Synthesis and characterization of oligoproline-based molecular assemblies for light harvesting.
Helical oligoproline arrays provide a structurally well-defined environment for building photochemical energy conversion assemblies. The use of solid-phase peptide synthesis (SPPS) to prepare four such arrays, consisting of 16, 17, 18, and 19 amino acid residues, is described here. Each array contains the chromophore [Rub'(2)m](PF(6))(2) (b' = 4,4'-diethylamidocarbonyl-2,2'-bipyridine; m = 4-methyl-2,2'-dipyridine-4'-carboxylic acid) and the electron transfer donor PTZ (phenothiazine). The arrays differ systematically in the distance between the redox-active metal complex and PTZ sites. They have been used in photophysical studies to provide insight into the distance dependence of electron transfer. (J. Am. Chem. Soc. 2004, 126, 14506-14514). This work describes the synthesis, purification, and characterization of the oligoproline arrays, including a general procedure for the synthesis of related arrays.
Aldridge
W Steven
WS
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA.
Hornstein
Brooks J
BJ
Serron
Scafford
S
Dattelbaum
Dana M
DM
Schoonover
Jon R
JR
Meyer
Thomas J
TJ
D004583:Electrons; D008027:Light; D008958:Models, Molecular; D008968:Molecular Conformation; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects; D010084:Oxidation-Reduction; D010640:Phenothiazines / Q000737:chemistry; D010777:Photochemistry; D011392:Proline / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects
D009842:Oligopeptides; D010640:Phenothiazines; D011392:Proline; C031637:phenothiazine