Biotransformation of Myrcene by Pseudomonas putida PTCC 1694

AKBAR ESMAEILI, EHLAM HASHEMI, SHILA SAFAIYAN, ABDOLHOSSEIN RUSTAIYAN

Abstract

Terpineol and linalool are sources of fragrances providing an unique volatile terpenoid alcohol of low toxicity, and thus are widely used in the perfumery industry. They are also being applied in folk medicine and in aromatherapy, as well as important chemical constituents of the essential oil of many plants. Previous studies have implicated the biotransformation of limonene by Pseudomonas putida. The objective of this research was to study the pathways involved in biotransformation of myrcene by Pseudomonas putida. The culture preparation was done by using such variables as different microbial methods and incubation periods to obtain maximum cells of P. putida for myrcene biotransformation. It was found that myrcene was converted to dihydrolinalool, cis-β-dihydroterpineol, linalool and cis-ocimene-8-oxo in high percentages. The biotransformation products were identified by theoretical study (TS), Fourier-transform infrared spectroscopy (FT-IR), ultraviolet visible (UV), gas chromatography (GC), nuclear magnetic resonance (NMR) and gas chromatography/ mass spectroscopy (GC-MS). Comparison of different incubation times showed that 120 h which was more effective, the major products were dihydrolinalool (4.1%), cis- β-dihydroterpineol (67.6%) and linalool (25.8%). The main compounds comprised 97.5%. The incubation period of 72 h yielded dihydrolinalool (16.7%), cis-ocimene-8-oxo (61.6%),trans-β-dihydroterpineol (8.4%) and β-cadinene (3.5%), with main compounds comprising 86.7%. Incubation for 30 h yielded dihydrolinalool (59.5%), cis-β-dihydroterpineol (25.0%), hexadecanoic acid (12.5%), and the main compounds comprising 97.0%.
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