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Selective Cleavage of 10-methyl benzo[b]naphtho[2,1-d]thiophene by Recombinant Mycobacterium Sp. Strain

Selective Cleavage of 10-methyl benzo[b]naphtho[2,1-d]thiophene by Recombinant Mycobacterium Sp. Strain

Kimiko Watanabe, Ken-ichi Noda, Kenji Maruhashi

Biotechnol Lett. 2003 May;25(10):797-803.

PMID: 12882010

Abstract:

Recombinant Mycobacterium sp. strain MR65 carrying dszABCD genes was used for desulfurization of 10-methylbenzo[b]naphtho[2,1-d]thiophene (10-methyl BNT) in the hexadecane phase. The specific activity was 25% of that of dibenzothiophene (DBT). One of two major metabolites of 10-methyl BNT produced by strain MR65 was identified as 1-methoxy-2-(3-methylphenyl)naphthalene by 1H and 13C NMR. The other major metabolite and two minor metabolites were determined as 1-hydroxy-2-(3-methylphenyl)naphthalene, 2-(2-methoxy-3-methylphenyl)naphthalene and 2-(2-hydroxy-3-methylphenyl)naphthalene, respectively, by HPLC and GC-MS. The production ratio of the two desulfurization metabolite isomers was 0.99:0.01, calculated on the basis of peak GC areas. These results indicated that the C-S bond adjacent to the naphthalene skeleton was selectively cleaved to form the two major compounds.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP243469	Benzo[b]naphtho[2,3-d]thiophene		243-46-9	Price

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