1,2-Dihydroxynaphthalenes are produced by dehydrogenation of the corresponding 1,2-dihydro-1,2-dihydroxynaphthalenes using an Escherichia coli recombinant strain containing the dihydrodiol naphthalene dehydrogenase gene cloned from Pseudomonas fluorescens N3. Conversions are led in carefully controlled conditions to minimise product polymerisation. A multistep procedure using a weakly basic resin permits isolation of good product amounts, solving the toxicity problem. Products are isolated and characterised as t-butyldimethylsilyl derivatives that are stable compounds. The transformation of the 1,2-dihydroxynaphthalenes into the corresponding 1,2-naphthoquinones is also reported

Cavallotti, C., Orsini, F., Sello, G., DI GENNARO, P., Galli, E., Bestetti, G. (1999). 1,2-Dihydro-1,2-dihydroxynaphthalene dehydrogenase containing recombinant strains: Preparation, isolation and characterisation of 1,2- dihydroxynaphthalenes and 1,2-naphthoquinones. TETRAHEDRON, 55(14), 4467-4480 [10.1016/S0040-4020(99)00135-0].

1,2-Dihydro-1,2-dihydroxynaphthalene dehydrogenase containing recombinant strains: Preparation, isolation and characterisation of 1,2- dihydroxynaphthalenes and 1,2-naphthoquinones

DI GENNARO, PATRIZIA;BESTETTI, GIUSEPPINA
1999

Abstract

1,2-Dihydroxynaphthalenes are produced by dehydrogenation of the corresponding 1,2-dihydro-1,2-dihydroxynaphthalenes using an Escherichia coli recombinant strain containing the dihydrodiol naphthalene dehydrogenase gene cloned from Pseudomonas fluorescens N3. Conversions are led in carefully controlled conditions to minimise product polymerisation. A multistep procedure using a weakly basic resin permits isolation of good product amounts, solving the toxicity problem. Products are isolated and characterised as t-butyldimethylsilyl derivatives that are stable compounds. The transformation of the 1,2-dihydroxynaphthalenes into the corresponding 1,2-naphthoquinones is also reported
Articolo in rivista - Articolo scientifico
1,2 dihydro 1,2 dihydroxynaphthalene dehydrogenase; 1,2 naphthalenediol; 1,2 naphthoquinone; epoxide; pesticide; polystyrene; unclassified drug, antineoplastic activity; antiviral activity; article; biotransformation; cytotoxicity; drug isolation; enzyme activity; escherichia coli; hydrogenation; molecular cloning; priority journal; toxicity
English
4467
4480
14
cited By (since 1996)9
Cavallotti, C., Orsini, F., Sello, G., DI GENNARO, P., Galli, E., Bestetti, G. (1999). 1,2-Dihydro-1,2-dihydroxynaphthalene dehydrogenase containing recombinant strains: Preparation, isolation and characterisation of 1,2- dihydroxynaphthalenes and 1,2-naphthoquinones. TETRAHEDRON, 55(14), 4467-4480 [10.1016/S0040-4020(99)00135-0].
Cavallotti, C; Orsini, F; Sello, G; DI GENNARO, P; Galli, E; Bestetti, G
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/47349
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