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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Kraus, P. F. Kutchan, T. M. |
| Description | Author Affiliation: Kraus PF ( Laboratorium für Molekulare Biologie, Universität München, Germany.); |
| Abstract | A cDNA encoding a cytochrome P450-dependent oxidase, berbamunine synthase (EC 1.1.3.34; CYP80), from cell suspension cultures of the higher plant Berberis stolonifera Koehne and Wolf (barberry) has been isolated and heterologously expressed in functional form in insect cell culture using a baculovirus-based expression system. This cytochrome P450-dependent enzyme is unusual in that it catalyzes the regio- and stereoselective formation of a C--O phenol couple in bisbenzylisoquinoline alkaloid biosynthesis without concomitant incorporation of activated oxygen into the product. Consistent with the function of an oxidase rather than a monooxygenase, an essential glycine residue in the distal helix, which forms the oxygen-binding pocket in the well-studied bacterial enzyme P-450cam, is replaced by proline at the equivalent position in berbamunine synthase. This oxidase was accumulated in an active form in insect cell microsomes and accepted electrons from the endogenous NADPH-cytochrome P450 reductase. The heterologously expressed enzyme oxidatively couples either two molecules of (R)-N-methylcoclaurine to form the (R,R) dimer guattegaumerine or one molecule each of (R)- and (S)-N-methylcoclaurine to form the (R,S) dimer berbamunine. The ratio of the two bisbenzylisoquinolines formed could be altered by reductase source or by varying the enantiomer composition of the substrates. |
| ISSN | 00278424 |
| e-ISSN | 10916490 |
| Journal | Proceedings of the National Academy of Sciences of the United States of America |
| Issue Number | 6 |
| Volume Number | 92 |
| Language | English |
| Publisher | National Academy of Sciences |
| Publisher Date | 1995-04-01 |
| Publisher Place | United States |
| Access Restriction | Open |
| Subject Keyword | Alcohol Oxidoreductases Biosynthesis Cytochrome P-450 Enzyme System Microsomes Enzymology Plants Chemistry Isolation & Purification Amino Acid Sequence Animals Baculoviridae Cells, Cultured Cloning, Molecular DNA Primers DNA, Complementary Kinetics Molecular Sequence Data Genetics Polymerase Chain Reaction Recombinant Proteins Sequence Homology, Amino Acid Spectrophotometry Spodoptera Templates, Genetic Transfection Comparative Study Multidisciplinary |
| Content Type | Text |
| Resource Type | Article |
| Subject | Multidisciplinary |
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