Bioproduction of α-humulene in Metabolically Engineered and Application in Zerumbone Synthesis

Overview

Journal Eng Life Sci

Specialty Biomedical Engineering

Date 2020 Jul 7

PMID 32624838

Citations 8

Authors

Semra Alemdar

Jan C Konig

Steffen Hartwig

Thore Frister

Thomas Scheper

Sascha Beutel

Affiliations

Soon will be listed here.

Abstract

Zerumbone is a sesquiterpene ketone with potent anti-cancerogenic activities, produced in several ginger species of the Zingiberaceae familiy. We have investigated the biotechnological production of α-humulene, a precursor of zerumbone. By implementing a heterologous mevalonate pathway in combination with the α-humulene synthase expression, we effectively synthesized α-humulene from glucose in . In this study, we developed a practical and efficient separation method for α-humulene by comparison of extractive and adsorptive strategies. By the adsorption of the product to the hydrophobic resin Amberlite® XAD4 we were able to increase α-humulene yield by 2310% to 60.2 mg/L. Furthermore we present an easy applicable, short subsequent chemical process for the conversion of α-humulene to zerumbone by using transition metal catalysis. To reduce process steps, the chemical reaction was carried out in the same solvent as the eluting solvent that was used to elute α-humulene from the adsorbent resin. By allylic oxidation of α-humulene with manganese chloride as a catalyst and .-butylhydroperoxide as an oxidizing agent we were able to synthetize zerumbone with a selectivity of 51.6%. Product and byproducts of the oxidation reaction were identified by GC-MS.

Citing Articles

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