Literature DB >> 22997015

Genetically encoded cyclopropene directs rapid, photoclick-chemistry-mediated protein labeling in mammalian cells.

Zhipeng Yu1, Yanchao Pan, Zhiyong Wang, Jiangyun Wang, Qing Lin.   

Abstract

We just click: Genetic incorporation of a cyclopropene amino acid CpK (see scheme) site-specifically into proteins in E. coli and mammalian cells was achieved using an orthogonal aminoacyl-tRNA synthetase/tRNA(CUA) pair (CpKRS/MbtRNA(CUA)). Cyclopropene exhibited fast reaction kinetics in the photoclick reaction and allowed rapid (ca. 2 min) labeling of proteins.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22997015      PMCID: PMC3517012          DOI: 10.1002/anie.201205352

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  40 in total

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4.  A pyrrolysine analogue for site-specific protein ubiquitination.

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5.  Genetically encoded alkenes in yeast.

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

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8.  Live-cell imaging of cyclopropene tags with fluorogenic tetrazine cycloadditions.

Authors:  Jun Yang; Jolita Šečkutė; Christian M Cole; Neal K Devaraj
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-13       Impact factor: 15.336

9.  Synthesis and evaluation of photoreactive tetrazole amino acids.

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Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

10.  Genetic Encoding of bicyclononynes and trans-cyclooctenes for site-specific protein labeling in vitro and in live mammalian cells via rapid fluorogenic Diels-Alder reactions.

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  55 in total

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Review 3.  Expanding room for tetrazine ligations in the in vivo chemistry toolbox.

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Review 4.  Photoclick chemistry: a fluorogenic light-triggered in vivo ligation reaction.

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Journal:  Curr Opin Chem Biol       Date:  2014-07-11       Impact factor: 8.822

5.  Fine-Tuning Strain and Electronic Activation of Strain-Promoted 1,3-Dipolar Cycloadditions with Endocyclic Sulfamates in SNO-OCTs.

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Journal:  J Am Chem Soc       Date:  2017-05-31       Impact factor: 15.419

6.  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
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Review 7.  Click chemistry in complex mixtures: bioorthogonal bioconjugation.

Authors:  Craig S McKay; M G Finn
Journal:  Chem Biol       Date:  2014-09-18

Review 8.  Design strategies for bioorthogonal smart probes.

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9.  Constructing New Bioorthogonal Reagents and Reactions.

Authors:  R David Row; Jennifer A Prescher
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10.  A genetically encoded cyclobutene probe for labelling of live cells.

Authors:  K Liu; B Enns; B Evans; N Wang; X Shang; W Sittiwong; P H Dussault; J Guo
Journal:  Chem Commun (Camb)       Date:  2017-09-21       Impact factor: 6.222

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