Literature DB >> 26165999

Nitroreductase-triggered activation of a novel caged fluorescent probe obtained from methylene blue.

Jungeun Bae1, Louis E McNamara, Manal A Nael, Fakhri Mahdi, Robert J Doerksen, Gene L Bidwell, Nathan I Hammer, Seongbong Jo.   

Abstract

A near-infrared fluorescent probe based on methylene blue (p-NBMB) was developed for the detection of nitroreductase. Conjugating methylene blue with a p-nitrobenzyl moiety enables it to be activated by nitroreductase-catalyzed 1,6-elimination, resulting in the release of an active methylene blue fluorophore.

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Year:  2015        PMID: 26165999      PMCID: PMC4547460          DOI: 10.1039/c5cc03824c

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


  21 in total

1.  Nitrobenzimidazoles as substrates for DT-diaphorase and redox cycling compounds: their enzymatic reactions and cytotoxicity.

Authors:  J Sarlauskas; E Dickancaite; A Nemeikaite; Z Anusevicius; H Nivinskas; J Segura-Aguilar; N Cenas
Journal:  Arch Biochem Biophys       Date:  1997-10-15       Impact factor: 4.013

2.  THE CONTROL OF METHEMOGLOBINEMIA WITH METHYLENE BLUE.

Authors:  W B Wendel
Journal:  J Clin Invest       Date:  1939-03       Impact factor: 14.808

3.  A highly sensitive long-wavelength fluorescence probe for nitroreductase and hypoxia: selective detection and quantification.

Authors:  Ting Guo; Lei Cui; Jiaoning Shen; Weiping Zhu; Yufang Xu; Xuhong Qian
Journal:  Chem Commun (Camb)       Date:  2013-11-28       Impact factor: 6.222

4.  FRED pose prediction and virtual screening accuracy.

Authors:  Mark McGann
Journal:  J Chem Inf Model       Date:  2011-02-16       Impact factor: 4.956

Review 5.  The future of cancer imaging.

Authors:  David A Benaron
Journal:  Cancer Metastasis Rev       Date:  2002       Impact factor: 9.264

6.  Development of a sensitive long-wavelength fluorogenic probe for nitroreductase: a new fluorimetric indictor for analyte determination by dehydrogenase-coupled biosensors.

Authors:  Hun-Chung Huang; Kun-Li Wang; Sheng-Tung Huang; Hsin-Yi Lin; Chun-Mao Lin
Journal:  Biosens Bioelectron       Date:  2011-04-15       Impact factor: 10.618

7.  The bioactivation of 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954)--I. Purification and properties of a nitroreductase enzyme from Escherichia coli--a potential enzyme for antibody-directed enzyme prodrug therapy (ADEPT).

Authors:  G M Anlezark; R G Melton; R F Sherwood; B Coles; F Friedlos; R J Knox
Journal:  Biochem Pharmacol       Date:  1992-12-15       Impact factor: 5.858

8.  The bioactivation of 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954)--II. A comparison of an Escherichia coli nitroreductase and Walker DT diaphorase.

Authors:  R J Knox; F Friedlos; R F Sherwood; R G Melton; G M Anlezark
Journal:  Biochem Pharmacol       Date:  1992-12-15       Impact factor: 5.858

Review 9.  Nitroreductase-based GDEPT.

Authors:  William A Denny
Journal:  Curr Pharm Des       Date:  2002       Impact factor: 3.116

10.  A small amount of singlet oxygen generated via excited methylene blue by photodynamic therapy induces the sterilization of Enterococcus faecalis.

Authors:  Chiaki Komine; Yasuhisa Tsujimoto
Journal:  J Endod       Date:  2013-01-23       Impact factor: 4.171

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  12 in total

Review 1.  Development and application of bond cleavage reactions in bioorthogonal chemistry.

Authors:  Jie Li; Peng R Chen
Journal:  Nat Chem Biol       Date:  2016-03       Impact factor: 15.040

2.  In Vivo Chemiluminescent Imaging Agents for Nitroreductase and Tissue Oxygenation.

Authors:  Jian Cao; James Campbell; Li Liu; Ralph P Mason; Alexander R Lippert
Journal:  Anal Chem       Date:  2016-04-15       Impact factor: 6.986

3.  Design and Catalyzed Activation of Tak-242 Prodrugs for Localized Inhibition of TLR4-Induced Inflammation.

Authors:  Michael A Plunk; Alyssa Alaniz; Olatunde P Olademehin; Thomas L Ellington; Kevin L Shuford; Robert R Kane
Journal:  ACS Med Chem Lett       Date:  2020-01-03       Impact factor: 4.345

4.  Pluronic-based dual-stimuli sensitive polymers capable of thermal gelation and pH-dependent degradation for in situ biomedical application.

Authors:  Chang-Hee Whang; Hyung Kyung Lee; Santanu Kundu; S Narasimha Murthy; Seongbong Jo
Journal:  J Appl Polym Sci       Date:  2018-04-23       Impact factor: 3.125

5.  Fibroblast activation protein α activatable theranostic pro-photosensitizer for accurate tumor imaging and highly-specific photodynamic therapy.

Authors:  Yong Luo; Zishan Zeng; Ting Shan; Xiaoyu Xu; Jie Chen; Yuanfeng He; Tao Zhang; Zeqian Huang; Guihong Chai; Yanjuan Huang; Yanfang Zhao; Chunshun Zhao
Journal:  Theranostics       Date:  2022-05-01       Impact factor: 11.600

6.  Dark Dynamic Therapy: Photosensitization without Light Excitation Using Chemiluminescence Resonance Energy Transfer in a Dioxetane-Erythrosin B Conjugate.

Authors:  Elyse M Digby; Matthew T Tung; Husain N Kagalwala; Lucas S Ryan; Alexander R Lippert; Andrew A Beharry
Journal:  ACS Chem Biol       Date:  2022-04-08       Impact factor: 4.634

Review 7.  Enzyme-targeted fluorescent small-molecule probes for bacterial imaging.

Authors:  Andrew P Marshall; Joshua D Shirley; Erin E Carlson
Journal:  Curr Opin Chem Biol       Date:  2020-08-13       Impact factor: 8.822

8.  Targeting a Targeted Drug: An Approach Toward Hypoxia-Activatable Tyrosine Kinase Inhibitor Prodrugs.

Authors:  Claudia Karnthaler-Benbakka; Diana Groza; Bettina Koblmüller; Alessio Terenzi; Katharina Holste; Melanie Haider; Dina Baier; Walter Berger; Petra Heffeter; Christian R Kowol; Bernhard K Keppler
Journal:  ChemMedChem       Date:  2016-10-05       Impact factor: 3.466

9.  Design and Catalyzed Activation of Mycophenolic Acid Prodrugs.

Authors:  Michael A Plunk; Jeremy M Quintana; Carly M Darden; Michael C Lawrence; Bashoo Naziruddin; Robert R Kane
Journal:  ACS Med Chem Lett       Date:  2021-04-08       Impact factor: 4.345

10.  Hypoxia imaging in cells and tumor tissues using a highly selective fluorescent nitroreductase probe.

Authors:  Dan Yang; Hang Yu Tian; Tie Nan Zang; Ming Li; Ying Zhou; Jun Feng Zhang
Journal:  Sci Rep       Date:  2017-08-23       Impact factor: 4.379

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