displaying tissue permeation in live zebrafish embryos.

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Journal:  Chembiochem       Date:  2008-01-25       Impact factor: 3.164

2.  Cyanine-Gemcitabine Conjugates as Targeted Theranostic Agents for Glioblastoma Tumor Cells.

Authors:  Zhengyang Jiang; Kathryn Pflug; Syed Muhammad Usama; Dacheng Kuai; Xin Yan; Raquel Sitcheran; Kevin Burgess
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3.  Synthesis of fluorinated benzophenones, xanthones, acridones, and thioxanthones by iterative nucleophilic aromatic substitution.

Authors:  Zachary R Woydziak; Liqiang Fu; Blake R Peterson
Journal:  J Org Chem       Date:  2011-11-23       Impact factor: 4.354

4.  Fluorescent detection of peroxynitrite during antibody-dependent cellular phagocytosis.

Authors:  Digamber Rane; Erick J Carlson; Yuwen Yin; Blake R Peterson
Journal:  Methods Enzymol       Date:  2020-05-18       Impact factor: 1.600

5.  Hydrophobic resorufamine derivatives: potent and selective red fluorescent probes of the endoplasmic reticulum of mammalian cells.

Authors:  Sahishna Phaniraj; Zhe Gao; Digamber Rane; Blake R Peterson
Journal:  Dyes Pigm       Date:  2016-05-09       Impact factor: 4.889

6.  Synthesis of Fluorophores that Target Small Molecules to the Endoplasmic Reticulum of Living Mammalian Cells.

Authors:  J Matthew Meinig; Liqiang Fu; Blake R Peterson
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-26       Impact factor: 15.336

7.  Uptake, distribution and diffusivity of reactive fluorophores in cells: implications toward target identification.

Authors:  Christopher W Cunningham; Archana Mukhopadhyay; Gerald H Lushington; Brian S J Blagg; Thomas E Prisinzano; Jeffrey P Krise
Journal:  Mol Pharm       Date:  2010-08-02       Impact factor: 4.939

8.  Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells.

Authors:  David Hymel; Sutang Cai; Qi Sun; Rebecca S Henkhaus; Chamani Perera; Blake R Peterson
Journal:  Chem Commun (Camb)       Date:  2015-10-07       Impact factor: 6.222

9.  Efficient and Scalable Synthesis of 4-Carboxy-Pennsylvania Green Methyl Ester: A Hydrophobic Building Block for Fluorescent Molecular Probes.

Authors:  Zachary R Woydziak; Liqiang Fu; Blake R Peterson
Journal:  Synthesis (Stuttg)       Date:  2014-01-01       Impact factor: 3.157

10.  Boyden chamber-based compartmentalized tumor spheroid culture system to implement localized anticancer drug treatment.

Authors:  Shohei Kaneda; Jiro Kawada; Marie Shinohara; Momoko Kumemura; Ryohei Ueno; Tomoaki Kawamoto; Kenji Suzuki; Beomjoon Kim; Yoshiho Ikeuchi; Yasuyuki Sakai; Dominique Collard; Hiroyuki Fujita; Teruo Fujii
Journal:  Biomicrofluidics       Date:  2019-10-24       Impact factor: 2.800
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