Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production

Jorge Alonso-Gutierrez; Rossana Chan; Tanveer S Batth; Paul D Adams; Jay D Keasling; Christopher J Petzold; Taek Soon Lee

doi:10.1016/j.ymben.2013.05.004

Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production

Jorge Alonso-Gutierrez, Rossana Chan, Tanveer S Batth, Paul D Adams, Jay D Keasling, Christopher J Petzold, Taek Soon Lee

241 Citations (Scopus)

Abstract

Limonene is a valuable monoterpene used in the production of several commodity chemicals and medicinal compounds. Among them, perillyl alcohol (POH) is a promising anti-cancer agent that can be produced by hydroxylation of limonene. We engineered E. coli with a heterologous mevalonate pathway and limonene synthase for production of limonene followed by coupling with a cytochrome P450, which specifically hydroxylates limonene to produce POH. A strain containing all mevalonate pathway genes in a single plasmid produced limonene at titers over 400mg/L from glucose, substantially higher than has been achieved in the past. Incorporation of a cytochrome P450 to hydroxylate limonene yielded approximately 100mg/L of POH. Further metabolic engineering of the pathway and in situ product recovery using anion exchange resins would make this engineered E. coli a potential production platform for any valuable limonene derivative.

Original language	English
Journal	Metabolic Engineering
Volume	19
Pages (from-to)	33-41
Number of pages	9
ISSN	1096-7176
DOIs	https://doi.org/10.1016/j.ymben.2013.05.004
Publication status	Published - Sept 2013
Externally published	Yes

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title = "Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production",

abstract = "Limonene is a valuable monoterpene used in the production of several commodity chemicals and medicinal compounds. Among them, perillyl alcohol (POH) is a promising anti-cancer agent that can be produced by hydroxylation of limonene. We engineered E. coli with a heterologous mevalonate pathway and limonene synthase for production of limonene followed by coupling with a cytochrome P450, which specifically hydroxylates limonene to produce POH. A strain containing all mevalonate pathway genes in a single plasmid produced limonene at titers over 400mg/L from glucose, substantially higher than has been achieved in the past. Incorporation of a cytochrome P450 to hydroxylate limonene yielded approximately 100mg/L of POH. Further metabolic engineering of the pathway and in situ product recovery using anion exchange resins would make this engineered E. coli a potential production platform for any valuable limonene derivative.",

author = "Jorge Alonso-Gutierrez and Rossana Chan and Batth, {Tanveer S} and Adams, {Paul D} and Keasling, {Jay D} and Petzold, {Christopher J} and Lee, {Taek Soon}",

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doi = "10.1016/j.ymben.2013.05.004",

language = "English",

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T1 - Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production

AU - Alonso-Gutierrez, Jorge

AU - Chan, Rossana

AU - Batth, Tanveer S

AU - Adams, Paul D

AU - Keasling, Jay D

AU - Petzold, Christopher J

AU - Lee, Taek Soon

PY - 2013/9

Y1 - 2013/9

N2 - Limonene is a valuable monoterpene used in the production of several commodity chemicals and medicinal compounds. Among them, perillyl alcohol (POH) is a promising anti-cancer agent that can be produced by hydroxylation of limonene. We engineered E. coli with a heterologous mevalonate pathway and limonene synthase for production of limonene followed by coupling with a cytochrome P450, which specifically hydroxylates limonene to produce POH. A strain containing all mevalonate pathway genes in a single plasmid produced limonene at titers over 400mg/L from glucose, substantially higher than has been achieved in the past. Incorporation of a cytochrome P450 to hydroxylate limonene yielded approximately 100mg/L of POH. Further metabolic engineering of the pathway and in situ product recovery using anion exchange resins would make this engineered E. coli a potential production platform for any valuable limonene derivative.

AB - Limonene is a valuable monoterpene used in the production of several commodity chemicals and medicinal compounds. Among them, perillyl alcohol (POH) is a promising anti-cancer agent that can be produced by hydroxylation of limonene. We engineered E. coli with a heterologous mevalonate pathway and limonene synthase for production of limonene followed by coupling with a cytochrome P450, which specifically hydroxylates limonene to produce POH. A strain containing all mevalonate pathway genes in a single plasmid produced limonene at titers over 400mg/L from glucose, substantially higher than has been achieved in the past. Incorporation of a cytochrome P450 to hydroxylate limonene yielded approximately 100mg/L of POH. Further metabolic engineering of the pathway and in situ product recovery using anion exchange resins would make this engineered E. coli a potential production platform for any valuable limonene derivative.

U2 - 10.1016/j.ymben.2013.05.004

DO - 10.1016/j.ymben.2013.05.004

M3 - Journal article

C2 - 23727191

SN - 1096-7176

VL - 19

SP - 33

EP - 41

JO - Metabolic Engineering

JF - Metabolic Engineering

ER -

Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production

Abstract

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