Literature DB >> 20416505

Structural characterization of acylimine-containing blue and red chromophores in mTagBFP and TagRFP fluorescent proteins.

Oksana M Subach1, Vladimir N Malashkevich, Wendy D Zencheck, Kateryna S Morozova, Kiryl D Piatkevich, Steven C Almo, Vladislav V Verkhusha.   

Abstract

We determined the 2.2 A crystal structures of the red fluorescent protein TagRFP and its derivative, the blue fluorescent protein n class="Chemical">mTagBFP. The crystallographic analysis is consistent with a model in which TagRFP has the trans coplanar anionic chromophore with the conjugated pi-electron system, similar to that of DsRed-like chromophores. Refined conformation of mTagBFP suggests the presence of an N-acylimine functionality in its chromophore and single C(alpha)-C(beta) bond in the Tyr64 side chain. Mass spectrum of mTagBFP chromophore-bearing peptide indicates a loss of 20 Da upon maturation, whereas tandem mass spectrometry reveals that the C(alpha)-N bond in Leu63 is oxidized. These data indicate that mTagBFP has a new type of the chromophore, N-[(5-hydroxy-1H-imidazole-2-yl)methylidene]acetamide. We propose a chemical mechanism in which the DsRed-like chromophore is formed via the mTagBFP-like blue intermediate. (c) 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20416505      PMCID: PMC2862997          DOI: 10.1016/j.chembiol.2010.03.005

Source DB:  PubMed          Journal:  Chem Biol        ISSN: 1074-5521


  40 in total

1.  The structure of the chromophore within DsRed, a red fluorescent protein from coral.

Authors:  L A Gross; G S Baird; R C Hoffman; K K Baldridge; R Y Tsien
Journal:  Proc Natl Acad Sci U S A       Date:  2000-10-24       Impact factor: 11.205

2.  1.8 A bright-state structure of the reversibly switchable fluorescent protein Dronpa guides the generation of fast switching variants.

Authors:  Andre C Stiel; Simon Trowitzsch; Gert Weber; Martin Andresen; Christian Eggeling; Stefan W Hell; Stefan Jakobs; Markus C Wahl
Journal:  Biochem J       Date:  2007-02-15       Impact factor: 3.857

3.  A purple-blue chromoprotein from Goniopora tenuidens belongs to the DsRed subfamily of GFP-like proteins.

Authors:  Vladimir I Martynov; Boris I Maksimov; Natalya Y Martynova; Alexey A Pakhomov; Nadya G Gurskaya; Sergey A Lukyanov
Journal:  J Biol Chem       Date:  2003-09-15       Impact factor: 5.157

4.  Rotational order-disorder structure of fluorescent protein FP480.

Authors:  Sergei Pletnev; Kateryna S Morozova; Vladislav V Verkhusha; Zbigniew Dauter
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-08-06

5.  Novel chromophores and buried charges control color in mFruits.

Authors:  Xiaokun Shu; Nathan C Shaner; Corinne A Yarbrough; Roger Y Tsien; S James Remington
Journal:  Biochemistry       Date:  2006-08-15       Impact factor: 3.162

6.  Refined crystal structure of DsRed, a red fluorescent protein from coral, at 2.0-A resolution.

Authors:  D Yarbrough; R M Wachter; K Kallio; M V Matz; S J Remington
Journal:  Proc Natl Acad Sci U S A       Date:  2001-01-16       Impact factor: 11.205

7.  Base catalysis of chromophore formation in Arg96 and Glu222 variants of green fluorescent protein.

Authors:  Jennifer A Sniegowski; Jason W Lappe; Hetal N Patel; Holly A Huffman; Rebekka M Wachter
Journal:  J Biol Chem       Date:  2005-05-10       Impact factor: 5.157

8.  The case of the missing ring: radical cleavage of a carbon-carbon bond and implications for GFP chromophore biosynthesis.

Authors:  David P Barondeau; Carey J Kassmann; John A Tainer; Elizabeth D Getzoff
Journal:  J Am Chem Soc       Date:  2007-02-28       Impact factor: 15.419

9.  Monomeric fluorescent timers that change color from blue to red report on cellular trafficking.

Authors:  Fedor V Subach; Oksana M Subach; Illia S Gundorov; Kateryna S Morozova; Kiryl D Piatkevich; Ana Maria Cuervo; Vladislav V Verkhusha
Journal:  Nat Chem Biol       Date:  2009-01-11       Impact factor: 15.040

10.  Conversion of red fluorescent protein into a bright blue probe.

Authors:  Oksana M Subach; Illia S Gundorov; Masami Yoshimura; Fedor V Subach; Jinghang Zhang; David Grüenwald; Ekaterina A Souslova; Dmitriy M Chudakov; Vladislav V Verkhusha
Journal:  Chem Biol       Date:  2008-10-20
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  42 in total

1.  Assessing the tendency of fluorescent proteins to oligomerize under physiologic conditions.

Authors:  Lindsey M Costantini; Matteo Fossati; Maura Francolini; Erik Lee Snapp
Journal:  Traffic       Date:  2012-02-20       Impact factor: 6.215

2.  A structural basis for reversible photoswitching of absorbance spectra in red fluorescent protein rsTagRFP.

Authors:  Sergei Pletnev; Fedor V Subach; Zbigniew Dauter; Alexander Wlodawer; Vladislav V Verkhusha
Journal:  J Mol Biol       Date:  2012-01-30       Impact factor: 5.469

3.  Highly active BRET-reporter based on yellow mutant of Renilla muelleri luciferase.

Authors:  E V Eremeeva; S V Markova; E S Vysotski
Journal:  Dokl Biochem Biophys       Date:  2013-07-04       Impact factor: 0.788

4.  Analysis of red-fluorescent proteins provides insight into dark-state conversion and photodegradation.

Authors:  Kevin M Dean; Jennifer L Lubbeck; Jennifer K Binder; Linda R Schwall; Ralph Jimenez; Amy E Palmer
Journal:  Biophys J       Date:  2011-08-17       Impact factor: 4.033

Review 5.  Green fluorescent protein: a perspective.

Authors:  S James Remington
Journal:  Protein Sci       Date:  2011-07-19       Impact factor: 6.725

6.  Estimating orientation factors in the FRET theory of fluorescent proteins: the TagRFP-KFP pair and beyond.

Authors:  Maria Khrenova; Igor Topol; Jack Collins; Alexander Nemukhin
Journal:  Biophys J       Date:  2015-01-06       Impact factor: 4.033

7.  Guide to red fluorescent proteins and biosensors for flow cytometry.

Authors:  Kiryl D Piatkevich; Vladislav V Verkhusha
Journal:  Methods Cell Biol       Date:  2011       Impact factor: 1.441

Review 8.  Chromophore chemistry of fluorescent proteins controlled by light.

Authors:  Daria M Shcherbakova; Vladislav V Verkhusha
Journal:  Curr Opin Chem Biol       Date:  2014-05-13       Impact factor: 8.822

9.  Cysteineless non-glycosylated monomeric blue fluorescent protein, secBFP2, for studies in the eukaryotic secretory pathway.

Authors:  Lindsey M Costantini; Oksana M Subach; Matias Jaureguiberry-bravo; Vladislav V Verkhusha; Erik L Snapp
Journal:  Biochem Biophys Res Commun       Date:  2012-12-19       Impact factor: 3.575

Review 10.  Structure-guided wavelength tuning in far-red fluorescent proteins.

Authors:  Ho-Leung Ng; Michael Z Lin
Journal:  Curr Opin Struct Biol       Date:  2016-07-25       Impact factor: 6.809

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