87927-46-6Relevant academic research and scientific papers
Selective oxygenation of ionones and damascones by fungal peroxygenases
Aranda, Carmen,Babot, Esteban D.,Del R?o, José C.,Gutiérrez, Ana,Hofrichter, Martin,Kiebist, Jan,Mart?nez, Angel T.,Scheibner, Katrin,Ullrich, René
, p. 5375 - 5383 (2020/06/08)
Apocarotenoids are among the most highly valued fragrance constituents, being also appreciated as synthetic building blocks. This work shows the ability of unspecific peroxygenases (UPOs, EC1.11.2.1) from several fungi, some of them being described recently, to catalyze the oxyfunctionalization of α- and β-ionones and α- and β-damascones. Enzymatic reactions yielded oxygenated products such as hydroxy, oxo, carboxy, and epoxy derivatives that are interesting compounds for the flavor and fragrance and pharmaceutical industries. Although variable regioselectivity was observed depending on the substrate and enzyme, oxygenation was preferentially produced at the allylic position in the ring, being especially evident in the reaction with α-ionone, forming 3-hydroxy-α-ionone and/or 3-oxo-α-ionone. Noteworthy were the reactions with damascones, in the course of which some UPOs oxygenated the terminal position of the side chain, forming oxygenated derivatives (i.e., the corresponding alcohol, aldehyde, and carboxylic acid) at C-10, which were predominant in the Agrocybe aegerita UPO reactions, and first reported here.
PHOTOAFFINITY LABELING OF BOVINE RHODOPSIN
Sen, Ranjan,Singh, Anil K.,Balogh-Nair, Valeria,Nakanishi, Koji
, p. 493 - 500 (2007/10/02)
Photoaffinity labeled (3-diazoacetoxy)-9-cis-retinal (1) and (9-methylenediazoacetoxy)-9-cis-retinal (2) were synthesized and bound to bovine opsin to obtain visual pigment analogs having absorption maxima at 465 and 460 nm respectively.Binding studies es
A Remarkable Blue Shift of Retinal Protonated Schiff Base due to Electrostatic Interaction of Positive Charges
Sheves, Mordechai,Baasov, Timor,Friedman, Noga
, p. 77 - 79 (2007/10/02)
The absorption maxima of retinyl iminium polyene are most strongly affected by non-conjugated positive charge located in the vicinity of the β-ionyl moiety (2) than by those located in the vicinity of carbon atoms 12-14 (1).
Alkanoyloxylation of beta-ionone
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, (2008/06/13)
A method for electrochemically alkanoyloxylation of beta-ionone to alkanoyloxy-beta-ionone, an intermediate for canthaxanthin.
