Synthesis of N-Heteroaryl Retinals and their Artificial Bacteriorhodopsins (pages 2078–2087)
Susana López, Virginia Rodríguez, Javier Montenegro, Carlos Saá, Rosana Alvarez, Carlos Silva López, Angel R. de Lera, Rosana Simón, Tzvetana Lazarova and Esteve Padrós
Article first published online: 18 OCT 2005 | DOI: 10.1002/cbic.200500148
New rhodopsin analogues. The first artificial bacteriorhodopsins derived from heteroaryl (indolyl, 1- and 3-indolizinyl) trienyl retinals are reported; they display pKa values significantly different from those of the wild-type pigment, presumably due to nonoptimal binding-site occupancy by the chromophores. Although unstable, the regioisomeric indolizinyl analogues form noticeably red-shifted artificial pigments, of interest for bioelectronic applications.