Reading of protein surfaces in the native state at micromolar concentrations by a chirogenetic porphyrin probe.

The recognition of some globular proteins was carried out in aqueous solution, at micromolar concentrations, by using an uncharged symmetrical cobalt-porphyrin (Co-P). By means of UV/Vis, induced circular dichroism, and fluorescence spectroscopy techniques, it was ascertained that the interactions between specific amino acid residues and Co-P occurred on the protein surface. In particular, spectroscopic evidence showed the formation of supramolecular complexes without disruption of the native structure of the proteins and, furthermore, that signal changes were characteristic of each Co-P/protein system, so that they could be used as a highly sensitive analytical tool for protein recognition. The relative association constants were proportional to the protein molecular masses (and then to the number of amino acid residues).

[1]  N. Kato,et al.  Protein surface recognition by dendritic ruthenium(II) tris(bipyridine) complexes. , 2009, Chemical communications.

[2]  Ana G. Petrovic,et al.  Probing molecular chirality by CD-sensitive dimeric metalloporphyrin hosts. , 2009, Chemical communications.

[3]  V. Villari,et al.  Uncharged water-soluble porphyrin tweezers as a supramolecular sensor for α-amino acids , 2007 .

[4]  V. Villari,et al.  Uncharged Water-Soluble Co(II)−Porphyrin: A Receptor for Aromatic α-Amino Acids , 2005 .

[5]  V. Villari,et al.  Interactions between water soluble porphyrin-based star polymer and amino acids: spectroscopic evidence of molecular binding. , 2005, Physical review. E, Statistical, nonlinear, and soft matter physics.

[6]  A. Hamilton,et al.  Catalytic unfolding and proteolysis of cytochrome C induced by synthetic binding agents. , 2004, Journal of the American Chemical Society.

[7]  R. Arakawa,et al.  Supramolecular chirogenesis in zinc porphyrins: interaction with bidentate ligands, formation of tweezer structures, and the origin of enhanced optical activity. , 2003, The Journal of organic chemistry.

[8]  V. Villari,et al.  Aggregation Phenomena in Aqueous Solutions of Uncharged Star Polymers with a Porphyrin Core , 2003 .

[9]  P. Mineo,et al.  Synthesis and Characterization of Uncharged Water‐Soluble Star Polymers Containing a Porphyrin Core , 2002 .

[10]  A. Hamilton,et al.  Modulation of protein–protein interactions by synthetic receptors: Design of molecules that disrupt serine protease–proteinaceous inhibitor interaction , 2002, Proceedings of the National Academy of Sciences of the United States of America.

[11]  A. Hamilton,et al.  Designing protein denaturants: Synthetic agents induce cytochrome c unfolding at low concentrations and stoichiometries , 2002 .

[12]  Y. Inoue,et al.  Supramolecular chirogenesis in zinc porphyrins: mechanism, role of guest structure, and application for the absolute configuration determination. , 2001, Journal of the American Chemical Society.

[13]  K. Kano,et al.  Factors Influencing Self-Aggregation Tendencies of Cationic Porphyrins in Aqueous Solution , 2000 .

[14]  A. Hamilton,et al.  Protein surface recognition by synthetic receptors based on a tetraphenylporphyrin scaffold. , 2000, Organic letters.

[15]  H. Ogoshi,et al.  Multifunctional and Chiral Porphyrins: Model Receptors for Chiral Recognition , 1998 .

[16]  K. Nakanishi,et al.  Structural Studies by Exciton Coupled Circular Dichroism over a Large Distance: Porphyrin Derivatives of Steroids, Dimeric Steroids, and Brevetoxin B⊥ , 1996 .

[17]  T. Renné,et al.  Mechanism of Induced Circular Dichroism of Amino Acid Ester-Porphyrin Supramolecular Systems. Implications to the Origin of the Circular Dichroism of Hemoprotein , 1994 .

[18]  Y. Aoyama,et al.  Molecular recognition. 2. Molecular recognition of amino acids: two-point fixation of amino acids with bifunctional metalloporphyrin receptors , 1988 .

[19]  D. Marquardt An Algorithm for Least-Squares Estimation of Nonlinear Parameters , 1963 .

[20]  X. Huang,et al.  Porphyrins and metalloporphyrins: versatile circular dichroic reporter groups for structural studies. , 2000, Chirality.

[21]  P. Mineo,et al.  Synthesis and Characterization of Some Main Chain Porphyrin Copolyformals, Based on Bisphenol A and Long Linear Aliphatic Units, Having a Low Glass Transition Temperature , 1999 .

[22]  N. Nishino,et al.  Spatially close porphyrin pair linked by the cyclic peptide Gramicidin S , 1999 .