Biotransformação de limoneno: uma revisão das principais rotas metabólicas

Júnior, Mário Roberto Maróstica; Pastore, Gláucia Maria

doi:10.1590/s0100-40422007000200027

Cited by 36 publications

(12 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Therefore, it is possible to assume that, for some micro‐organisms, these two substrates may also follow a pathway similar to that observed for limonene. Maróstica and Pastore (2007a) have recently reviewed the main metabolic routes for limonene and Fig. 2 illustrates its six different degradation pathways, which are: (i) oxidation of carbon 7 to perillyl compounds; (ii) ring double bond epoxidation, followed by the corresponding diol formation and its oxidation; (iii) carbon 6 oxidation to form carveol, carvone and dihydrocarvone; (iv) carbon 8 hydroxylation to directly form α‐terpineol; (v) oxidation of carbon 3 to form isopiperitenol and isopiperitenone and (vi) 8,9 double bond epoxidation to form limonene‐8,9‐epoxide.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Characterization of monoterpene biotransformation in two pseudomonads

Bicas

Fontanille

Pastore

et al. 2008

Journal of Applied Microbiology

View full text Add to dashboard Cite

Aims: To study the metabolic profile of Pseudomonas rhodesiae and Pseudomonas fluorescens in water–organic solvent systems using terpene substrates for both growth and biotransformation processes and to determine the aerobic or anaerobic status of these degradation pathways. Materials and Methods: Substrates from pinene (α‐pinene, α‐pinene oxide, β‐pinene, β‐pinene oxide, turpentine) and limonene (limonene, limonene‐1,2‐oxide, orange peel oil) families were tested. For the bioconversion, the terpene‐grown biomass was concentrated and used either as whole cells or as a crude enzymatic extract. Conclusion: Pseudomonas rhodesiae was the most suitable biocatalyst for the production of isonovalal from α‐pinene oxide and did not metabolize limonene. Pseudomonas fluorescens was a more versatile micro‐organism and metabolized limonene in two different ways. The first (anaerobic, cofactor‐independent, noninducible) allowed limonene elimination by synthesizing α‐terpineol. The second (aerobic, cofactor‐dependent) involved limonene‐1,2‐oxide as an intermediate for energy production through a β‐oxidation process. Significance and Impact of the Study: Enzymatic isomerization of β‐ to α‐pinene was described for the first time for both strains. Alpha‐terpineol production by P. fluorescens was very efficient and appeared as a promising alternative for the commercial production of this bioflavour.

show abstract

Section: Introductionmentioning

confidence: 99%

“… The six main metabolic pathways for limonene (Van Der Werf et al. 1999; Maróstica and Pastore 2007a). The wide arrows represent the metabolism of limonene by Pseudomonas fluorescens described in this study.…”

Section: Introductionmentioning

confidence: 99%

Characterization of monoterpene biotransformation in two pseudomonads

Bicas

Fontanille

Pastore

et al. 2008

Journal of Applied Microbiology

View full text Add to dashboard Cite

show abstract

“…2015). Therefore, it is important as a chemical mediator, since limonene has been frequently reported in chemical compositions of several essential oils (Maróstica Júnior & Pastore 2007; Seo et al . 2009; Giatropoulos et al .…”

Section: Discussionmentioning

confidence: 99%

“…It reports that ( S )‐(−)‐limonene (Aggarwal et al . 2002; Maróstica Júnior & Pastore 2007; Srividya et al . 2015) and ( R )‐(−)‐carvone ( l ‐carvone) (Aggarwal et al .…”

Section: Methodsmentioning

confidence: 99%

Oviposition behaviour and electrophysiological responses of Alabama argillacea (Hübner, 1823) (Lepidoptera: Erebidae) to essential oils and chemical compounds

et al. 2021

View full text Add to dashboard Cite

Alabama argillacea (Lepidoptera: Erebidae) is a cotton pest. It is considered the most important defoliator species. It is commonly controlled using non-selective synthetic insecticides. However, they cause adverse effects to the environment. Thus, there is a need for more sustainable forms of management. In this case, essential oils may be a promising alternative. They have proven effects against countless agricultural pests. However, there is still few information on the effects of essential oils against A. argillacea. The present work aims to evaluate the deterrent activity of essential oils of Mentha spicata, Litsea cubeba, Melaleuca alternifolia and Juniperus virginiana on the oviposition of A. argillacea and identify which compounds of these oils are responsible for this action. Oviposition bioassays were performed to test oils. Gas chromatography coupled with electroantennography (GC-EAD) was performed to identify constituents detected by A. argillacea. In oviposition bioassays, only the oil of M. spicata showed activity against A. argillacea. GC-EAD analyses of this oil revealed that three compounds elicited visible antennal responses, namely, limonene, carvone and (E)-β-caryophyllene. Bioassays testing these three compounds showed that only limonene elicited oviposition deterrence against A. argillacea. Hence, the findings suggest that the essential oil of M. spicata and, more specially, limonene may contribute to a more sustainable management of this important pest of cotton.

show abstract

“…Terpenoids or isoprenoids, are the most diversified class of natural compounds synthesized from plants, animals, or microorganisms, reaching a panoply of 40,000 different compounds (Rohdich et al 2005;Withers and Keasling 2007). One of the most studied precursors in biotechnological monoterpenoid production is limonene, since it can be derivatized to a variety of value-added compounds, such as carvone, carveol, perillyl alcohol (POH), terpineols, menthol, and pinenes (Duetz et al 2003;Maróstica and Pastore 2007). Limonene can be produced by one key enzyme, limonene synthase (LS), by catalysis of intramolecular cyclization of geranyl pyrophosphate (GPP) (Behrendorff et al 2013;Jongedijk et al 2015).…”

Section: Terpenesmentioning

confidence: 99%

Generation of Flavors and Fragrances Through Biotransformation and De Novo Synthesis

Braga

Guerreiro

Belo

2018

Food Bioprocess Technol

View full text Add to dashboard Cite

Flavors and fragrances are the result of the presence of volatile and non-volatile compounds, appreciated mostly by the sense of smell once they usually have pleasant odors. They are used in perfumes and perfumed products, as well as for the flavoring of foods and beverages. In fact the ability of the microorganisms to produce flavors and fragrances has been described for a long time, but the relationship between the flavor formation and the microbial growth was only recently established. After that, efforts have been put in the analysis and optimization of food fermentations that led to the investigation of microorganisms and their capacity to produce flavors and fragrances, either by de novo synthesis or biotransformation. In this review, we aim to resume the recent achievements in the production of the most relevant flavors by bioconversion/biotransformation or de novo synthesis, its market value, prominent strains used, and their production rates/maximum concentrations.

show abstract

Biotransformação de limoneno: uma revisão das principais rotas metabólicas

Cited by 36 publications

References 28 publications

Characterization of monoterpene biotransformation in two pseudomonads

Characterization of monoterpene biotransformation in two pseudomonads

Oviposition behaviour and electrophysiological responses of Alabama argillacea (Hübner, 1823) (Lepidoptera: Erebidae) to essential oils and chemical compounds

Generation of Flavors and Fragrances Through Biotransformation and De Novo Synthesis

Contact Info

Product

Resources

About