Synthesis of redox derivatives of lysine and their use in solid-phase synthesis of a light-harvesting peptide

Synthesis, Characterization and Photochromic Studies of Spirooxazine‐Containing 2,2′‐Bipyridine Ligands and Their Rhenium(i) Tricarbonyl Complexes

“…Esterification of 1,3,3-trimethyl-9'-hydroxyspiroindolinenaphthoxazine (SO) with 2,2'-bipyridine-4,4'-dicarboxylic acid [10] and the unsymmetrically substituted 2,2'-bipyridine, 4'-methyl-2,2'-bipyridine-4-carboxylic acid (prepared by the stepwise oxidation of 4,4'-dimethyl-2,2'-bipyridine with selenium(iv) dioxide and silver(i) oxide without isolation of the intermediates, as described by McCafferty et al [11] ) in the presence of triethylamine in anhydrous benzene at room temperature gave L1 and L2, respectively. Substitution reactions of mono-or di(bromomethyl)-substituted 2,2'-bipyri-dines (prepared by bromination of 4,4'-dimethyl-2,2'-bipyridine with N-bromosuccinimide [12] ) with SO in the presence of K 2 CO 3 in DMF at room temperature gave L3 and L4.…”

“…[12] 4'-Methyl-2,2'-bipyridine-4-carboxylic acid was prepared by a slight modification of a reported procedure. [11] 1,3,3-Trimethyl-9'-hydroxy-spiroindolinenaphthoxazine (SO) was synthesized by modification of a reported procedure.…”

Interfacial Electron Transfer Dynamics of Two Newly Synthesized Catecholate Bound RuII Polypyridyl‐Based Sensitizers on TiO2 Nanoparticle Surface – A Femtosecond Pump Probe Spectroscopic Study

“…[82] 4,4Ј-Dimethyl-2,2Ј-bipyridine (3 g, 16.3 mmol) and SeO 2 (2.2 g, 19.8 mmol) were dissolved in 1,4-dioxane (120 mL) and heated to reflux for 30 h with continuous stirring. The solution was filtered hot through celite.…”

Photochemical energy conversion in a helical oligoproline assembly.

“…Solid-phase peptide synthesis (10) is an efficient method for assembling a modular chain containing functional sites at specific positions. An a-helical peptide chain can serve as a molecular framework to display functional sites in a spatially ordered array (9). Alternatively, a chain of nine or more proline residues folds into a stable proline-II helix even when several of the proline residues have large functional sites on their side chains (11).…”

“…This fundamental process of redox separation has been modeled in redox assemblies based on metal-bipyridyl complexes (1) or porphyrin-quinone systems (2-5). We have described the synthesis and photophysical characterization of lysine-based donorchromophore-acceptor triads that undergo light-induced redox separation (6)(7)(8)(9).…”