Literature DB >> 24036983

Design of oligothiophene-based tetrazoles for laser-triggered photoclick chemistry in living cells.

Peng An1, Zhipeng Yu, Qing Lin.   

Abstract

A 405 nm light-activatable terthiophene-based tetrazole was designed that reacts with a fumarate dipolarophile with the second-order rate constant k2 exceeding 10(3) M(-1) s(-1). The utility of this laser-activatable tetrazole in imaging microtubules in a spatiotemporally controlled manner in live cells was demonstrated.

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Year:  2013        PMID: 24036983      PMCID: PMC3847902          DOI: 10.1039/c3cc45752d

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


  24 in total

1.  Analysis of the ultraviolet B response in primary human keratinocytes using oligonucleotide microarrays.

Authors:  Angela Sesto; Manuel Navarro; Frank Burslem; José L Jorcano
Journal:  Proc Natl Acad Sci U S A       Date:  2002-02-26       Impact factor: 11.205

2.  Modulation of microtubule interprotofilament interactions by modified taxanes.

Authors:  Ruth Matesanz; Javier Rodríguez-Salarichs; Benet Pera; Angeles Canales; José Manuel Andreu; Jesús Jiménez-Barbero; Wim Bras; Aurora Nogales; Wei-Shuo Fang; José Fernando Díaz
Journal:  Biophys J       Date:  2011-12-20       Impact factor: 4.033

3.  Reversing the direction in a light-driven rotary molecular motor.

Authors:  Nopporn Ruangsupapichat; Michael M Pollard; Syuzanna R Harutyunyan; Ben L Feringa
Journal:  Nat Chem       Date:  2010-10-31       Impact factor: 24.427

4.  Nitrile imines: matrix isolation, IR spectra, structures, and rearrangement to carbodiimides.

Authors:  Didier Bégué; Greg GuangHua Qiao; Curt Wentrup
Journal:  J Am Chem Soc       Date:  2012-03-09       Impact factor: 15.419

5.  Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via 'scaffold hopping'.

Authors:  Zhipeng Yu; Lok Yin Ho; Zhiyong Wang; Qing Lin
Journal:  Bioorg Med Chem Lett       Date:  2011-04-24       Impact factor: 2.823

Review 6.  Photoinducible bioorthogonal chemistry: a spatiotemporally controllable tool to visualize and perturb proteins in live cells.

Authors:  Reyna K V Lim; Qing Lin
Journal:  Acc Chem Res       Date:  2011-05-20       Impact factor: 22.384

7.  Dynamic control of chiral space in a catalytic asymmetric reaction using a molecular motor.

Authors:  Jiaobing Wang; Ben L Feringa
Journal:  Science       Date:  2011-02-10       Impact factor: 63.714

8.  Direct observation of a photoinduced nonstabilized nitrile imine structure in the solid state.

Authors:  Shao-Liang Zheng; Yizhong Wang; Zhipeng Yu; Qing Lin; Philip Coppens
Journal:  J Am Chem Soc       Date:  2009-12-23       Impact factor: 15.419

9.  Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.

Authors:  Joie Garfunkle; Cyrine Ezzili; Thomas J Rayl; Dustin G Hochstatter; Inkyu Hwang; Dale L Boger
Journal:  J Med Chem       Date:  2008-07-16       Impact factor: 7.446

10.  Synthesis of taxoids with improved cytotoxicity and solubility for use in tumor-specific delivery.

Authors:  Michael L Miller; Elizabeth E Roller; Robert Y Zhao; Barbara A Leece; Olga Ab; Erkan Baloglu; Victor S Goldmacher; Ravi V J Chari
Journal:  J Med Chem       Date:  2004-09-23       Impact factor: 7.446

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  17 in total

Review 1.  Photo-Triggered Click Chemistry for Biological Applications.

Authors:  András Herner; Qing Lin
Journal:  Top Curr Chem (Cham)       Date:  2015-12-11

Review 2.  Photoclick chemistry: a fluorogenic light-triggered in vivo ligation reaction.

Authors:  Carlo P Ramil; Qing Lin
Journal:  Curr Opin Chem Biol       Date:  2014-07-11       Impact factor: 8.822

3.  Design and synthesis of laser-activatable tetrazoles for a fast and fluorogenic red-emitting 1,3-dipolar cycloaddition reaction.

Authors:  Peng An; Zhipeng Yu; Qing Lin
Journal:  Org Lett       Date:  2013-10-10       Impact factor: 6.005

4.  Developing bioorthogonal probes to span a spectrum of reactivities.

Authors:  Sean S Nguyen; Jennifer A Prescher
Journal:  Nat Rev Chem       Date:  2020-07-21       Impact factor: 34.035

5.  Sterically Shielded, Stabilized Nitrile Imine for Rapid Bioorthogonal Protein Labeling in Live Cells.

Authors:  Peng An; Tracey M Lewandowski; Tuğçe G Erbay; Peng Liu; Qing Lin
Journal:  J Am Chem Soc       Date:  2018-04-02       Impact factor: 15.419

6.  Photoinducible Oncometabolite Detection.

Authors:  Rhushikesh A Kulkarni; Chloe A Briney; Daniel R Crooks; Sarah E Bergholtz; Chandrasekhar Mushti; Stephen J Lockett; Andrew N Lane; Teresa W-M Fan; Rolf E Swenson; W Marston Linehan; Jordan L Meier
Journal:  Chembiochem       Date:  2018-12-13       Impact factor: 3.164

7.  Co-opting a Bioorthogonal Reaction for Oncometabolite Detection.

Authors:  Thomas T Zengeya; Julie M Garlick; Rhushikesh A Kulkarni; Mikayla Miley; Allison M Roberts; Youfeng Yang; Daniel R Crooks; Carole Sourbier; W Marston Linehan; Jordan L Meier
Journal:  J Am Chem Soc       Date:  2016-11-30       Impact factor: 15.419

8.  Design and Synthesis of a BODIPY-Tetrazole Based "Off-On" in-Cell Fluorescence Reporter of Hydrogen Peroxide.

Authors:  Peng An; Tracey M Lewandowski; Qing Lin
Journal:  Chembiochem       Date:  2018-03-01       Impact factor: 3.164

Review 9.  Bioorthogonal chemistry: strategies and recent developments.

Authors:  Carlo P Ramil; Qing Lin
Journal:  Chem Commun (Camb)       Date:  2013-12-07       Impact factor: 6.222

10.  Sterically shielded tetrazoles for a fluorogenic photoclick reaction: tuning cycloaddition rate and product fluorescence.

Authors:  Peng An; Qing Lin
Journal:  Org Biomol Chem       Date:  2018-07-25       Impact factor: 3.876

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