90935-68-5Relevant articles and documents
The interaction of bacterioopsin with 11,14-bridged retinals. The synthesis of 13-demethyl-11,14-imino-, 13-demethyl-N-methyl-11,14-imino-, 13-demethyl-11,14-thio-, 13-demethyl-11,14-etheno-, 11,14-imino-retinal and their binding with bacterioopsin
Muradin-Szweykowska, M.,Peters, A. J. M.,Lugtenburg, J.
, p. 105 - 109 (2007/10/02)
The synthesis of the all-trans and 9-cis isomers of 11,14-imino-retinal, 13-demethyl-11,14-imino-retinal, 13-demethyl-N-methyl-11,14-imino-retinal, 13-demethyl-11,14-thio-retinal and 13-demethyl-11,14-etheno-retinal is described.The interaction of these retinals with bacterioopsin has been investigated.The all-trans isomers bind to bacterioopsin to form complexes with αmax values around 430 nm.These complexes are stable and do not convert into bacteriorhodopsin analogues.In these complexes the aldehyde group is still present and can be reduced in situ using NaBH4.The fact that these bridged retinals do not form bacteriorhodopsin analogues must be due to the steric hindrance or to the electronic perturbations of the system caused by the bridging group.