Biotransformations of propenylbenzenes by an Arthrobacter sp. and its t-anethole blocked mutants.

Abstract:

:Propenylbenzenes are often used as starting materials in the chemical synthesis of aroma compounds and fine chemicals. In the present study, we demonstrate the ability of an Arthrobacter sp. to transform various structures of propenylbenzenes derived from essential oils to flavor, fragrance, and fine chemicals. Arthrobacter strain TA13 and its t-anethole blocked mutants (incapable of growing on t-anethole) converted isoeugenol to vanillin and vanillic acid; and safrole to hydroxychavicol. High conversion efficiencies were achieved in the biotransformations of isosafrole to piperonylic acid, and eugenol to a mixture of ferulic acid and vanillic acid. In addition, anisic acid was produced in high yields from t-anethole, anisyl alcohol, or anisaldehyde. The accumulation of the corresponding aromatic acids from the tested propenylbenzenes is due to the lack of m-demethylase activity in strain TA13 that prevents further cleavage of the benzene ring. Interestingly, in the transformation of eugenol (a 2-propenylbenzene) the side chain was initially oxidized to the corresponding cinamic acid derivative (ferulic acid) while the 1-propenylbenzenes gave substituted benzoic acids, suggesting two different chain shortening mechanisms.

journal_name

J Biotechnol

journal_title

Journal of biotechnology

authors

Shimoni E,Baasov T,Ravid U,Shoham Y

doi

10.1016/s0168-1656(03)00141-x

subject

Has Abstract

pub_date

2003-10-09 00:00:00

pages

61-70

issue

1-2

eissn

0168-1656

issn

1873-4863

pii

S016816560300141X

journal_volume

105

pub_type

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