Literature DB >> 25224663

Genetically encoded unstrained olefins for live cell labeling with tetrazine dyes.

Yan-Jiun Lee1, Yadagiri Kurra, Yanyan Yang, Jessica Torres-Kolbus, Alexander Deiters, Wenshe R Liu.   

Abstract

A number of non-canonical amino acids (NCAAs) with unstrained olefins are genetically encoded using mutant pyrrolysyl-tRNA synthetase-tRNA(Pyl)(CUA) pairs. These NCAAs readily undergo inverse electron-demand Diels-Alder cycloadditions with tetrazine dyes, leading to selective labeling of proteins bearing these NCAAs in live cells.

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Year:  2014        PMID： 25224663      PMCID： PMC4184966          DOI： 10.1039/c4cc06435f

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


  35 in total

1.  A rationally designed pyrrolysyl-tRNA synthetase mutant with a broad substrate spectrum.

Authors:  Yane-Shih Wang; Xinqiang Fang; Ashley L Wallace; Bo Wu; Wenshe R Liu
Journal:  J Am Chem Soc       Date:  2012-02-06       Impact factor: 15.419

2.  Two-color glycan labeling of live cells by a combination of Diels-Alder and click chemistry.

Authors:  Andrea Niederwieser; Anne-Katrin Späte; Long Duc Nguyen; Christian Jüngst; Werner Reutter; Valentin Wittmann
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-06       Impact factor: 15.336

Review 3.  Pyrrolysyl-tRNA synthetase: an ordinary enzyme but an outstanding genetic code expansion tool.

Authors:  Wei Wan; Jeffery M Tharp; Wenshe R Liu
Journal:  Biochim Biophys Acta       Date:  2014-03-12

4.  Tetrazine-based cycloadditions: application to pretargeted live cell imaging.

Authors:  Neal K Devaraj; Ralph Weissleder; Scott A Hilderbrand
Journal:  Bioconjug Chem       Date:  2008-12       Impact factor: 4.774

5.  The genetic incorporation of thirteen novel non-canonical amino acids.

Authors:  Alfred Tuley; Yane-Shih Wang; Xinqiang Fang; Yadagiri Kurra; Yohannes H Rezenom; Wenshe R Liu
Journal:  Chem Commun (Camb)       Date:  2014-03-11       Impact factor: 6.222

6.  A genetically encoded acrylamide functionality.

Authors:  Yan-Jiun Lee; Bo Wu; Jeffrey E Raymond; Yu Zeng; Xinqiang Fang; Karen L Wooley; Wenshe R Liu
Journal:  ACS Chem Biol       Date:  2013-06-18       Impact factor: 5.100

7.  Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation.

Authors:  Annika Borrmann; Sigrid Milles; Tilman Plass; Jan Dommerholt; Jorge M M Verkade; Manfred Wiessler; Carsten Schultz; Jan C M van Hest; Floris L van Delft; Edward A Lemke
Journal:  Chembiochem       Date:  2012-09-03       Impact factor: 3.164

8.  A photochemical synthesis of functionalized trans-cyclooctenes driven by metal complexation.

Authors:  Maksim Royzen; Glenn P A Yap; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2008-03-06       Impact factor: 15.419

9.  A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems.

Authors:  Nicholas J Agard; Jennifer A Prescher; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2004-11-24       Impact factor: 15.419

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.

Authors:  Kathrin Lang; Lloyd Davis; Stephen Wallace; Mohan Mahesh; Daniel J Cox; Melissa L Blackman; Joseph M Fox; Jason W Chin
Journal:  J Am Chem Soc       Date:  2012-06-13       Impact factor: 15.419
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  18 in total

1.  Phospha-Michael Addition as a New Click Reaction for Protein Functionalization.

Authors:  Yan-Jiun Lee; Yadagiri Kurra; Wenshe R Liu
Journal:  Chembiochem       Date:  2016-02-16       Impact factor: 3.164

2.  Hydrophilic 18F-labeled trans-5-oxocene (oxoTCO) for efficient construction of PET agents with improved tumor-to-background ratios in neurotensin receptor (NTR) imaging.

Authors:  Mengzhe Wang; Raghu Vannam; William D Lambert; Yixin Xie; Hui Wang; Benjamin Giglio; Xiaofen Ma; Zhanhong Wu; Joseph Fox; Zibo Li
Journal:  Chem Commun (Camb)       Date:  2019-02-21       Impact factor: 6.222

3.  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

4.  Synthesis and incorporation of a caged tyrosine amino acid possessing a bioorthogonal handle.

Authors:  Marshall S Padilla; Christopher A Farley; Lindsay E Chatkewitz; Douglas D Young
Journal:  Tetrahedron Lett       Date:  2016-09-10       Impact factor: 2.415

5.  A Chemical Biology Approach to Reveal Sirt6-targeted Histone H3 Sites in Nucleosomes.

Authors:  Wesley Wei Wang; Yu Zeng; Bo Wu; Alexander Deiters; Wenshe R Liu
Journal:  ACS Chem Biol       Date:  2016-05-17       Impact factor: 5.100

6.  A Click Chemistry Approach Reveals the Chromatin-Dependent Histone H3K36 Deacylase Nature of SIRT7.

Authors:  Wesley Wei Wang; Maria Angulo-Ibanez; Jie Lyu; Yadagiri Kurra; Zhen Tong; Bo Wu; Ling Zhang; Vangmayee Sharma; Jennifer Zhou; Hening Lin; Yi Qin Gao; Wei Li; Katrin F Chua; Wenshe Ray Liu
Journal:  J Am Chem Soc       Date:  2019-02-04       Impact factor: 15.419

7.  Studies on the Stability and Stabilization of trans-Cyclooctenes through Radical Inhibition and Silver (I) Metal Complexation.

Authors:  Yinzhi Fang; Joshua C Judkins; Samantha J Boyd; Christopher W Am Ende; Katarina Rohlfing; Zhen Huang; Yixin Xie; Douglas S Johnson; Joseph M Fox
Journal:  Tetrahedron       Date:  2019-05-26       Impact factor: 2.457

8.  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

9.  Improved Photoinduced Fluorogenic Alkene-Tetrazole Reaction for Protein Labeling.

Authors:  Xin Shang; Rui Lai; Xi Song; Hui Li; Wei Niu; Jiantao Guo
Journal:  Bioconjug Chem       Date:  2017-10-26       Impact factor: 4.774

Review 10.  Playing with the Molecules of Life.

Authors:  Douglas D Young; Peter G Schultz
Journal:  ACS Chem Biol       Date:  2018-03-02       Impact factor: 5.100
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