2004
DOI: 10.1021/ja044310j
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Right-Handed Helical Structure of Expanded Oligo(l-leucine) Containing [Ru(terpyridine)2]2+ Moieties

Abstract: Expanded oligo(l-leucine)s, containing an alternate arrangement of a bis(terpyridine)ruthenium(II) moiety and a l-leucine residue, were synthesized and characterized by 1H NMR, UV, CD, and electrochemical properties. The intensity of CD spectra per ruthenium unit increased with the elongation of the peptide chain. 1H NMR analysis of a tetramer indicated the right-handed helical structure in acetonitrile.

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Cited by 33 publications
(39 citation statements)
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“…Although many other systems have been reported in the literature [57], strong coupling between the metal centers, and, therefore, cooperative phenomena are generally not observed because the distance between the metal centers is too large [58]. The rich chemistry of terpyridines has afforded a number of other interesting ligands with photoluminescent properties, as reported by Würthner and co-workers [59,60], as well as chiral coordination polymers [61,62].…”
Section: Metallo-supramolecular Polymersmentioning
confidence: 99%
“…Although many other systems have been reported in the literature [57], strong coupling between the metal centers, and, therefore, cooperative phenomena are generally not observed because the distance between the metal centers is too large [58]. The rich chemistry of terpyridines has afforded a number of other interesting ligands with photoluminescent properties, as reported by Würthner and co-workers [59,60], as well as chiral coordination polymers [61,62].…”
Section: Metallo-supramolecular Polymersmentioning
confidence: 99%
“…6 Alternatively, Ueyama et al reported a helical synthetic metallopeptide containing [Ru II (terpy) 2 ] 2+ (terpy: terpyridine) moieties in the main chain as a metallated synthetic amino acid, in which the Ru II moieties serve as an artificial rigid amino acid to control the peptide conformation. 7 Organometallic ferrocene was also incorporated as a structural or functional unit into the side chain, main chain, and terminus of peptides to induce secondary structures such as helical, turn, and sheet.…”
Section: ç Design Outline Of Metallopeptidesmentioning
confidence: 99%
“…Oligomers 57 a-57 d display righthanded helical structures in solution according to spectroscopic measurements. [92] Porphyrinato-zinc(II) amino acid 46 c has been incorporated into triad 58 with a carotenoid as electron donor and a tris(heptafluoropropyl)porphyrin as electron acceptor, displaying characteristics of an artificial photosynthetic reaction centre (Scheme 27). [93] Metal-free porphyrin amino acid derivatives have been conjugated to switchable organic chromophores and the resulting conjugates have been shown to act as logic gates and molecular switches.…”
Section: Wwwchemeurjorgmentioning
confidence: 99%