Synthetic Models for the Active Site of Alcohol Dehydrogenase

摘要

In the thesis the synthesis of Zn2+ and CO2+ complexes with sulfur and nitrogen containing ligands as model compounds for the active site of Horse Liver Alcohol Dehydrogenase (HLADH) is described. HLADH is an enzyme which reversibly oxidizes alcohols to aldehydes or ketones, making use of the coenzyme NAD+/NADH. A review of the properties of the enzyme HLADH and the coenzyme NAD+/NADH is described. In addition, modifications of the active site of HLADH and model compounds for the action of the enzyme known so far in the literature are reviewed. The synthesis of tridentate ligands is described, containing an imidazole group and two thiol (or sulfide) groups. Pyridine-dithiol compounds are described as ligands for Zn2+ ions. In addition, the corresponding pyridine-diols and their complexing properties are described. The X-ray structure of one of these zinc complexes was determined. 1,4-dihydropyridines are described containing coordinating groups at the 4-position and in the ester groups in the 3- and 5-position.