A Ruthenium(II) Tris(bipyridyl) Amino Acid: Synthesis and Direct Incorporation into an α-Helical Peptide by Solid-Phase Synthesis was written by Kise, Kenneth J. Jr.;Bowler, Bruce E.. And the article was included in Inorganic Chemistry in 2002.Safety of (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide This article mentions the following:
The synthesis of a ruthenium(II) tris(bipyridyl) amino acid is described along with its incorporation into a helix-forming peptide using standard solid-phase peptide synthesis methods. The phys. properties of the metalloamino acid sep. and in the context of the peptide are reported. The electrochem. potential, absorption spectrum, emission and excitation spectra, and emission lifetime data for the ruthenium(II) tris(bipyridyl) amino acid are similar to those of ruthenium(II) tris(bipyridine), indicating that the amino acid functionality introduced on one of the bipyridine rings does not strongly perturb the properties of the metal complex. The ruthenium(II) tris(bipyridyl) amino acid is amenable to direct incorporation into a synthetic peptide using solid-phase methods and BOC/benzyl chem. The 22 amino acid alanine-based peptide produced is 67% helical at 0° in aqueous buffer, as measured by CD spectroscopy. The 2,2,2-trifluoroethanol helix induction curve and the temperature dependence of the helicity are typical for alanine-based peptides. The Lifson-Roig helix propagation parameter, w, derived from CD and NMR-monitored kinetic hydrogen-deuterium exchange is 0.5 ± 0.1 at 0°, indicating a moderate helix propensity for this metalloamino acid. In the experiment, the researchers used many compounds, for example, (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3Safety of (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide).
(1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3) belongs to quinuclidine derivatives.The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated. Processes involving the fragmentation of quinuclidines in chemical reactions and under electron impact and reactions involving expansion of the quinuclidine ring and intermediate cleavage of the bicyclic system are examined. The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated.Safety of (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider