Resolution of racemic indene oxide to yield (1S,2R)-indene oxide

Chemistry: molecular biology and microbiology – Process of utilizing an enzyme or micro-organism to destroy... – Resolution of optical isomers or purification of organic...

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435123, C12P 1702, C12P 4100

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active

058495681

ABSTRACT:
A process is disclosed that hydrolyzes, by the action of an epoxide hydrolase of Diplodia gossipina (alternatively named Diplodia gossypina) ATCC 16391 or ATCC 10936, the undesired enantiomer of racemic indene oxide, an epoxide of indan.

REFERENCES:
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Chien, et al., "Microbial Transformations of Natural Antitumour Agents.", J. Chem. Soc., Perkin Trans., pp. 1352-1356, 1981.
Pedragosa-Moreau et al., "Microbial Transformations. 28. Enantiocomplementary Epoxide Hydrolyses . . . ", J. Org. Chem., 58, pp. 5533-5536, 1993.
Sutherland, et al., "Enantiomeric Composition of the trans-Dihydrodiols Produced from Phenanthrene by Fungi", Applied & Environ. Microb., vol. 59, No. 7, pp. 2145-2149, Jul. 1993.
Yamada, et al., "Microbial Transformation of (+)-Epoxyaurapten by Pseudomonas aeruginosa", Biosci. Biotech. Biochem., 56 (1), pp. 153-154, 1992.
Holland HL, Biocatalysis 10:65-76 (1994).

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