Literature DB >> 26684483

Light-Activated Reversible Imine Isomerization: Towards a Photochromic Protein Switch.

Tetyana Berbasova1, Elizabeth M Santos1, Meisam Nosrati1, Chrysoula Vasileiou1, James H Geiger1, Babak Borhan1.   

Abstract

Mutants of cellular retinoic acid-binding protein II (CRABPII), engineered to bind all-trans-retinal as an iminium species, demonstrate photochromism upon irradiation with light at different wavelengths. UV light irradiation populates the cis-imine geometry, which has a high pKa , leading to protonation of the imine and subsequent "turn-on" of color. Yellow light irradiation yields the trans-imine isomer, which has a depressed pKa , leading to loss of color because the imine is not protonated. The protein-bound retinylidene chromophore undergoes photoinduced reversible interconversion between the colored and uncolored species, with excellent fatigue resistance.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  imines; isomerization; photochemistry; protein engineering; retinal

Mesh:

Substances:

Year:  2016        PMID: 26684483      PMCID: PMC4835339          DOI: 10.1002/cbic.201500613

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  54 in total

1.  Bacteriorhodopsin as a Photochromic Retinal Protein for Optical Memories.

Authors:  Norbert Hampp
Journal:  Chem Rev       Date:  2000-05-10       Impact factor: 60.622

2.  Bacteriorhodopsin: a light-driven proton pump in Halobacterium Halobium.

Authors:  R H Lozier; R A Bogomolni; W Stoeckenius
Journal:  Biophys J       Date:  1975-09       Impact factor: 4.033

Review 3.  Chemical dynamics in proteins: the photoisomerization of retinal in bacteriorhodopsin.

Authors:  F Gai; K C Hasson; J C McDonald; P A Anfinrud
Journal:  Science       Date:  1998-03-20       Impact factor: 47.728

Review 4.  Bacteriorhodopsin and the purple membrane of halobacteria.

Authors:  W Stoeckenius; R H Lozier; R A Bogomolni
Journal:  Biochim Biophys Acta       Date:  1979-03-14

Review 5.  Bacteriorhodopsin: a high-resolution structural view of vectorial proton transport.

Authors:  Richard Neutze; Eva Pebay-Peyroula; Karl Edman; Antoine Royant; Javier Navarro; Ehud M Landau
Journal:  Biochim Biophys Acta       Date:  2002-10-11

6.  Estimated acid dissociation constants of the Schiff base, Asp-85, and Arg-82 during the bacteriorhodopsin photocycle.

Authors:  L S Brown; L Bonet; R Needleman; J K Lanyi
Journal:  Biophys J       Date:  1993-07       Impact factor: 4.033

7.  Elucidating the exact role of engineered CRABPII residues for the formation of a retinal protonated Schiff base.

Authors:  Chrysoula Vasileiou; Wenjing Wang; Xiaofei Jia; Kin Sing Stephen Lee; Camille T Watson; James H Geiger; Babak Borhan
Journal:  Proteins       Date:  2009-12

8.  Dissection of the critical binding determinants of cellular retinoic acid binding protein II by mutagenesis and fluorescence binding assay.

Authors:  Chrysoula Vasileiou; Kin Sing Stephen Lee; Rachael M Crist; Soheila Vaezeslami; Sarah M Goins; James H Geiger; Babak Borhan
Journal:  Proteins       Date:  2009-08-01

Review 9.  Comparative analysis of GPCR crystal structures.

Authors:  David T Lodowski; Thomas E Angel; Krzysztof Palczewski
Journal:  Photochem Photobiol       Date:  2009-01-19       Impact factor: 3.421

10.  Toward an understanding of the retinal chromophore in rhodopsin mimics.

Authors:  Mark M Huntress; Samer Gozem; Konstantin R Malley; Askat E Jailaubekov; Chrysoula Vasileiou; Mikas Vengris; James H Geiger; Babak Borhan; Igor Schapiro; Delmar S Larsen; Massimo Olivucci
Journal:  J Phys Chem B       Date:  2013-08-26       Impact factor: 2.991

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  3 in total

1.  A Near-Infrared Photoswitchable Protein-Fluorophore Tag for No-Wash Live Cell Imaging.

Authors:  Wei Sheng; Setare Tahmasebi Nick; Elizabeth M Santos; Xinliang Ding; Jun Zhang; Chrysoula Vasileiou; James H Geiger; Babak Borhan
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-12       Impact factor: 15.336

2.  Domain-Swapped Dimers of Intracellular Lipid-Binding Proteins: Evidence for Ordered Folding Intermediates.

Authors:  Zahra Assar; Zahra Nossoni; Wenjing Wang; Elizabeth M Santos; Kevin Kramer; Colin McCornack; Chrysoula Vasileiou; Babak Borhan; James H Geiger
Journal:  Structure       Date:  2016-08-11       Impact factor: 5.006

3.  Computational and Spectroscopic Characterization of the Photocycle of an Artificial Rhodopsin.

Authors:  Madushanka Manathunga; Adam J Jenkins; Yoelvis Orozco-Gonzalez; Alireza Ghanbarpour; Babak Borhan; James H Geiger; Delmar S Larsen; Massimo Olivucci
Journal:  J Phys Chem Lett       Date:  2020-05-13       Impact factor: 6.888

  3 in total

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