Synthetic peptides caged on histidine residues with a bisbipyridyl ruthenium(II) complex that can be photolyzed by visible light
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Royal Society of Chemistry
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Abstract
We report a light-sensitive histidine building block for Fmoc/tBu solid-phase peptide synthesis in which the imidazole side chain is coordinated to a ruthenium complex. We have applied this building block for the synthesis of caged-histidine peptides that can be readily deprotected by irradiation with visible light, and demonstrated the application of this approach for the photocontrol of the activity of Ni(II)-dependent peptide nucleases
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NOTICE: This is the peer reviewed version of the following article: Mosquera, J., Sánchez M. I., Mascareñas, J. L., Vázquez, M. E. (2015),
Synthetic Peptides Caged on Histidine Residues with a Bisbipyridyl Ruthenium (II) Complex that Can Be Photolyzed by Visible Light.
ChemComm., 51, 5501-5504[doi: 10.1039/C4CC08049A]. This article may be used for non-commercial purposes in accordance with RSC
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Mosquera, J., Sánchez M. I., Mascareñas, J. L., Vázquez, M. E. (2015), Synthetic Peptides Caged on Histidine Residues with a Bisbipyridyl Ruthenium (II) Complex that Can Be Photolyzed by Visible Light. ChemComm., 51, 5501-5504 [doi: 10.1039/C4CC08049A].
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http://dx.doi.org/10.1039/C4CC08049ASponsors
We are thankful for the support given by the Spanish grants SAF2013-41943-R and CTQ2012-31341, the Xunta de Galicia GRC2013-041, the ERDF and the European Research Council (Advanced Grant 340055). Support of COST Action CM1105 is kindly acknowledged. J.M. and M.I.S. thank the Spanish MCINN for their PhD fellowships. Thanks also to Professor Eric C. Long at Indiana University-Purdue University Indianapolis for sharing his structural data of the RGH(Ni) complex with the DNA. We are also grateful to Prof. Wajih Al-Soufi, from the Department of Physical Chemistry at the Universidad de Santiago de Compostela, for his help in the construction of the LED photolysis apparatus.