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Crystal Structure of Phototoxic Orange Fluorescent Proteins with a Tryptophan-Based Chromophore.
PLoS One 2015; 10(12):e0145740Plos

Abstract

Phototoxic fluorescent proteins represent a sparse group of genetically encoded photosensitizers that could be used for precise light-induced inactivation of target proteins, DNA damage, and cell killing. Only two such GFP-based fluorescent proteins (FPs), KillerRed and its monomeric variant SuperNova, were described up to date. Here, we present a crystallographic study of their two orange successors, dimeric KillerOrange and monomeric mKillerOrange, at 1.81 and 1.57 Å resolution, respectively. They are the first orange-emitting protein photosensitizers with a tryptophan-based chromophore (Gln65-Trp66-Gly67). Same as their red progenitors, both orange photosensitizers have a water-filled channel connecting the chromophore to the β-barrel exterior and enabling transport of ROS. In both proteins, Trp66 of the chromophore adopts an unusual trans-cis conformation stabilized by H-bond with the nearby Gln159. This trans-cis conformation along with the water channel was shown to be a key structural feature providing bright orange emission and phototoxicity of both examined orange photosensitizers.

Authors+Show Affiliations

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation. Faculty of Biology, Moscow State University, Moscow, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation. Nizhny Novgorod State Medical Academy, Nizhny Novgorod, Russian Federation.Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation. Nizhny Novgorod State Medical Academy, Nizhny Novgorod, Russian Federation.Synchrotron Radiation Research Section, Macromolecular Crystallography Laboratory, National Cancer Institute, Argonne, Illinois, United States of America.Synchrotron Radiation Research Section, Macromolecular Crystallography Laboratory, National Cancer Institute, Argonne, Illinois, United States of America. Leidos Biomedical Research, Inc., Basic Research Program, Argonne, Illinois, United States of America.

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, N.I.H., Intramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

26699366

Citation

Pletneva, Nadya V., et al. "Crystal Structure of Phototoxic Orange Fluorescent Proteins With a Tryptophan-Based Chromophore." PloS One, vol. 10, no. 12, 2015, pp. e0145740.
Pletneva NV, Pletnev VZ, Sarkisyan KS, et al. Crystal Structure of Phototoxic Orange Fluorescent Proteins with a Tryptophan-Based Chromophore. PLoS ONE. 2015;10(12):e0145740.
Pletneva, N. V., Pletnev, V. Z., Sarkisyan, K. S., Gorbachev, D. A., Egorov, E. S., Mishin, A. S., ... Pletnev, S. (2015). Crystal Structure of Phototoxic Orange Fluorescent Proteins with a Tryptophan-Based Chromophore. PloS One, 10(12), pp. e0145740. doi:10.1371/journal.pone.0145740.
Pletneva NV, et al. Crystal Structure of Phototoxic Orange Fluorescent Proteins With a Tryptophan-Based Chromophore. PLoS ONE. 2015;10(12):e0145740. PubMed PMID: 26699366.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Crystal Structure of Phototoxic Orange Fluorescent Proteins with a Tryptophan-Based Chromophore. AU - Pletneva,Nadya V, AU - Pletnev,Vladimir Z, AU - Sarkisyan,Karen S, AU - Gorbachev,Dmitry A, AU - Egorov,Evgeny S, AU - Mishin,Alexander S, AU - Lukyanov,Konstantin A, AU - Dauter,Zbigniew, AU - Pletnev,Sergei, Y1 - 2015/12/23/ PY - 2015/07/15/received PY - 2015/12/08/accepted PY - 2015/12/25/entrez PY - 2015/12/25/pubmed PY - 2016/7/20/medline SP - e0145740 EP - e0145740 JF - PloS one JO - PLoS ONE VL - 10 IS - 12 N2 - Phototoxic fluorescent proteins represent a sparse group of genetically encoded photosensitizers that could be used for precise light-induced inactivation of target proteins, DNA damage, and cell killing. Only two such GFP-based fluorescent proteins (FPs), KillerRed and its monomeric variant SuperNova, were described up to date. Here, we present a crystallographic study of their two orange successors, dimeric KillerOrange and monomeric mKillerOrange, at 1.81 and 1.57 Å resolution, respectively. They are the first orange-emitting protein photosensitizers with a tryptophan-based chromophore (Gln65-Trp66-Gly67). Same as their red progenitors, both orange photosensitizers have a water-filled channel connecting the chromophore to the β-barrel exterior and enabling transport of ROS. In both proteins, Trp66 of the chromophore adopts an unusual trans-cis conformation stabilized by H-bond with the nearby Gln159. This trans-cis conformation along with the water channel was shown to be a key structural feature providing bright orange emission and phototoxicity of both examined orange photosensitizers. SN - 1932-6203 UR - https://www.unboundmedicine.com/medline/citation/26699366/Crystal_Structure_of_Phototoxic_Orange_Fluorescent_Proteins_with_a_Tryptophan_Based_Chromophore_ L2 - http://dx.plos.org/10.1371/journal.pone.0145740 DB - PRIME DP - Unbound Medicine ER -