4071-63-0Relevant academic research and scientific papers
8,16- And 8,18-methanobacteriorhodopsin. Synthesis and spectroscopy of 8,16- and 8,18-methanoretinal and their interaction with bacterioopsin
Steen, R. van der,Biesheuvel, P. L.,Erkelens, C.,Mathies, R. A.,Lugtenburg, J.
, p. 83 - 93 (2007/10/02)
8,16- And 8,18-methanoretinal with a locked 6-s-trans and a 6-s-cis conformation have been synthesized and characterized.Their 9-Z and 13-Z isomers could also be prepared, in contrast to the 11-Z. 8,16-Methanoretinal easily binds with bacterioopsin (bO) to form a bacteriorhodopsin analogue which closely resembles natural bacteriorhodopsin (bR) (λmax, light-dark adaptation and proton pump action).The interaction of 8,18-methanoretinal with bO is complex.These findings give additional support to the fact that in bR the chromophore occurs in the planar 6-s-trans conformation.Approximately 1200 cm-1 of the opsin shift in bR (5100 cm-1) arises because the chromophore changes upon binding to the protein from a 40 deg twisted 6-s-cis to a planar 6-s-trans conformation.Both 8,16- and 8,18-methano bR have a ca. 3900 cm-1 opsin shift, since the C6-C7 conformation does not allow protein-induced changes.This is consistent with the idea that the opsin shift is mainly due to the perturbation of the Schiff base region.
1,5-DICARBONYL COMPOUNDS A GENERAL PREPARATION METHOD
Duhamel, P.,Hennequin, L.,Poirier, J. M.,Tavel, G.,Vottero, C.
, p. 4777 - 4786 (2007/10/02)
In this report, a general method for the preparation of 1,5-dicarbonyl compounds and six membered ring annelation is described.This method involves the reaction of hemiacetal vinylogs 1 with enol ethers 2 or 3 in the presence of a Lewis acid.This reaction was successfully applied to the enol ethers of α and α,α'-hindered ketones such as 2,2,6-trimethyl cyclohexanone. α-Cyperone and 6-epi-α-cyperone were obtained using this process.
Tetramethyl-hexahydroacetonaphthones
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, (2008/06/13)
Described are hexahydrotetramethyl acetonaphthones and mixtures of such substituted acetonaphthones having the generic formula: STR1 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond. The products produced are useful as vetiver ingredients in perfumes and perfumed articles.
Substituted acetonaphthones, processes for preparing same, uses of same in perfumery, and intermediates used in said processes
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, (2008/06/13)
Described are hexahydrotetramethyl acetonaphthones and mixtures of such substituted acetonaphthones having the generic formula: STR1 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond, and, specifically, the novel isomer having the structure: STR2 and processes for the preparation of such mixtures and said novel isomer, as well as a known single component of said mixtures and compounds, by means of first forming 3-chloromesityl oxide from mesityl oxide and chlorine and then reacting the 3-chloromesityl oxide with myrcene via a Diels-Alder reaction thereby producing a chlorine containing Diels-Alder adduct and then either: (i) dehydrochlorinating the chlorine containing Diels-Alder adduct to form an acetyl conjugated cyclohexadiene and cyclizing the acetyl conjugated cyclohexadiene to produce a mixture of isomers having the generic formula: STR3 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond; or (II) CYCLIZING THE CHLORINE CONTAINING Diels-Alder adduct to form an acetyl-chloro octahydronaphthalene and dehydrochlorinating the acetylchloro octahydronaphthalene to form a composition substantially composed of a compound having the structure: STR4 The products produced are useful as vetiver ingredients in perfumes and perfumed articles.
