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Whole-Cell Biotransformation of m -Ethyltoluene into 1 S ,6 R -5-Ethyl-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic Acid as an Approach to the C-Ring of the Binary Indole�Indoline Alkaloid Vinblastine.

Banwell, Martin; Edwards, Alison; Lupton, David; Whited, Gregg


The title compound 3, a potential building block for the construction of analogues of the clinically important anticancer agent vinblastine (1), has been prepared in an efficient manner through a whole-cell biotransformation of m-ethyltoluene (4) using the microorganism Pseudomonas putida BGXM1 which expresses the enzyme toluate dioxygenase (TADO). Metabolite 3 was readily converted into derivatives 5-8 using conventional chemical techniques and the structure, including absolute...[Show more]

CollectionsANU Research Publications
Date published: 2005
Type: Journal article
Source: Australian Journal of Chemistry
DOI: 10.1071/CH04185


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