Binding of trifluoperazine and fluorene-containing compounds to calmodulin and adducts.

Calmodulin can be specifically acylated with a fluorene-containing hydrophobic spin-labeling reagent at just Lys 75 or at Lys 75 and Lys 148. The binding of trifluoperazine to calmodulin and the two adducts was determined using a Hummel-Dreyer procedure, and binding of the phenothiazine was found to be characterized by apparent positive cooperativity and an apparent limiting stoichiometry of about seven binding sites per protein molecule. Two non-reactive fluorene-containing compounds were synthesized, and both reagents exhibited far less binding to calmodulin than did trifluoperazine. One of these was also assayed for binding to the monolabeled adduct, and this binding was about half that observed with calmodulin and was non-cooperative. Thus, the qualitative and quantitative binding parameters of hydrophobic groups to calmodulin can be quite different.

[1]  J. Cox,et al.  Structural changes in melittin and calmodulin upon complex formation and their modulation by calcium. , 1983, Biochemistry.

[2]  Characterization of an amphiphilic helical structure in beta-endorphin through the design, synthesis, and study of model peptides. , 1983, The Journal of biological chemistry.

[3]  J. Jd,et al.  Cooperativity among calmodulin's drug binding sites. , 1985 .

[4]  E Carafoli,et al.  Influence of Ca2+ and trifluoperazine on the structure of calmodulin. A 1H-nuclear magnetic resonance study. , 2005, European journal of biochemistry.

[5]  Charles E. Bugg,et al.  Three-dimensional structure of calmodulin , 1985, Nature.

[6]  A. Means,et al.  Calmodulin in endocrine cells. , 1982, Annual review of physiology.

[7]  N. Ling,et al.  Identification of beta-endorphin residues 14-25 as a region involved in the inhibition of calmodulin-stimulated phosphodiesterase activity. , 1983, Biochemistry.

[8]  W. Dreyer,et al.  Measurement of protein-binding phenomena by gel filtration. , 1962, Biochimica et biophysica acta.

[9]  S. J. Singer,et al.  The solubility of amphipathic molecules in biological membranes and lipid bilayers and its implications for membrane structure. , 1981, Biochemistry.

[10]  N. Ling,et al.  Demonstration by covalent cross-linking of a specific interaction between beta-endorphin and calmodulin. , 1983, The Journal of biological chemistry.

[11]  D. Puett,et al.  Specific acylation of calmodulin. Synthesis and adduct formation with a fluorenyl-based spin label. , 1984, The Journal of biological chemistry.

[12]  W. Y. Cheung,et al.  Calmodulin plays a pivotal role in cellular regulation. , 1980, Science.

[13]  M. Sundaralingam,et al.  Molecular structure of troponin C from chicken skeletal muscle at 3-angstrom resolution. , 1985, Science.

[14]  N. Ling,et al.  Functional properties of covalent beta-endorphin peptide/calmodulin complexes. Chlorpromazine binding and phosphodiesterase activation. , 1985, Biochemistry.

[15]  W. DeGrado,et al.  The interaction of calmodulin with amphiphilic peptides. , 1985, The Journal of biological chemistry.

[16]  D. Newton,et al.  Calcium ion dependent covalent modification of calmodulin with norchlorpromazine isothiocyanate. , 1983, Biochemistry.

[17]  D. Marshak,et al.  Drug-protein interactions: binding of chlorpromazine to calmodulin, calmodulin fragments, and related calcium binding proteins. , 1985, Biochemistry.

[18]  M. James,et al.  Structure of the calcium regulatory muscle protein troponin-C at 2.8 Å resolution , 1985, Nature.

[19]  D. Malencik,et al.  Binding of simple peptides, hormones, and neurotransmitters by calmodulin. , 1982, Biochemistry.

[20]  D. Giedroc,et al.  Differential trace labeling of calmodulin: investigation of binding sites and conformational states by individual lysine reactivities. Effects of beta-endorphin, trifluoperazine, and ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid. , 1985, The Journal of biological chemistry.

[21]  D. Marshak,et al.  Calcium-binding proteins and the molecular basis of calcium action. , 1982, International review of cytology.

[22]  M. Tanokura,et al.  Effects of trifluoperazine on calcium binding by calmodulin. A microcalorimetric study. , 1985, The Journal of biological chemistry.