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1.
Food Chem ; 451: 139495, 2024 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-38692244

RESUMEN

Our previous study revealed stem inclusion fermentation reduced anthocyanin, and increased tannin and aroma compounds responsible for green notes. This study further investigated the effect of clone selection and whole bunch fermentation on Pinot noir wine composition, with focus on tannin composition. Three treatments were conducted using two clones (AM10/5 and UCD5) in 2021 and 2022: 100% destemmed (DS), 30% whole bunch (WB30), and 60% whole bunch (WB60). WB60 increased stem and skin derived tannins but reduced seed derived tannin proportion in wines. Clone selection had an impact on tannin composition and an even greater impact on tannin concentration, colour, and aroma compounds. AM10/5 produced wines with higher tannin, polymeric pigments and darker colour. AM10/5 wines also had higher concentration of phenylethyl alcohol, but lower concentrations of 3-isobutyl-2-methoxypyrazine and ethyl esters, indicating more floral but less fruity and green notes.


Asunto(s)
Color , Fermentación , Odorantes , Taninos , Vino , Vino/análisis , Taninos/análisis , Odorantes/análisis , Pinus/química , Compuestos Orgánicos Volátiles/química , Frutas/química , Antocianinas/análisis , Antocianinas/química
2.
Food Res Int ; 178: 114003, 2024 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-38309889

RESUMEN

This study aimed to investigate the impact of leaf removal on concentrations of anthocyanin, tannin, and methoxypyrazines (MPs) in Pinot noir grapes and wines. Leaf removal after 7 days (LR7), 30 days (LR30), and 60 days (LR60) of flowering were compared with no leaf removal control (LRC). Grapes and resultant wines were analysed for tannin and aroma composition using liquid chromatography and two-dimensional gas chromatography-mass spectrometry. All leaf removal treatments increased anthocyanin concentration in grapes and reduced MP levels in grape stems compared to LRC, indicating the effectiveness of both early and late leaf removal. Leaf removal after 7 days and 30 days were more effective in enhancing colour density, polymeric pigments, and tannin concentration in wines. Higher grape skin tannin and anthocyanin concentrations, along with lower seed tannin concentration in berries, correlated with higher tannin concentrations in wines. LR7 showed significantly higher skin-originated tannin proportion than LRC, suggesting a useful tool to manage tannin extraction. Aroma composition of resultant wines was influenced by leaf removal, although these differences were not evident in the sensory evaluation.


Asunto(s)
Vitis , Vino , Vitis/química , Vino/análisis , Antocianinas/análisis , Taninos/análisis , Hojas de la Planta/química
3.
J Agric Food Chem ; 72(2): 1228-1243, 2024 Jan 17.
Artículo en Inglés | MEDLINE | ID: mdl-38181223

RESUMEN

It is widely accepted that prevéraison application of naphthaleneacetic acid (NAA) can delay the ripening of grapes and improve their quality. However, how NAA impacts grape aroma compound concentrations remains unclear. This study incorporated the analyses of aroma metabolome, phytohormones, and transcriptome of Vitis vinifera L. cv. Cabernet Sauvignon grapes cultivated in continental arid/semiarid regions of western China. The analyses demonstrated that NAA application increased ß-damascenone and 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) in the harvested grapes by delaying véraison and upregulating VvPSY1 and VvCCD4b expressions. Additionally, NAA treatment decreased 2-isobutyl-3-methoxypyrazine (IBMP) at the same phenological stage. Notably, abscisic acid (ABA) levels increased in NAA-treated grapes during véraison, which triggered further changes in norisoprenoid metabolisms. The ABA-responsive factor VvABF2 was potentially involved in VvPSY1 positive modulation, while the auxin response factor VvARF10 may play a role in VvCCD4b upregulation and VvOMT2 downregulation during NAA induction. VvARF10 possibly acts as a crosstalk node between the ABA and auxin signaling pathways following NAA treatment in regulating aroma biosynthesis.


Asunto(s)
Vitis , Vino , Ácido Abscísico/metabolismo , Vitis/genética , Vitis/metabolismo , Ácidos Indolacéticos/metabolismo , Odorantes/análisis , Transcriptoma , Frutas/química , Metaboloma , Ácidos Naftalenoacéticos/análisis , Vino/análisis
4.
Zoology (Jena) ; 162: 126144, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-38277720

RESUMEN

Ladybirds (Coccinellidae) use toxic compounds, mostly alkaloids in their haemolymph, for defence against predators and other enemies. The toxicity of ladybirds to predators cannot be directly assessed because predators show avoidance reactions without ingesting the beetles. The alkaloid of ladybird Harmonia axyridis showed wide range toxicity to diverse non-target organisms. Thus, we used a quick, inexpensive and easy-to-perform method using bioassays on water flea Daphnia magna for comparative quantification of the toxicity (LD50) of whole body extracts from several species of ladybirds that differ in their warning colouration. Alien invasive aposematic polymorphic ladybird H. axyridis was more toxic than all the other species examined: aposematic Adalia bipunctata > cryptic Cynegetis impunctata > aposematic Coccinella septempunctata > slightly aposematic Calvia quatuordecimguttata. Three month old adults of H. axyridis were 3.8 times more toxic than two week and one month old adults. The two most common colour morphs (non-melanic novemdecimsignata and melanic spectabilis) did not differ in their toxicity. High toxicity of H. axyridis as compared to all other species examined may contribute to the invasiveness of this species.


Asunto(s)
Escarabajos , Animales , Escarabajos/química , Color
5.
J Agric Food Chem ; 71(42): 15754-15765, 2023 Oct 25.
Artículo en Inglés | MEDLINE | ID: mdl-37812751

RESUMEN

Two Pinot noir clones (AM10/5 and UCD5) were analyzed for tannin and methoxypyrazines (MPs) in different grape tissues during berry development using liquid chromatography and two-dimensional gas chromatography-mass spectrometry. On a per berry basis, skin tannins reached the maximum level about 2-3 weeks after véraison, seed tannins at around véraison, and stem tannins 4 weeks before véraison. Clone AM10/5 showed significantly higher levels of seed and stem tannins on a per berry basis at harvest. Tannin concentration and composition varied among the different tissues. On a per berry basis, stem tannin levels were comparable to skin tannins but were 3 to 4 times lower than seed tannins, while stem tannins had an intermediate galloylation (5-7%) between seed tannins (12-18%) and skin tannins (2%) and lower prodelphinidin (4-7%) than skin tannins (31-36%). The mean degree of polymerization of stem tannins was similar to seed tannins but lower than skin tannins. MPs, including 3-isopropyl-2-methoxypyrazine (IPMP), 3-s-isobutyl-2-methoxypyrazine (SBMP), and 3-isobutyl-2-methoxypyrazine (IBMP), showed significantly higher concentrations than their sensory thresholds in grape stems but not in skins. The MPs development in stems showed an increasing trend toward véraison and then a decreasing trend toward harvest. Compared to AM 10/5, UCD5 stems showed a higher level of MPs, especially significantly higher concentrations of IPMP and IBMP at harvest. The extraction of MPs from grape stems could contribute negative green and vegetative characters to Pinot noir wines.


Asunto(s)
Vitis , Vino , Vitis/química , Taninos/análisis , Vino/análisis , Semillas/química , Frutas/química
6.
J Agric Food Chem ; 71(17): 6717-6726, 2023 May 03.
Artículo en Inglés | MEDLINE | ID: mdl-37079554

RESUMEN

Methoxypyrazines (MPs) are potent aroma compounds that have been predominately studied in grape berries but can also be detected in other vine tissues. The synthesis of MPs in berries from hydroxypyrazines by VvOMT3 is well established, but the origin of MPs in vine tissues that have negligible VvOMT3 gene expression is unknown. This research gap was addressed through the application of stable isotope tracer 3-isobutyl-2-hydroxy-[2H2]-pyrazine (d2-IBHP) to the roots of Pinot Meunier L1 microvines and high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) quantification of HPs from grapevine tissues following a novel solid-phase extraction method. Four weeks post-application, d2-IBHP and its O-methylated product 3-isobutyl-2-methoxy-[2H2]-pyrazine (d2-IBMP) were present in excised cane, berry, leaf, root, and rachis material. Translocation of d2-IBHP and d2-IBMP was investigated, but results were inconclusive. Nonetheless, knowledge that d2-IBHP, and potentially d2-IBMP, are translocated from roots to other vine organs, including the berries, could provide opportunities for controlling MP accumulation in grapevine tissues pertinent to winemaking.


Asunto(s)
Vitis , Vino , Vino/análisis , Espectrometría de Masas en Tándem , Vitis/química , Pirazinas/análisis , Frutas/química
7.
Insects ; 14(2)2023 Jan 19.
Artículo en Inglés | MEDLINE | ID: mdl-36835676

RESUMEN

In spite of its incidence on pistachio trees, the chemical ecology of Labidostomis lusitanica (Germar) (Coleoptera: Chrysomelidae) has been neglected so far. In this work, we provide the first evidence of a biologically active male-specific compound that may be promoting field aggregation. Headspace collections through solid-phase microextraction from feral males and females reported the presence of 2-isobutyl-3-methoxypyrazine exclusively in males. Electroantennographic recordings revealed that males and females responded in a dose-dependent manner to increasing stimuli of 2-isobutyl-3-methoxypyrazine, with females overall displaying a higher response than males. In dual-choice tests, both males and females showed a significant preference for the compound in comparison to a pure air stimulus. In light of these results, the possible role of 2-isobutyl-3-methoxypyrazine as an aggregation cue in L. lusitanica is discussed.

8.
Food Chem ; 408: 135234, 2023 May 15.
Artículo en Inglés | MEDLINE | ID: mdl-36599227

RESUMEN

Vitis vinifera L. cv Shiraz appears unable to synthesise 3-alkyl-2-methoxypyrazines (MPs) in the berry, but can still produce significant concentrations in rachis. MPs are readily extracted from rachis during fermentation, producing Shiraz wines with uncharacteristic "green" flavours. Recently, rootstocks were shown to significantly alter MP concentrations in Cabernet Sauvignon rachis compared to own-rooted varieties, but whether Shiraz followed a similar trend required investigation. This study considered the effect of thirteen rootstocks on the concentrations of 3-isobutyl-2-methoxypyrazine (IBMP), 3-isopropyl-2-methoxypyrazine (IPMP), and 3-sec-butyl-2-methoxypyrazine (SBMP) in the rachis of Shiraz bunches sampled during multiple vintages across several Australian growing regions. Although IBMP was the most abundant, all measured MP concentrations were significantly affected by vintage, rootstock, and region. In addition, vine vigour showed positive correlations with IBMP, which were attributed to changes in canopy coverage impacting rachis light exposure. This hypothesis was explored with light exclusion trials, which significantly increased rachis IBMP concentrations.


Asunto(s)
Vitis , Vino , Australia , Vino/análisis , Frutas
9.
Plants (Basel) ; 11(12)2022 Jun 20.
Artículo en Inglés | MEDLINE | ID: mdl-35736764

RESUMEN

Methoxypyrazines (MPs) are a unique class of volatile compounds containing nitrogenous heterocyclics that impart green bell, vegetal and herbal odors to red grape berries and wines. In this study, the quality and MPs levels of grape berries from six representative red wine grape varieties were determined in the two consecutive years. The results showed that, at maturity, the highest total soluble solid was observed in Petit Verdot grape berries in the two consecutive years. While the anthocyanin content showed the highest in Marselan berries in 2018, in 2019, Petit Verdot berries had the highest anthocyanin content. Moreover, 2-methoxypyrazine (MOMP), 3-methyl-2-methoxypyrazine (MEMP) and 3-ethyl-2-methoxypyrazine (ETMP) levels were relatively lower, with almost no detectable in berries at maturity. The relative higher 3-isobutyl-2-methoxypyrazine (IBMP) content was observed in Cabernet Sauvignon, Marselan, Merlot, and Malbec berries. However, 3-sec-butyl-2-methoxypyrazine (SBMP) and IBMP were only detected in six wines, and their levels were higher than those in the grape berries. Furthermore, correlation analysis showed that there was a statistically positive correlation between the expression levels of VvOMT1 and VvOMT3 and MPs content in grape berries, while the lowest association was found in the VvOMT2. These findings provide a basis for selecting the most suitable grape varieties to improve wine quality.

10.
J Agric Food Chem ; 70(22): 6719-6725, 2022 Jun 08.
Artículo en Inglés | MEDLINE | ID: mdl-35621729

RESUMEN

The biosynthesis of 3-isobutyl-2-methoxypyrazine (IBMP) in bell pepper fruits (Capsicum annuum L.) was investigated by in vivo feeding experiments with stable isotope-labeled precursors. Volatiles were extracted using headspace solid-phase microextraction (HS-SPME) and analyzed by comprehensive two-dimensional gas chromatography (GC×GC) coupled to a time-of-flight mass spectrometer (ToF-MS). Feeding experiments revealed incorporation of l-leucine and α-ketoisocaproic acid (α-KIC) as well as glycine and glyoxylic acid into IBMP. Furthermore, it has been shown that de novo biosynthesis of IBMP occurs in pericarp tissues of unripe bell pepper fruits, whereas pericarp tissues of ripe bell pepper fruits showed no capability of IBMP biosynthesis.


Asunto(s)
Capsicum , Capsicum/química , Frutas/química , Cromatografía de Gases y Espectrometría de Masas/métodos , Marcaje Isotópico , Odorantes/análisis , Pirazinas
11.
Food Chem ; 361: 130081, 2021 Nov 01.
Artículo en Inglés | MEDLINE | ID: mdl-34022483

RESUMEN

Wine models with or without a dearomatised and lyophilized red wine extract containing a young red aroma base (control) plus one vector with one or several aroma compounds (unsaturated-aldehydes, saturated-aldehydes, benzaldehyde, isoamyl-alcohol, methoxypyrazines and (Z)-1,5-octadien-3-one) were prepared. Models were spiked with increasing amounts of acetaldehyde whose headspace concentrations were controlled. Odour and nasal chemesthesic properties were assessed by a trained sensory panel. Results confirm the contribution of the different players, notably isoamyl-alcohol, (Z)-1,5-octadien-3-one, benzaldehyde and methoxypyrazines, to wine aroma and tactile nasal characteristics and demonstrate that acetaldehyde levels play an outstanding role in their modulation. At low levels, it can play positive roles in some specific aromatic contexts, while at higher levels, enhance the negative effects associated to the generic presence of other aldehydes (saturated, unsaturated and Strecker aldehydes) by enhancing "green vegetable" notes and "itching" character and the "burning" effects linked to high levels of isoamyl alcohol.


Asunto(s)
Aldehídos/análisis , Odorantes/análisis , Olfato , Vino/análisis , Acetaldehído/análisis , Acetaldehído/química , Adulto , Aldehídos/química , Femenino , Humanos , Masculino , Persona de Mediana Edad , Percepción , Adulto Joven
12.
J Agric Food Chem ; 69(7): 2253-2261, 2021 Feb 24.
Artículo en Inglés | MEDLINE | ID: mdl-33566609

RESUMEN

The quality of East African coffee beans has been significantly reduced by a flavor defect known as potato taste defect (PTD) due to the presence of 2-isopropyl-3-methoxypyrazine (IPMP) and 2-isobutyl-3-methoxypyrazine (IBMP). Therefore, the aims of this study were to determine the correlation between these methoxypyrazines and the severity of odor attributed to PTD and discover additional analytes that may be correlated with PTD using Fisher ratio analysis, a supervised discovery-based data analysis method. Specialty ground roasted coffees from East Africa were classified as clean (i.e., no off-odor), mild, medium, or strong PTD. For the samples examined, IPMP was found to discriminate between non-defective and defective samples, while IBMP did not do so. Samples affected by PTD exhibited a wide range of IPMP concentration (1.6-529.9 ng/g). Except for one sample, the IPMP concentration in defective samples was greater than the average IPMP concentration in the non-defective samples (2.0 ng/g). Also, an analysis of variance found that IPMP concentrations were significantly different based on the severity of odor attributed to PTD (p < 0.05). Fisher ratio analysis discovered 21 additional analytes whose concentrations were statistically different based on the severity of PTD odor (p < 0.05). Generally, analytes that were positively correlated with odor severity generally had unpleasant sensory descriptions, while analytes typically associated with desirable aromas were found to be negatively correlated with odor severity. These findings not only show that IPMP concentration can differentiate the severity of PTD but also that changes in the volatile analyte profile of coffee beans induced by PTD can contribute to odor severity.


Asunto(s)
Coffea , Solanum tuberosum , Café , Cromatografía de Gases y Espectrometría de Masas , Odorantes/análisis , Gusto
13.
Pharmacol Res ; 166: 105481, 2021 04.
Artículo en Inglés | MEDLINE | ID: mdl-33549726

RESUMEN

Cardiovascular disease (CVD) remains the major cause of death worldwide, accounting for almost 31% of the global mortality annually. Several preclinical studies have indicated that ginseng and the major bioactive ingredient (ginsenosides) can modulate several CVDs through diverse mechanisms. However, there is paucity in the translation of such experiments into clinical arena for cardiovascular ailments due to lack of conclusive specific pathways through which these activities are initiated and lack of larger, long-term well-structured clinical trials. Therefore, this review elaborates on current pharmacological effects of ginseng and ginsenosides in the cardiovascular system and provides some insights into the safety, toxicity, and synergistic effects in human trials. The review concludes that before ginseng, ginsenosides and their preparations could be utilized in the clinical treatment of CVDs, there should be more preclinical studies in larger animals (like the guinea pig, rabbit, dog, and monkey) to find the specific dosages, address the toxicity, safety and synergistic effects with other conventional drugs. This could lead to the initiation of large-scale, long-term well-structured randomized, and placebo-controlled clinical trials to test whether treatment is effective for a longer period and test the efficacy against other conventional therapies.


Asunto(s)
Cardiotónicos/uso terapéutico , Enfermedades Cardiovasculares/tratamiento farmacológico , Ginsenósidos/uso terapéutico , Animales , Cardiotónicos/efectos adversos , Cardiotónicos/química , Cardiotónicos/farmacología , Enfermedades Cardiovasculares/patología , Ginsenósidos/efectos adversos , Ginsenósidos/química , Ginsenósidos/farmacología , Humanos , Panax/química , Fitoterapia
14.
Plant Physiol Biochem ; 151: 621-629, 2020 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-32335385

RESUMEN

3-Isobutyl-2-methoxypyrazine (IBMP) is an important odor compound that revives unripe grapes or poor-quality wine. The biosynthesis of IBMP in grape berries is under the catalysis of Vitis vinifera O-methyltranferase 3 (VvOMT3). The homologous verification in this paper was carried out with the transient overexpression technique. The results showed that both the expression levels of the VvOMT3 gene and the IBMP concentration in 'Red globe' grapes increased significantly, which suggested that VvOMT3 could function in the biosynthesis of IBMP. Based on ß-glucuronidase (GUS) staining results, blue color was only observed in grape pulp, not in grape skin, which indicated that VvOMT3 was expressed in grape pulp. The outcomes of the subcellular location examination performed on the protoplasts of Arabidopsis thaliana showed that the VvOMT3 protein was located on the inner surface of the cytoplasmic membrane. In summary, the VvOMT3 enzyme may function at the inner surface of the cytoplasmic membrane of pulp cells during grape development. These results will provide a background for future research on the catalytic mechanisms of VvOMT3.


Asunto(s)
Frutas , Metiltransferasas , Vitis , Biología Computacional , Frutas/enzimología , Frutas/genética , Frutas/crecimiento & desarrollo , Metiltransferasas/genética , Metiltransferasas/metabolismo , Vitis/enzimología , Vitis/genética , Vino
15.
J Agric Food Chem ; 68(17): 4743-4751, 2020 Apr 29.
Artículo en Inglés | MEDLINE | ID: mdl-31838839

RESUMEN

Although a high concentration of some 3-alkyl-2-methoxypyrazines in green coffee has been associated with an off-flavor described as potato taste defect (PTD) or "peasy" defect, affecting the product quality, the natural concentration of these compounds in good quality coffee beans has never been the subject of a detailed study. 3-Isobutyl-2-methoxypyrazine (1), 3-sec-butyl-2-methoxypyrazine (2), 3-isopropyl-2-methoxypyrazine (3) concentrations were determined on a range of selected, good quality green coffees of different botanical species (arabica and robusta) and geographical origin. The presence of the three methoxypirazines was confirmed in all samples; the concentration of compound 1 was significantly higher than those of compounds 3 and 2, showing a geographical-origin-dependent variability. This whole set of experimental data was then used as a reference to ascertain the PTD occurrence in "suspected PTD" and insect-damaged samples. Compound 3 was the main indicator of defectiveness, with a main variability in its concentration in insect-damaged samples, suggesting that the insect-induced damage is not a sufficient condition to induce the off-flavor. The analysis in fresh potatoes, carried out to disclose the origin of the term used to describe the PTD in coffee, showed a very low concentration of 3-alkyl-2-methoxypyrazines. However, the relative prevalence of compound 3 on the total of 3-alkyl-2-methoxypyrazines could be related to the characteristic "potato" flavor frequently evoked to describe the sensory perceived defect in coffee.


Asunto(s)
Coffea/química , Pirazinas/análisis , Café/química , Aromatizantes/análisis , Cromatografía de Gases y Espectrometría de Masas , Humanos , Odorantes/análisis , Semillas/química , Gusto
16.
Molecules ; 24(17)2019 Aug 27.
Artículo en Inglés | MEDLINE | ID: mdl-31461894

RESUMEN

Doubanjiang, a Chinese traditional fermented red pepper paste, is eaten worldwide for its unique flavor. The objective of this study was to evaluate the aroma quality of doubanjiang using solvent-assisted flavor evaporation (SAFE) and headspace solid-phase microextraction (HS-SPME) coupled with gas chromatography-olfactometry (GC-O) and aroma extract dilution analysis (AEDA). A total of 165 volatile compounds, belonging to 13 chemical classes, were identified. Esters and hydrocarbons were the predominant groups. Thirteen aroma-active compounds were detected by AEDA of SAFE and HS-SPME, and their odor activity values (OAVs) were calculated by dividing their concentration by their odor threshold in water. Among them, ethyl isovalerate, ß-damascenone, 3-isobutyl-2-methoxypyrazine (IBMP), and sotolone had the highest OAVs (>1000). In addition, sotolone, methional, ß-damascenone, 3-isobutyl-2-methoxypyrazine, ethyl isovalerate, phenylethyl alcohol and linalool had high flavor dilution (FD) factors. Sotolone, ß-damascenone and 3-isobutyl-2-methoxypyrazine were identified for the first time in doubanjiang and played significant roles in its aroma quality.


Asunto(s)
Capsicum/química , Odorantes/análisis , Compuestos Orgánicos Volátiles/análisis , Cromatografía de Gases , Ésteres/análisis , Fermentación , Hidrocarburos/análisis , Extractos Vegetales/análisis , Microextracción en Fase Sólida
17.
Phytochem Anal ; 30(2): 139-147, 2019 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-30378730

RESUMEN

INTRODUCTION: Flowering of the Asian skunk cabbage (Symplocarpus renifolius, Araceae) shows a sequential expression of female, bisexual and male sex phases. The protogynous thermogenic inflorescence has unpleasant odours, but the contributing chemical composition is poorly understood. OBJECTIVE: To determine the volatile composition of odour emissions from each S. renifolius flowering phase. METHODOLOGY: The dynamic headspace method was used to collect floral volatiles from six intact S. renifolius inflorescences in their natural habitat. Collected volatiles from the three flowering phases were analysed using gas chromatography-mass spectrometry/olfactometry (GC-MS/O). RESULTS: Female-phase inflorescences were characterised by an earthy-rotten-minty odour, while male-phase inflorescences typically exhibited a rotten-oily odour. Approximately 160 compounds were detected in volatiles from the three phases. Common to all phases were 3-methylbutyl 3-methylbutanoate, 1,8-cineole, dimethyl disulphide and sabinene, together accounting for 52 to 54% of total volatiles. GC-MS/O revealed that at least 28 volatiles including eight S-containing compounds contributed to the unpleasant odour of S. renifolius. Among them, dimethyl disulphide (onion-like), methional (potato-like), and the tentatively identified methyl dithioformate (garlic-like) were intense odour-active compounds in each floral phase. Additionally, 2-isopropyl-3-methoxypyrazine (IPMP) was a major contributor to the earthy odour that was characteristic of the female phase. CONCLUSIONS: No marked changes were observed in floral volatile compositions over the three flowering phases of S. renifolius. Instead, flower phase-dependent proportional changes of minor components (e.g. IPMP and 2,3-butanedione) altered the odour characteristics between the female and male phases.


Asunto(s)
Araceae/química , Inflorescencia/química , Odorantes/análisis , Óvulo Vegetal , Polen , Compuestos Orgánicos Volátiles/análisis , Cromatografía de Gases y Espectrometría de Masas/métodos , Olfatometría/métodos
18.
J Agric Food Chem ; 67(1): 341-351, 2019 Jan 09.
Artículo en Inglés | MEDLINE | ID: mdl-30523690

RESUMEN

The goal of this study is to identify Coffea arabica O-methyltransferase (OMT) genes involved in the biosynthesis of methoxypyrazines. High levels of 2-isopropyl-3-methoxypyrazine (IPMP) and 2-isobutyl-3-methoxypyrazine (IBMP) in coffee beans are associated with the potato taste defect (PTD). Among the 34 putative O-methyltransferase genes identified in the published genome of C. canephora, three genes are highly homologous to known hydroxypyrazine OMT genes. Genes of interest were amplified and sequenced from genomic DNA of single C. arabica beans grown in eight different locations, including regions with endemic PTD. Although C. arabica OMT target sequences were almost identical regardless of source location, individual beans shared numerous polymorphisms in each of the target genes. Two of the predicted C. arabica OMT enzymes were successfully expressed in Escherichia coli and purified, and one enzyme shows slow yet measurable turnover of both 3-isobutyl-2-hydroxypyrazine (IBHP) and 3-isopropyl-2- hydroxypyrazine (IPHP), supporting a possible role of the coffee plant in PTD.


Asunto(s)
Coffea/enzimología , Aromatizantes/metabolismo , Metiltransferasas/metabolismo , Proteínas de Plantas/metabolismo , Pirazinas/metabolismo , Secuencia de Aminoácidos , Coffea/genética , Coffea/metabolismo , Genoma de Planta , Metiltransferasas/química , Metiltransferasas/genética , Datos de Secuencia Molecular , Proteínas de Plantas/química , Proteínas de Plantas/genética , Pirazinas/química , Semillas/enzimología , Semillas/genética , Semillas/metabolismo , Alineación de Secuencia
19.
Food Chem ; 277: 609-616, 2019 Mar 30.
Artículo en Inglés | MEDLINE | ID: mdl-30502193

RESUMEN

Although 3-alkyl-2-methoxypyrazines (MPs) are very important flavor compounds in grape and wine, the metabolic pathway of these compounds has not been fully elucidated, and only a few studies have focused on it to date. In this study, we performed in situ incorporation of the proposed precursor (l-Leu) and the key intermediate (2-amino-4-methylpentanamide; AMPA) of 3-isobutyl-2-methoxypyrazine (IBMP) biosynthesis into Cabernet Sauvignon clusters. The IBMP content and the expression levels of key related genes were monitored. IBMP content decreased shortly after l-Leu or AMPA treatment, but subsequently increased significantly, with raised levels of O-methyltransferase genes (VvOMT1 and VvOMT3) in the berries between veraison and maturation. We speculate that l-Leu may be a precursor of IBMP biosynthesis and that AMPA may be a key intermediate.


Asunto(s)
Pirazinas/metabolismo , Vitis/química , Vino/análisis , Leucina/química , Leucina/metabolismo , Metiltransferasas/metabolismo , Proteínas de Plantas/metabolismo , Pirazinas/química , Vitis/metabolismo
20.
Foods ; 7(11)2018 Oct 24.
Artículo en Inglés | MEDLINE | ID: mdl-30356030

RESUMEN

The odor detection threshold (ODT) of a compound is the lowest concentration at which individuals can reliably perceive a difference between a sample and its corresponding control, with 50% performance above chance. Wine is a complex matrix, and ODTs used in studies on wine can be based on inappropriate matrices and informal sensory methodologies. Formal studies confirming ODTs in wine are relatively scarce in the literature, and are complex and expensive to carry out. In this study, the sensitivity of panelists to previously published ODTs for five compounds: Guaiacol, o-cresol and 4-ethyl phenol, 3-isobutyl-2-methoxypyrazine (IBMP), and 2,4,6-trichloroanisole (TCA) associated with off-flavor/taint issues in wine, was investigated. The study was carried out in partially de-aromatized young Shiraz wine (unwooded) using a simplified version of the formal sensory approach. A triangle test in triplicate was carried out with 34 panelists, at the ODT for each compound, in one day. The study explored whether previous training affected panelists' sensitivity for threshold differences. Results showed that samples spiked with volatile phenols were significantly different (p = 0.01) to controls. The spiked TCA and IBMP samples were not significantly different from the control in either case. Judges were better able to detect compounds if they had prior experience or training in wine evaluation. Despite some limitations, this pragmatic approach may be useful when carrying out sensory studies with fairly limited resources and within tight timelines, as it provides helpful information on panel members and detection thresholds for a specific matrix.

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