Literature DB >> 16468716

The Pennsylvania Green Fluorophore: a hybrid of Oregon Green and Tokyo Green for the construction of hydrophobic and pH-insensitive molecular probes.

Laurie F Mottram1, Siwarutt Boonyarattanakalin, Rebecca E Kovel, Blake R Peterson.   

Abstract

[structure: see text] Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) approximately 6.2) and 4-carboxy-Pennsylvania Green (pK(a) approximately 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.

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Year:  2006        PMID： 16468716      PMCID： PMC2531145          DOI： 10.1021/ol052655g

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


  10 in total

1.  Design and synthesis of a fluorescent reporter of protein kinase activity.

Authors:  Chien-An Chen; Ren-Hwa Yeh; David S Lawrence
Journal:  J Am Chem Soc       Date:  2002-04-17       Impact factor: 15.419

Review 2.  Endocytic recycling.

Authors:  Frederick R Maxfield; Timothy E McGraw
Journal:  Nat Rev Mol Cell Biol       Date:  2004-02       Impact factor: 94.444

3.  Evolution of fluorescein as a platform for finely tunable fluorescence probes.

Authors:  Yasuteru Urano; Mako Kamiya; Kojiro Kanda; Tasuku Ueno; Kenzo Hirose; Tetsuo Nagano
Journal:  J Am Chem Soc       Date:  2005-04-06       Impact factor: 15.419

4.  Photobleaching kinetics of fluorescein in quantitative fluorescence microscopy.

Authors:  L Song; E J Hennink; I T Young; H J Tanke
Journal:  Biophys J       Date:  1995-06       Impact factor: 4.033

Review 5.  Synthetic mimics of mammalian cell surface receptors: prosthetic molecules that augment living cells.

Authors:  Blake R Peterson
Journal:  Org Biomol Chem       Date:  2005-09-08       Impact factor: 3.876

6.  Synthetic mimics of small Mammalian cell surface receptors.

Authors:  Siwarutt Boonyarattanakalin; Scott E Martin; Sheryl A Dykstra; Blake R Peterson
Journal:  J Am Chem Soc       Date:  2004-12-22       Impact factor: 15.419

7.  Ultrafast chemistry: cobalt carbonyl-mediated synthesis of diaryl ketones under microwave irradiation.

Authors:  Per-Anders Enquist; Peter Nilsson; Mats Larhed
Journal:  Org Lett       Date:  2003-12-11       Impact factor: 6.005

8.  Highly functionalized organomagnesium reagents prepared through halogen-metal exchange.

Authors:  Paul Knochel; Wolfgang Dohle; Nina Gommermann; Florian F Kneisel; Felix Kopp; Tobias Korn; Ioannis Sapountzis; Viet Anh Vu
Journal:  Angew Chem Int Ed Engl       Date:  2003-09-22       Impact factor: 15.336

9.  Bafilomycin A1, a specific inhibitor of vacuolar-type H(+)-ATPase, inhibits acidification and protein degradation in lysosomes of cultured cells.

Authors:  T Yoshimori; A Yamamoto; Y Moriyama; M Futai; Y Tashiro
Journal:  J Biol Chem       Date:  1991-09-15       Impact factor: 5.157

10.  Transferrin receptor recycling in the absence of perinuclear recycling endosomes.

Authors:  David Sheff; Laurence Pelletier; Christopher B O'Connell; Graham Warren; Ira Mellman
Journal:  J Cell Biol       Date:  2002-03-04       Impact factor: 10.539
  10 in total
  23 in total

Review 1.  Synthetic cell surface receptors for delivery of therapeutics and probes.

Authors:  David Hymel; Blake R Peterson
Journal:  Adv Drug Deliv Rev       Date:  2012-02-25       Impact factor: 15.470

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

Authors:  Kazunori Koide; Fengling Song; Eric D de Groh; Amanda L Garner; Valerie D Mitchell; Lance A Davidson; Neil A Hukriede
Journal:  Chembiochem       Date:  2008-01-25       Impact factor: 3.164

3.  Development of a cell-based, high-throughput screening assay for cholesterol efflux using a fluorescent mimic of cholesterol.

Authors:  Jun Zhang; Sutang Cai; Blake R Peterson; Penny M Kris-Etherton; John P Vanden Heuvel
Journal:  Assay Drug Dev Technol       Date:  2010-11-04       Impact factor: 1.738

4.  A synthetic mimic of human Fc receptors: defined chemical modification of cell surfaces enables efficient endocytic uptake of human immunoglobulin-G.

Authors:  Siwarutt Boonyarattanakalin; Scott E Martin; Qi Sun; Blake R Peterson
Journal:  J Am Chem Soc       Date:  2006-09-06       Impact factor: 15.419

5.  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

6.  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

7.  Targeting Fluorescent Sensors to Endoplasmic Reticulum Membranes Enables Detection of Peroxynitrite During Cellular Phagocytosis.

Authors:  Kelsey E Knewtson; Digamber Rane; Blake R Peterson
Journal:  ACS Chem Biol       Date:  2018-09-05       Impact factor: 5.100

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.  Differential tuning of the electron transfer parameters in 1,3,5-triarylpyrazolines: a rational design approach for optimizing the contrast ratio of fluorescent probes.

Authors:  John Cody; Subrata Mandal; Liuchun Yang; Christoph J Fahrni
Journal:  J Am Chem Soc       Date:  2008-09-04       Impact factor: 15.419

10.  Nonclassical SNAPFL analogue as a Cy5 resonance energy transfer partner.

Authors:  Sung Hoon Kim; Jillian R Gunther; John A Katzenellenbogen
Journal:  Org Lett       Date:  2008-10-09       Impact factor: 6.005
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