56013-14-0Relevant academic research and scientific papers
Unusual conformation and photoisomerization of retinochrome analogues with 11-methylretinals
Tsujimoto, Kazuo,Shirasaka, Yasuhiro,Mizukami, Taku,Ohashi, Mamoru
, p. 813 - 814 (2007/10/03)
Three kinds of 11-methylretinals were synthesized for elucidating effect of methyl substitution on formation of retinochrome-analogues and their properties. The stable conformation of 11-methylretinal was found as 6,10,12-tri-S-cis conformation based on NOESY measurement. The formed retinochrome-analogues with 11-Me-, 11-Me-13-deMe-and 11-Me-9,13-dideMe-retinals showed their absorption maxima at 450, 470 and 470 nm, respectively. The enzymatic photoisomerization of their retinochrome-analogues gave the 11-cis isomers in 90-91 % regioselectivity. The CD spectra of 11-methylretinochrome exhibited the intense β-band with extremely weak α-band.
A CONVENIENT ROUTE TO α,β-UNSATURATED METHYL KETONES APPLICATION TO RETINAL ANALOGUE SYNTHESIS
Croteau, Allan A.,Termini, John
, p. 2481 - 2484 (2007/10/02)
Deprotonated ketimines 1a,b add to aldehydes and ketones to provide tri- and tetra-substituted α,β-unsaturated methyl ketones 2a,b with substantial percentage of Z-geometry which are not readily accessible by other methods.
