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Organoleptic Impact of 2-Methoxy-3-isobutylpyrazine on Red Bordeaux and Loire Wines. Effect of Environmental Conditions on Concentrations in Grapes during Ripening

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Faculté d'Œnologie, Université Victor Segalen Bordeaux II, 351 Cours de la Libération, 33405 Talence Cedex, France, and Ecole Nationale d'Ingénieurs des Travaux Agricoles de Bordeaux, 1 Cours du Gal de Gaulle, 33175 Gradignan Cedex, France
Cite this: J. Agric. Food Chem. 2000, 48, 10, 4830–4834
Publication Date (Web):August 31, 2000
https://doi.org/10.1021/jf000181o
Copyright © 2000 American Chemical Society

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    Abstract

    The 2-methoxy-3-isobutylpyrazine content in grapes and red wines was assayed by stable isotope dilution gas chromatography−mass spectrometry, following vapor extraction and purification on a cation resin microcolumn. The threshold beyond which the green bell pepper character is marked in wines has been determined. From a comparison of the 2-methoxy-3-isobutylpyrazine concentrations of 50 red Bordeaux and Loire wines from different vintages and grape varieties (Cabernet Sauvignon, Cabernet franc, and Merlot) with the intensity of the green bell pepper character as perceived on tasting, the threshold value was estimated to be 15 ng/L. Statistical analysis of the 2-methoxy-3-isobutylpyrazine concentrations of 89 red Bordeaux wines showed that Cabernet wines were more commonly affected by this vegetative character. Changes in the 2-methoxy-3-isobutylpyrazine concentration as the grapes ripen are affected by the environmental and cultural conditions (soil, climate, training system, etc.). A very good correlation was shown between the breakdown of malic acid and 2-methoxy-3-isobutylpyrazine as the grapes ripened, irrespective of grape variety, type of soil, or weather conditions.

    Keywords: 2-Methoxy-3-isobutylpyrazine; assay; organoleptic impact; Cabernet Sauvignon; ripening; environmental and cultural conditions; malic acid

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     Université Victor Segalen Boudeaux II.

     Ecole Nationale d'Ingénieurs des Travaux Agricoles de Bordeaux.

    *

     Author to whom correspondence should be addressed (telephone +33 5 56 84 64 77; fax +33 5 56 84 64 68; e-mail [email protected]).

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    2. Ross D. Sanders, Paul K. Boss, Dimitra L. Capone, Catherine M. Kidman, Sue M. Maffei, David W. Jeffery. Insights into the Uptake, Distribution, and Metabolism of 3-Isobutyl-2-hydroxypyrazine in Grapevine Using a Stable Isotope Tracer. Journal of Agricultural and Food Chemistry 2023, 71 (17) , 6717-6726. https://doi.org/10.1021/acs.jafc.3c00306
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    5. Katherine E. Frato. Identification of Hydroxypyrazine O-Methyltransferase Genes in Coffea arabica: A Potential Source of Methoxypyrazines That Cause Potato Taste Defect. Journal of Agricultural and Food Chemistry 2019, 67 (1) , 341-351. https://doi.org/10.1021/acs.jafc.8b04541
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    7. Jillian A. Jastrzembski, Madeleine Y. Bee, and Gavin L. Sacks . Trace-Level Volatile Quantitation by Direct Analysis in Real Time Mass Spectrometry following Headspace Extraction: Optimization and Validation in Grapes. Journal of Agricultural and Food Chemistry 2017, 65 (42) , 9353-9359. https://doi.org/10.1021/acs.jafc.7b03638
    8. Lucile Allamy, Philippe Darriet, and Alexandre Pons . Identification and Organoleptic Contribution of (Z)-1,5-Octadien-3-one to the Flavor of Vitis vinifera cv. Merlot and Cabernet Sauvignon Musts. Journal of Agricultural and Food Chemistry 2017, 65 (9) , 1915-1923. https://doi.org/10.1021/acs.jafc.6b05293
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    10. Carien Coetzee, Elizma Van Wyngaard, Katja Šuklje, Antonio C. Silva Ferreira, and Wessel J. du Toit . Chemical and Sensory Study on the Evolution of Aromatic and Nonaromatic Compounds during the Progressive Oxidative Storage of a Sauvignon blanc Wine. Journal of Agricultural and Food Chemistry 2016, 64 (42) , 7979-7993. https://doi.org/10.1021/acs.jafc.6b02174
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    12. Scott M. Gregan and Brian Jordan . Methoxypyrazine Accumulation and O-Methyltransferase Gene Expression in Sauvignon blanc Grapes: The Role of Leaf Removal, Light Exposure, and Berry Development.. Journal of Agricultural and Food Chemistry 2016, 64 (11) , 2200-2208. https://doi.org/10.1021/acs.jafc.5b05806
    13. Pierre Helwi, Aude Habran, Sabine Guillaumie, Cécile Thibon, Ghislaine Hilbert, Eric Gomes, Serge Delrot, Philippe Darriet, and Cornelis van Leeuwen . Vine Nitrogen Status Does Not Have a Direct Impact on 2-Methoxy-3-isobutylpyrazine in Grape Berries and Wines. Journal of Agricultural and Food Chemistry 2015, 63 (44) , 9789-9802. https://doi.org/10.1021/acs.jafc.5b03838
    14. Mark Krasnow Antony Mavumkal Tingting Zhang Petra King Melissa Annand Marc Greven M. Carmo Vasconcelos Damian Martin Mandy Herbst-Johnstone Bruno Fedrizzi . Under-Vine Management To Modulate Wine Chemical Profile. 2015, 161-189. https://doi.org/10.1021/bk-2015-1203.ch011
    15. Alexandre Pons, Valérie Lavigne, Philippe Darriet, and Denis Dubourdieu . Role of 3-Methyl-2,4-nonanedione in the Flavor of Aged Red Wines. Journal of Agricultural and Food Chemistry 2013, 61 (30) , 7373-7380. https://doi.org/10.1021/jf400348h
    16. Malick Camara, Nasser Gharbi, Audrey Lenouvel, Marc Behr, Cédric Guignard, Pierre Orlewski, and Danièle Evers . Detection and Quantification of Natural Contaminants of Wine by Gas Chromatography–Differential Ion Mobility Spectrometry (GC-DMS). Journal of Agricultural and Food Chemistry 2013, 61 (5) , 1036-1043. https://doi.org/10.1021/jf303418q
    17. Cornelis van Leeuwen, Jean-Philippe Roby, Virginia Alonso-Villaverde, and Katia Gindro . Impact of Clonal Variability in Vitis vinifera Cabernet franc on Grape Composition, Wine Quality, Leaf Blade Stilbene Content, and Downy Mildew Resistance. Journal of Agricultural and Food Chemistry 2013, 61 (1) , 19-24. https://doi.org/10.1021/jf304687c
    18. Sarah A. Harris, Imelda Ryona, and Gavin L. Sacks . Behavior of 3-Isobutyl-2-hydroxypyrazine (IBHP), a Key Intermediate in 3-Isobutyl-2-methoxypyrazine (IBMP) Metabolism, in Ripening Wine Grapes. Journal of Agricultural and Food Chemistry 2012, 60 (48) , 11901-11908. https://doi.org/10.1021/jf302990m
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    20. Felipe San Juan, Juan Cacho, Vicente Ferreira, and Ana Escudero . Aroma Chemical Composition of Red Wines from Different Price Categories and Its Relationship to Quality. Journal of Agricultural and Food Chemistry 2012, 60 (20) , 5045-5056. https://doi.org/10.1021/jf2050685
    21. Qun Sun, Matthew J. Gates, Edward H. Lavin, Terry E. Acree, and Gavin L. Sacks . Comparison of Odor-Active Compounds in Grapes and Wines from Vitis vinifera and Non-Foxy American Grape Species. Journal of Agricultural and Food Chemistry 2011, 59 (19) , 10657-10664. https://doi.org/10.1021/jf2026204
    22. José G. Vallarino, Xaviera A. López-Cortés, Jake D. Dunlevy, Paul K. Boss, Fernando D. González-Nilo, and Yerko M. Moreno . Biosynthesis of Methoxypyrazines: Elucidating the Structural/Functional Relationship of Two Vitis viniferaO-Methyltransferases Capable of Catalyzing the Putative Final Step of the Biosynthesis of 3-Alkyl-2-Methoxypyrazine.. Journal of Agricultural and Food Chemistry 2011, 59 (13) , 7310-7316. https://doi.org/10.1021/jf200542w
    23. Imelda Ryona, Sophie Leclerc and Gavin L. Sacks . Correlation of 3-Isobutyl-2-methoxypyrazine to 3-Isobutyl-2-hydroxypyrazine during Maturation of Bell Pepper (Capsicum annuum) and Wine Grapes (Vitis vinifera). Journal of Agricultural and Food Chemistry 2010, 58 (17) , 9723-9730. https://doi.org/10.1021/jf102072w
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    25. Susan E. Ebeler and John H. Thorngate . Wine Chemistry and Flavor: Looking into the Crystal Glass. Journal of Agricultural and Food Chemistry 2009, 57 (18) , 8098-8108. https://doi.org/10.1021/jf9000555
    26. Imelda Ryona, Bruce S. Pan and Gavin L. Sacks. Rapid Measurement of 3-Alkyl-2-methoxypyrazine Content of Winegrapes To Predict Levels in Resultant Wines. Journal of Agricultural and Food Chemistry 2009, 57 (18) , 8250-8257. https://doi.org/10.1021/jf9019695
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    28. Tederson Luiz Galvan, Stephen Kells and William Dale Hutchison. Determination of 3-Alkyl-2-methoxypyrazines in Lady Beetle-Infested Wine by Solid-Phase Microextraction Headspace Sampling. Journal of Agricultural and Food Chemistry 2008, 56 (3) , 1065-1071. https://doi.org/10.1021/jf072382z
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    30. Stefanos Koundouras,, Vassilios Marinos,, Anna Gkoulioti,, Yorgos Kotseridis, and, Cornelis van Leeuwen. Influence of Vineyard Location and Vine Water Status on Fruit Maturation of Nonirrigated Cv. Agiorgitiko (Vitis vinifera L.). Effects on Wine Phenolic and Aroma Components. Journal of Agricultural and Food Chemistry 2006, 54 (14) , 5077-5086. https://doi.org/10.1021/jf0605446
    31. Dawn M. Chapman,, John H. Thorngate,, Mark A. Matthews,, Jean-Xavier Guinard, and, Susan E. Ebeler. Yield Effects on 2-Methoxy-3-Isobutylpyrazine Concentration in Cabernet Sauvignon Using a Solid Phase Microextraction Gas Chromatography/Mass Spectrometry Method. Journal of Agricultural and Food Chemistry 2004, 52 (17) , 5431-5435. https://doi.org/10.1021/jf0400617
    32. Xianghan Cheng, Feifei Liu, Xiaolei Liu, Xuan Yang. Abscisic acid reduced methoxypyrazines concentration and its derived unpleasant odors in Cabernet Sauvignon grapes and wines. Journal of the Science of Food and Agriculture 2024, 301 https://doi.org/10.1002/jsfa.13534
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    34. A.V. Prakh, Yu.F. Yakuba, V.M. Redka, K.V. Reznichenko, A.A. Prakh, , , , , . Determination of methoxypyrazines in dry wines. BIO Web of Conferences 2024, 108 , 25004. https://doi.org/10.1051/bioconf/202410825004
    35. B.T. Geetha, Cyril Lucy Monica, Sandhya Verma, Anjum Parvez, S. Rathika, K Maheswari. LSTM and KNN: A Tool for Identifying Defects in Food. 2023, 897-902. https://doi.org/10.1109/ICSCNA58489.2023.10370120
    36. Francesca Zamolo, Matthias Wüst. 3‐Alkyl‐2‐Methoxypyrazines: Overview of Their Occurrence, Biosynthesis and Distribution in Edible Plants. ChemBioChem 2023, 24 (19) https://doi.org/10.1002/cbic.202300362
    37. Yujuan Lei, Zhansheng Ma, Ping Wang, Xuchen Qin, Xueqiang Guan, Zhenwen Zhang. Effect of 2,5-Dicarbonyl-3-Isobutyl-Piperazine on 3-Isobutyl-2-Methoxypyrazine Biosynthesis in Wine Grape. Foods 2023, 12 (17) , 3258. https://doi.org/10.3390/foods12173258
    38. Ross D. Sanders, Paul K. Boss, Dimitra L. Capone, Catherine M. Kidman, Sue Maffei, David W. Jeffery. Methoxypyrazine concentrations in the grape bunch rachis of Vitis vinifera L. Cv Shiraz: Influence of rootstock, region and light. Food Chemistry 2023, 408 , 135234. https://doi.org/10.1016/j.foodchem.2022.135234
    39. Ross D. Sanders, Paul K. Boss, Dimitra L. Capone, Catherine M. Kidman, Emily L. Nicholson, David W. Jeffery, . Distribution of 3-Isobutyl-2-methoxypyrazine across Rachis Components of Vitis vinifera Shiraz and Cabernet Sauvignon. Australian Journal of Grape and Wine Research 2023, 2023 , 1-10. https://doi.org/10.1155/2023/2428791
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    47. Terry L. Bates, Jessica Rafson, Hui Feng, Bruce S. Pan, Benjamin R. J. Mueller, Benjamin Yancey, William Fatigante, Gavin L. Sacks. Optimized Solid-Phase Mesh-Enhanced Sorption from Headspace (SPMESH) for Rapid Sub-ng/kg Measurements of 3-Isobutyl-2-methoxypyrazine (IBMP) in Grapes. Molecules 2022, 27 (19) , 6195. https://doi.org/10.3390/molecules27196195
    48. Xianghan Cheng, Panpan Wang, Xiaolei Zhang, Tingting Ma, Rui Wang, Yajun Gao, Yulin Fang, Xiangyu Sun. Reduction of methoxypyrazines with ‘vegetable-like’ odors in grapes by foliar nitrogen application. Scientia Horticulturae 2022, 301 , 111106. https://doi.org/10.1016/j.scienta.2022.111106
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    53. C. van Leeuwen. Terroir: The effect of the physical environment on vine growth, grape ripening, and wine sensory attributes. 2022, 341-393. https://doi.org/10.1016/B978-0-08-102067-8.00005-1
    54. Vicente Ferreira, Arancha de la Fuente, María Pilar Sáenz-Navajas. Wine aroma vectors and sensory attributes. 2022, 3-39. https://doi.org/10.1016/B978-0-08-102067-8.00008-7
    55. Andrew G. Reynolds. Viticultural and vineyard management practices and their effects on grape and wine quality. 2022, 443-539. https://doi.org/10.1016/B978-0-08-102067-8.00012-9
    56. K. Chen, J. Li. A glance into the aroma of white wine. 2022, 313-326. https://doi.org/10.1016/B978-0-12-823497-6.00018-1
    57. Amanda Tavares, Gabriela Mafra, Eduardo Carasek, Gustavo Amadeu Micke, Luciano Vitali. Determination of five 3-alkyl-2-methoxypyrazines employing HS-SPME-GC-NPD: Application in evaluation of off-flavor of South American wines. Journal of Food Composition and Analysis 2022, 105 , 104237. https://doi.org/10.1016/j.jfca.2021.104237
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    62. . Chloroanisoles, Bromoanisoles, and Halophenols. 2021, 57-116. https://doi.org/10.1002/9781118979082.ch3
    63. . The Grape and Its Maturation. 2021, 309-398. https://doi.org/10.1002/9781119588320.ch10
    64. . Varietal Aroma. 2021, 243-279. https://doi.org/10.1002/9781119588320.ch21
    65. C.E.J. Armstrong, R. Ristic, P.K. Boss, V. Pagay, D.W. Jeffery. Effect of grape heterogeneity on wine chemical composition and sensory attributes for Vitis vinifera cv. Cabernet Sauvignon. Australian Journal of Grape and Wine Research 2021, 27 (2) , 206-218. https://doi.org/10.1111/ajgw.12469
    66. Markus Rienth, Nicolas Vigneron, Philippe Darriet, Crystal Sweetman, Crista Burbidge, Claudio Bonghi, Robert Peter Walker, Franco Famiani, Simone Diego Castellarin. Grape Berry Secondary Metabolites and Their Modulation by Abiotic Factors in a Climate Change Scenario–A Review. Frontiers in Plant Science 2021, 12 https://doi.org/10.3389/fpls.2021.643258
    67. Kenneth Olejar, Jason Breitmeyer, Pradeep Wimalasiri, Bin Tian, Stewart Field. Detection of Sub-Aroma Threshold Concentrations of Wine Methoxypyrazines by Multidimensional GCMS. Analytica 2021, 2 (1) , 1-13. https://doi.org/10.3390/analytica2010001
    68. Fernanda Cosme, Luís Filipe-Ribeiro, Fernando M. Nunes. Wine Stabilisation: An Overview of Defects and Treatments. 2021https://doi.org/10.5772/intechopen.95245
    69. Marianne McKay, Florian F. Bauer, Valeria Panzeri, Astrid Buica. Investigating the effects of two volatile phenols on aroma perception of four red wine cultivars using Projective Mapping. Journal of Sensory Studies 2021, 36 (1) https://doi.org/10.1111/joss.12616
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    76. Marianne McKay, Florian F. Bauer, Valeria Panzeri, Astrid Buica. Perceptual interactions and characterisation of odour quality of binary mixtures of volatile phenols and 2-isobutyl-3-methoxypyrazine in a red wine matrix. Journal of Wine Research 2020, 31 (1) , 49-66. https://doi.org/10.1080/09571264.2020.1723069
    77. Markus Keller. Developmental physiology. 2020, 199-277. https://doi.org/10.1016/B978-0-12-816365-8.00006-3
    78. . Bibliography. 2020, 395-517. https://doi.org/10.1016/B978-0-12-816365-8.09993-0
    79. Vicente Ferreira, Ricardo Lopez. The Actual and Potential Aroma of Winemaking Grapes. Biomolecules 2019, 9 (12) , 818. https://doi.org/10.3390/biom9120818
    80. Xianfang Zhao, Yanlun Ju, Xiaofeng Wei, Shuo Dong, Xiangyu Sun, Yulin Fang. Significance and Transformation of 3-Alkyl-2-Methoxypyrazines Through Grapes to Wine: Olfactory Properties, Metabolism, Biochemical Regulation, and the HP–MP Cycle. Molecules 2019, 24 (24) , 4598. https://doi.org/10.3390/molecules24244598
    81. Ophélie Dutraive, Santiago Benito, Stefanie Fritsch, Beata Beisert, Claus-Dieter Patz, Doris Rauhut. Effect of Sequential Inoculation with Non-Saccharomyces and Saccharomyces Yeasts on Riesling Wine Chemical Composition. Fermentation 2019, 5 (3) , 79. https://doi.org/10.3390/fermentation5030079
    82. Zhao, Wu, Meng, Shi, Fang, Zhang, Sun. Harvesting at the Right Time: Maturity and Its Effects on the Aromatic Characteristics of Cabernet Sauvignon Wine. Molecules 2019, 24 (15) , 2777. https://doi.org/10.3390/molecules24152777
    83. Yujuan Lei, Sha Xie, Huangzhao Chen, Xueqiang Guan, Zhenwen Zhang. Behavior of 3-isobutyl-2-methoxypyrazine biosynthesis related to proposed precursor and intermediate in wine grape. Food Chemistry 2019, 277 , 609-616. https://doi.org/10.1016/j.foodchem.2018.10.121
    84. Hubert Alem, Peggy Rigou, Rémi Schneider, Hernán Ojeda, Laurent Torregrosa. Impact of agronomic practices on grape aroma composition: a review. Journal of the Science of Food and Agriculture 2019, 99 (3) , 975-985. https://doi.org/10.1002/jsfa.9327
    85. Julie Drappier, Cécile Thibon, Amélie Rabot, Laurence Geny-Denis. Relationship between wine composition and temperature: Impact on Bordeaux wine typicity in the context of global warming—Review. Critical Reviews in Food Science and Nutrition 2019, 59 (1) , 14-30. https://doi.org/10.1080/10408398.2017.1355776
    86. Doris Rauhut, Florian Kiene. Aromatic Compounds in Red Varieties. 2019, 273-282. https://doi.org/10.1016/B978-0-12-814399-5.00019-0
    87. Laura Culleré, Ricardo López, Vicente Ferreira. The Instrumental Analysis of Aroma-Active Compounds for Explaining the Flavor of Red Wines. 2019, 283-307. https://doi.org/10.1016/B978-0-12-814399-5.00020-7
    88. Belinda Kemp, Karine Pedneault, Gary Pickering, Kevin Usher, James Willwerth. Red Winemaking in Cool Climates. 2019, 341-356. https://doi.org/10.1016/B978-0-12-814399-5.00023-2
    89. Blandine N. Cretin, Pierre Waffo-Teguo, Denis Dubourdieu, Axel Marchal. Taste-guided isolation of sweet-tasting compounds from grape seeds, structural elucidation and identification in wines. Food Chemistry 2019, 272 , 388-395. https://doi.org/10.1016/j.foodchem.2018.08.070
    90. Lucile Allamy, Philippe Darriet, Alexandre Pons. Molecular interpretation of dried-fruit aromas in Merlot and Cabernet Sauvignon musts and young wines: Impact of over-ripening. Food Chemistry 2018, 266 , 245-253. https://doi.org/10.1016/j.foodchem.2018.06.022
    91. Marianne McKay, Florian Bauer, Valeria Panzeri, Astrid Buica. Testing the Sensitivity of Potential Panelists for Wine Taint Compounds Using a Simplified Sensory Strategy. Foods 2018, 7 (11) , 176. https://doi.org/10.3390/foods7110176
    92. Olaf J. Schelezki, Katja Šuklje, Paul K. Boss, David W. Jeffery. Comparison of consecutive harvests versus blending treatments to produce lower alcohol wines from Cabernet Sauvignon grapes: Impact on wine volatile composition and sensory properties. Food Chemistry 2018, 259 , 196-206. https://doi.org/10.1016/j.foodchem.2018.03.118
    93. Andrew G. Reynolds, Lee Thomas Baker, Li Zhang, Mary Jasinski, Frederick Di Profio, Susanne Kögel, Gary J. Pickering, . Impacts of natural yield variances on wine composition and sensory attributes of Vitis vinifera cultivars Riesling and Cabernet Franc. Canadian Journal of Plant Science 2018, 98 (4) , 851-880. https://doi.org/10.1139/cjps-2017-0190
    94. Yan Wen, Ignacio Ontañon, Vicente Ferreira, Ricardo Lopez. Determination of ppq-levels of alkylmethoxypyrazines in wine by stirbar sorptive extraction combined with multidimensional gas chromatography-mass spectrometry. Food Chemistry 2018, 255 , 235-241. https://doi.org/10.1016/j.foodchem.2018.02.089
    95. Chen Liang, David Jeffery, Dennis Taylor. Preparation of Magnetic Polymers for the Elimination of 3-Isobutyl-2-Methoxypyrazine from Wine. Molecules 2018, 23 (5) , 1140. https://doi.org/10.3390/molecules23051140
    96. Yujuan Lei, Sha Xie, Xueqiang Guan, Changzheng Song, Zhenwen Zhang, Jiangfei Meng. Methoxypyrazines biosynthesis and metabolism in grape: A review. Food Chemistry 2018, 245 , 1141-1147. https://doi.org/10.1016/j.foodchem.2017.11.056
    97. A. Villière, S. Le Roy, C. Fillonneau, C. Prost. InnOscent system: Advancing flavor analysis using an original gas chromatographic analytical device. Journal of Chromatography A 2018, 1535 , 129-140. https://doi.org/10.1016/j.chroma.2017.12.053
    98. John W. Finley. Beer and Wine. 2018, 483-510. https://doi.org/10.1007/978-3-319-63607-8_13
    99. Alexandre Pons, Nadia Mouakka, Laurent Deliere, Jean Christophe Crachereau, Ludivine Davidou, Pierre Sauris, Pascal Guilbault, Philippe Darriet. Impact of Plasmopara viticola infection of Merlot and Cabernet Sauvignon grapes on wine composition and flavor. Food Chemistry 2018, 239 , 102-110. https://doi.org/10.1016/j.foodchem.2017.06.087
    100. Alexandre Pons, Lucile Allamy, Valérie Lavigne, Denis Dubourdieu, Philippe Darriet. Study of the contribution of massoia lactone to the aroma of Merlot and Cabernet Sauvignon musts and wines. Food Chemistry 2017, 232 , 229-236. https://doi.org/10.1016/j.foodchem.2017.03.151
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