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.

1,2-Dihydro-1,2-dihydroxynaphthalene dehydrogenase containing recombinant strains: Preparation, isolation and characterisation of 1,2-dihydroxynaphthalenes and 1,2-naphthoquinones / C. Cavallotti, F. Orsini, G. Sello, P. Di Gennaro, E. Galli, G. Bestetti. - In: TETRAHEDRON. - ISSN 0040-4020. - 55:14(1999), pp. 4467-4480.

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

F. Orsini;G. Sello;E. Galli;
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.
Settore CHIM/06 - Chimica Organica
Settore BIO/19 - Microbiologia Generale
Settore CHIM/11 - Chimica e Biotecnologia delle Fermentazioni
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/190029
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