84817-80-1

Upstream product

• 79-77-6 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one 
• 79-77-6 (E)-β-ionone 

Downstream Products

• 84817-82-3 3-phenoxy-β-ionone 
• 14398-35-7 (3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one 
• 1034818-68-2 (E)-2,4,4-trimethyl-3-(3-oxobut-1-enyl)cyclohex-2-enyl 2-guanidinoacetate 
• 14398-34-6 4-(3-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one 
• 74345-31-6 2,4,4-trimethyl-3-(3-oxobut-1-enyl)cyclohex-2-enyl acetate 
• 159099-82-8 ethyl (+/-)-(2E,4E)-5-[3-[(1,1-dimethylethyl)dimethylsilyloxy]-2,6,6-trimethyl-1-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate 
• 63184-93-0 (2E,4E)-<5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl>triphenylphosphonium bromide 
• 29538-78-1 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadienol 
• 879207-46-2 ethyl 13,14-dihydro-4-oxoretinoate 
• 63184-94-1 1-(2,6,6-Trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-5-bromo-penta-1,3-diene 
• 937391-73-6 ethyl (+/-)-(2E,4E)-5-[1-(3-[(1,1-dimethylethyl)dimethylsilyloxy]-2,6,6-trimethyl-1-cyclohexen-1-yl)]-3-methyl-2,4-pentadienoate 
• 86948-68-7 (2E,4E)-5-(3-Dimethylamino-2,6,6-trimethyl-cyclohex-1-enyl)-3-methyl-penta-2,4-dienoic acid ethyl ester 
• 86948-78-9 (2E,4E,6E,8E)-9-(3-Dimethylamino-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenal 
• 86948-77-8 (2E,4E,6E,8E)-9-(3-Dimethylamino-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenenitrile 

Relevant academic research and scientific papers

All-Trans-Retinol: All-Trans-13,14-Dihydroretinol Saturase and Methods of Its Use

Compositions of all-trans-retinol: all-trans-13,14-dihydroretinal saturase and methods of use thereof are provided.

Development of aqua-soluble compounds based on vitamin A series molecules: Synthetic transformations of β-ionone

Several β-ionyl compounds bearing hydrophilic moieties like a carbohydrate, amine, phosphate and amino acid have been prepared and characterized. The solubilisation behaviour of these compounds has been examined by studying their UV-Vis absorption behavio

Synthesis of biotinylated retinoids for cross-linking and isolation of retinol binding proteins

The synthesis of (3R)-3-[Boc-Lys(biotinyl)-O]-11-cis-retinol bromoacetate and 3-[Boc-Lys(biotinyl)-O]-all trans-retinol chloroacetate is described. These biotinylated retinoids are instrumental in labeling the retinol binding proteins (RBPs) via a nucleophilic displacement of the haloacetate by a residue in the binding site of the protein. The covalently linked biotin will allow for a facile isolation and purification of the protein on a streptavidin column thus rendering the protein ready for a tryptic digest followed by mass spectrometric analysis. The 11-cis retinoid was synthesized via metal reduction of an alkyne intermediate generated from a Horner-Wadsworth-Emmons (HWE) reaction whereas the all-trans was synthesized via two consecutive HWE couplings.

New hindered isomers of 3-dehydroretinal (Vitamin A2)

The preparation of six new isomere (7-cis, 7,9-dicis, 7,11-dicis, 7,13-dicis, 7,9,11-tricis and 7,9,13-tricis) of 3-dehydroretinal (1, vitamin A2), and their spectroscopic properties are reported. Because of the unexpected 1,7-H migration in photo-sensitized isomerization of the smaller building blocks in the dehydro-series, the introduction of the 7-cis geometry in the synthesis of new hindered isomers of 3-dehydroretinal required construction of this cis-double bond prior to that of the 3,4-double bond. Copyright

Model Compounds for the Study of Spectroscopic Properties of Visual Pigments and Bacteriorhodopsin

A series of modified retinals bearing nonconjugated positive charges along the polyene were synthesized.It was found that nonconjugated charges shifted the absorption maxima of retinal chromophore as well as protonated retinal Schiff bases.The magnitude of shift observed in bacteriorhodopsin (bR), 5170 cm-1, could be found in our models by the additivity of two factors: (1) interaction through space with a positive charge located in the vicinity of the ring operating in nonprotic solvents, provided that the interaction between the charge and its counteranion is weakened by a homoconjugation effect; (2) weakening the interaction of the Schiff base positively charged nitrogen with its counteranion.A shift of ca. 5000 cm-1 can also be achieved by interaction through space with two nonconjugated positive charges.The absorption maximum of protonated retinal Schiff base is influenced significantly by an interaction with a nonconjugated charge located in the vicinity of the ring moiety or carbon 9.The influence of a charge located in the vicinity of carbon 12 and carbon 14 is minor.Nonconjugated positive charges have a remarkable effect on C=C stretching frequencies as well.It is suggested that the different C=C stretching frequencies found in bR, visual pigments, as well as their photochemically induced intermediates, may originate from interaction with external charges, the C=N+ stretching frequency does no exhibit similar sensitivity to external nonconjugated charges, and it is practically unaffected by them.

A BLUE SHIFT OF PROTONATED RETINAL SCHIFF BASE. A MODEL STUDY FOR BACTERIORHODOPSIN

A blue shift was observed in the absorption maxima of protonated retinal Schiff base.The shift is due to electrostatic interaction of a non-conjugated positive charge,located in the vicinity of the ionone moiety, with the polyene chromophore.