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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Chemoselective biohydrogenation of alpha,beta- and alpha,beta,gamma,delta-unsaturated ketones by the marine-derived fungus Penicillium citrinum CBMAI 1186 in a biphasic system

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Author(s):
Ferreira, Irlon M. [1] ; Meira, Eloa B. [1] ; Rosset, Isac G. [1] ; Porto, Andre L. M. [1]
Total Authors: 4
Affiliation:
[1] Univ Sao Paulo, Inst Quim Sao Carlos, Lab Quim Organ & Biocatalise, BR-13563120 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC; v. 115, p. 59-65, MAY 2015.
Web of Science Citations: 14
Abstract

To broaden the range of applicability of a reduction reaction mediated by the marine fungal strain Penicillium citrinum CBMAI 1186 to organic chemical processes, the ability of whole mycelia to grow in biphasic mixtures with organic solvents was tested with acetone, ethyl acetate, n-butanol, dichloromethane, n-hexane and toluene. n-Hexane was the least toxic solvent according to the amount of mycelial mass grown in an artificial sea water medium mixed with each solvent. Therefore, whole hyphae of P. citrinum CBMAI 1186 were used as biocatalysts in the chemoselective biotransformation of the carbon-carbon double bond in alpha,beta-, di-alpha,beta-, and mono-alpha,beta,gamma,delta-unsaturated ketones (3a, 3c-f) in a biphasic system of phosphate buffer and n-hexane (9:1). Only the di-alpha,beta,gamma,delta-unsaturated ketone (3b) was not biocatalyzed under these conditions. In general, there were good conversions of saturated ketones by the enoate reductase enzymes of P. citrinum CBMAI 1186. (C) 2015 Elsevier B.V. All rights reserved. (AU)