Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene

M.J. Beekwilder, A.M.M.L. van Houwelingen, K. Cankar, A.D.J. van Dijk, R. de Jong, G.M. Stoopen, H.J. Bouwmeester, J. Achkar, Th. Sonke, H.J. Bosch

Research output: Contribution to journalArticleAcademicpeer-review

42 Citations (Scopus)

Abstract

Nootkatone is one of the major terpenes in the heartwood of the Nootka cypress Callitropsis nootkatensis. It is an oxidized sesquiterpene, which has been postulated to be derived from valencene. Both valencene and nootkatone are used for flavouring citrus beverages and are considered among the most valuable terpenes used at commercial scale. Functional evaluation of putative terpene synthase genes sourced by large-scale EST sequencing from Nootka cypress wood revealed a valencene synthase gene (CnVS). CnVS expression in different tissues from the tree correlates well with nootkatone content, suggesting that CnVS represents the first dedicated gene in the nootkatone biosynthetic pathway in C. nootkatensis The gene belongs to the gymnosperm-specific TPS-d subfamily of terpenes synthases and its protein sequence has low similarity to known citrus valencene synthases. In vitro, CnVS displays high robustness under different pH and temperature regimes, potentially beneficial properties for application in different host and physiological conditions. Biotechnological production of sesquiterpenes has been shown to be feasible, but productivity of microbial strains expressing valencene synthase from Citrus is low, indicating that optimization of valencene synthase activity is needed. Indeed, expression of CnVS in Saccharomyces cerevisiae indicated potential for higher yields. In an optimized Rhodobacter sphaeroides strain, expression of CnVS increased valencene yields 14-fold to 352 mg/L, bringing production to levels with industrial potential
LanguageEnglish
Pages174-182
JournalPlant Biotechnology Journal
Volume12
Issue number2
DOIs
Publication statusPublished - 2014

Fingerprint

nootkatone
Cupressus
Xanthocyparis nootkatensis
heartwood
terpenoids
Citrus
sesquiterpenoids
Sesquiterpenes
Terpenes
genes
Genes
Rhodobacter sphaeroides
Gymnosperms
flavorings
beverages
Biosynthetic Pathways
Expressed Sequence Tags
Beverages
biochemical pathways
Saccharomyces cerevisiae

Keywords

  • antimalarial agent artemisinin
  • functional-characterization
  • phytophthora-ramorum
  • ixodes-scapularis
  • terpene synthases
  • essential oil
  • biosynthesis
  • yeast
  • metabolism
  • expression

Cite this

@article{600a76e2942f49de8f71226ef4961588,
title = "Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene",
abstract = "Nootkatone is one of the major terpenes in the heartwood of the Nootka cypress Callitropsis nootkatensis. It is an oxidized sesquiterpene, which has been postulated to be derived from valencene. Both valencene and nootkatone are used for flavouring citrus beverages and are considered among the most valuable terpenes used at commercial scale. Functional evaluation of putative terpene synthase genes sourced by large-scale EST sequencing from Nootka cypress wood revealed a valencene synthase gene (CnVS). CnVS expression in different tissues from the tree correlates well with nootkatone content, suggesting that CnVS represents the first dedicated gene in the nootkatone biosynthetic pathway in C. nootkatensis The gene belongs to the gymnosperm-specific TPS-d subfamily of terpenes synthases and its protein sequence has low similarity to known citrus valencene synthases. In vitro, CnVS displays high robustness under different pH and temperature regimes, potentially beneficial properties for application in different host and physiological conditions. Biotechnological production of sesquiterpenes has been shown to be feasible, but productivity of microbial strains expressing valencene synthase from Citrus is low, indicating that optimization of valencene synthase activity is needed. Indeed, expression of CnVS in Saccharomyces cerevisiae indicated potential for higher yields. In an optimized Rhodobacter sphaeroides strain, expression of CnVS increased valencene yields 14-fold to 352 mg/L, bringing production to levels with industrial potential",
keywords = "antimalarial agent artemisinin, functional-characterization, phytophthora-ramorum, ixodes-scapularis, terpene synthases, essential oil, biosynthesis, yeast, metabolism, expression",
author = "M.J. Beekwilder and {van Houwelingen}, A.M.M.L. and K. Cankar and {van Dijk}, A.D.J. and {de Jong}, R. and G.M. Stoopen and H.J. Bouwmeester and J. Achkar and Th. Sonke and H.J. Bosch",
year = "2014",
doi = "10.1111/pbi.12124",
language = "English",
volume = "12",
pages = "174--182",
journal = "Plant Biotechnology Journal",
issn = "1467-7644",
publisher = "Wiley",
number = "2",

}

Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene. / Beekwilder, M.J.; van Houwelingen, A.M.M.L.; Cankar, K.; van Dijk, A.D.J.; de Jong, R.; Stoopen, G.M.; Bouwmeester, H.J.; Achkar, J.; Sonke, Th.; Bosch, H.J.

In: Plant Biotechnology Journal, Vol. 12, No. 2, 2014, p. 174-182.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Valencene synthase from the heartwood of Nootka cypress (Callitropsis nootkatensis) for biotechnological production of valencene

AU - Beekwilder, M.J.

AU - van Houwelingen, A.M.M.L.

AU - Cankar, K.

AU - van Dijk, A.D.J.

AU - de Jong, R.

AU - Stoopen, G.M.

AU - Bouwmeester, H.J.

AU - Achkar, J.

AU - Sonke, Th.

AU - Bosch, H.J.

PY - 2014

Y1 - 2014

N2 - Nootkatone is one of the major terpenes in the heartwood of the Nootka cypress Callitropsis nootkatensis. It is an oxidized sesquiterpene, which has been postulated to be derived from valencene. Both valencene and nootkatone are used for flavouring citrus beverages and are considered among the most valuable terpenes used at commercial scale. Functional evaluation of putative terpene synthase genes sourced by large-scale EST sequencing from Nootka cypress wood revealed a valencene synthase gene (CnVS). CnVS expression in different tissues from the tree correlates well with nootkatone content, suggesting that CnVS represents the first dedicated gene in the nootkatone biosynthetic pathway in C. nootkatensis The gene belongs to the gymnosperm-specific TPS-d subfamily of terpenes synthases and its protein sequence has low similarity to known citrus valencene synthases. In vitro, CnVS displays high robustness under different pH and temperature regimes, potentially beneficial properties for application in different host and physiological conditions. Biotechnological production of sesquiterpenes has been shown to be feasible, but productivity of microbial strains expressing valencene synthase from Citrus is low, indicating that optimization of valencene synthase activity is needed. Indeed, expression of CnVS in Saccharomyces cerevisiae indicated potential for higher yields. In an optimized Rhodobacter sphaeroides strain, expression of CnVS increased valencene yields 14-fold to 352 mg/L, bringing production to levels with industrial potential

AB - Nootkatone is one of the major terpenes in the heartwood of the Nootka cypress Callitropsis nootkatensis. It is an oxidized sesquiterpene, which has been postulated to be derived from valencene. Both valencene and nootkatone are used for flavouring citrus beverages and are considered among the most valuable terpenes used at commercial scale. Functional evaluation of putative terpene synthase genes sourced by large-scale EST sequencing from Nootka cypress wood revealed a valencene synthase gene (CnVS). CnVS expression in different tissues from the tree correlates well with nootkatone content, suggesting that CnVS represents the first dedicated gene in the nootkatone biosynthetic pathway in C. nootkatensis The gene belongs to the gymnosperm-specific TPS-d subfamily of terpenes synthases and its protein sequence has low similarity to known citrus valencene synthases. In vitro, CnVS displays high robustness under different pH and temperature regimes, potentially beneficial properties for application in different host and physiological conditions. Biotechnological production of sesquiterpenes has been shown to be feasible, but productivity of microbial strains expressing valencene synthase from Citrus is low, indicating that optimization of valencene synthase activity is needed. Indeed, expression of CnVS in Saccharomyces cerevisiae indicated potential for higher yields. In an optimized Rhodobacter sphaeroides strain, expression of CnVS increased valencene yields 14-fold to 352 mg/L, bringing production to levels with industrial potential

KW - antimalarial agent artemisinin

KW - functional-characterization

KW - phytophthora-ramorum

KW - ixodes-scapularis

KW - terpene synthases

KW - essential oil

KW - biosynthesis

KW - yeast

KW - metabolism

KW - expression

U2 - 10.1111/pbi.12124

DO - 10.1111/pbi.12124

M3 - Article

VL - 12

SP - 174

EP - 182

JO - Plant Biotechnology Journal

T2 - Plant Biotechnology Journal

JF - Plant Biotechnology Journal

SN - 1467-7644

IS - 2

ER -