Ansell, Richard J. and Small, David A. P. and Lowe, Christopher R. (1999) Synthesis and properties of new coenzyme mimics based on the artificial coenzyme CL4. JOURNAL OF MOLECULAR RECOGNITION, 12 (1). pp. 45-56. ISSN 0952-3499,
Full text not available from this repository.Abstract
We have previously shown that a range of nicotinamide containing 'biomimetic coenzymes' function as active analogues of NAD(+) in the oxidation of alcohols by horse liver alcohol dehydrogenase (HLADH), despite their apparently astonishing lack of structural similarity to the natural coenzyme, The simplest structure as yet shown to exhibit activity is the biomimetic coenzyme CL;I. To investigate the effect of the structure of this truncated artificial coenzyme on its activity, a range of close structural analogues of CLA were designed, synthesized and characterized, The electrochemical reduction potentials of the analogues were strongly influenced by the nature of the groups attached to the pyridine ring. All of the analogues could be chemically reduced using sodium borohydride, to give compounds with altered UV-visible absorption and fluorescence properties. An HPLC-based assay suggested that two of the new analogues were co-enzymically active in the oxidation of butan-1-ol by HLADH, with one displaying a significantly higher activity than CL4. The results demonstrate which features of the structures of the coenzymes lead to desirable electrochemical and spectroscopic properties, but suggest that the structural requirements for a functional coenzyme are quite stringent. These observations may be used to design an artificial coenzyme which combines the best features of those studied so far. Copyright (C) 1999 John Wiley & Sons, Ltd.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | LIVER ALCOHOL-DEHYDROGENASE; REDOX COENZYME; DYE TEMPLATE; ENZYMES; OXIDATION; PROTEINS; BINDING; ANALOGS; NADH; biomimetic coenzyme; coenzyme analogue; horse liver alcohol dehydrogenase |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 29 Nov 2022 16:28 |
| Last Modified: | 29 Nov 2022 16:28 |
| URI: | https://pred.uni-regensburg.de/id/eprint/48675 |
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