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. 1996 Mar;62(3):756–760. doi: 10.1128/aem.62.3.756-760.1996

Biotransformation of 6,6-Dimethylfulvene by Pseudomonas putida RE213

R W Eaton, S A Selifonov
PMCID: PMC1388791  PMID: 16535266

Abstract

The biotransformation of 6,6-dimethylfulvene [5-(1-methylethylidene)-1,3-cyclopentadiene], a nonaromatic C(inf5) carbocyclic analog of isopropylbenzene, was examined by using Pseudomonas putida RE213, a Tn5-generated dihydrodiol-accumulating mutant of the isopropylbenzene-degrading strain P. putida RE204. 6,6-Dimethylfulvene was converted to a single chiral product identified as (+)-(1R,2S)-cis-1,2-dihydroxy-5-(1-methylethylidene)-3-cyclopentene. This isopropylbenzene 2,3-dioxygenase-catalyzed transformation demonstrates the potential of bacterial arene dioxygenases for the direct conversion of cyclopentadienylidene compounds to homochiral C(inf5) carbocyclic cis-diols for use in enantiocontrolled organic syntheses.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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