Stereospecificity of cinnamyl alcohol dehydrogenase and synthesis of stereospecifically labelled coniferyl alcohol

Stereospecificity of Cinnamyl Alcohol Dehydrogenase and Synthesis of Stereospecifically Labelled Coniferyl Alcohol

Using horse liver alcohol dehydrogenase, stereospecifically tritiated (R)and (S)-(y-3H)-coniferyl alcohol was synthesized. Using both of these substrates it was demonstrated that cinnamyl alcohol dehydrogenase from lignifying Forsythia tissue specifically removes the pro-R-hydrogen atom of coniferyl alcohol in the oxidation to the aldehyde. This also means that in the reverse reaction the A-hyd...

Signatures of cinnamyl alcohol dehydrogenase deficiency in poplar lignins.

A series of transgenic poplars down-regulated for cinnamyl alcohol dehydrogenase (CAD) was analyzed by thioacidolysis. Among the lignin-derived monomers, the indene compounds that were recently shown to originate from sinapaldehyde incorporated into lignins through 8-O-4-cross-coupling, were found to increase as a function of CAD deficiency level. While these syringyl markers were recovered in ...

Hitherto unrecognized fluorescence properties of coniferyl alcohol.

We instituted a quasi-quality assurance program for demonstrating coniferyl alcohol's fluorescence and fluorescence diminishment following enzymatic oxidation. The magnitude of diminishment was a measure of catalysis. High throughput screening was performed in pseudo-kinetic and endpoint modes by measuring the fluorescence at 416 nm following excitation at 290, 310 or 340 nm. Dose-response trac...

Coniferyl alcohol from newsprint burning

Synthesis of Regio- and Stereospecifically Deuterium Labelled 2-Benzylindanes

2-Benzylindenes (1, la ) are hydrogenated to 2-benzylindanes (2) using tris-(triphenylphosphine)-rhodium(I)-chloride in benzene by a strict cis-1,2 addition of hydrogen to the double bond. Thus, stereoand regio-specific deuterium labelling at the five-membered ring of various 2-benzylindanes has been carried out. The high selectivity of deuterium incorporation is shown independently by 'H NM R ...