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Cited by 19Fermentation and Sensory AnalysisFood Nutrient Composition and Product DevelopmentFood Quality and Safety Studies

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Nuclear magnetic resonance- and gas chromatography/mass spectrometry-based metabolomic characterization of water-soluble and volatile compound profiles in cabbage vinegar

Ishihara, Satoru, Inaoka, Takashi, Nakamura, Toshihide, Kimura, Keitarou, Sekiyama, Yasuyo, Tomita, Satoru·2018·Journal of Bioscience and Bioengineering
DOI 10.1016/j.jbiosc.2018.02.003
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Abstract

Non-targeted metabolomic analyses employing nuclear magnetic resonance- and gas chromatography/mass spectrometry-based techniques were applied for an in-depth characterization of cabbage vinegar, an original agricultural product made from cabbage harvested in Tsumagoi, Japan. Water-soluble and volatile metabolite profiles of cabbage vinegar were compared with those of various vinegars: rice vinegar, grain vinegar, apple vinegar, and black vinegar (Japanese kurozu made of brown rice). Principal component analysis (PCA) of the water-soluble metabolites indicated that cabbage vinegars belonged to an isolated class by the contributions of fructose, pyroglutamic acid, choline, and methiin (S-methylcysteine sulfoxide). Regarding the volatile compounds, the PCA data represented that rice, black, and apple vinegars were characterized by most of the dominant volatiles, such as acetate esters, alcohols, ketones, and acids. Cabbage and grain vinegars were included in the same class although these two vinegars have different flavors. Orthogonal partial least squares-discrimination analysis exhibited the differences in volatile compound profile between cabbage and grain vinegars, revealing that cabbage vinegars were characterized by the presence of sulfides (dimethyl sulfide, dimethyl disulfide, and dimethyl trisulfide), nitriles (allyl cyanide and 4-methylthio-butanenitrile), 3-hexene-1-ol, and crotonic acid. The time-course changes in these highlighted compounds during the acetic acid fermentation of cabbage vinegar suggested that pyroglutamic and crotonic acids were produced through fermentation, whereas choline, methiin, sulfides, nitriles, and 3-hexene-1-ol were derived from cabbage, suggesting the key role of these compounds in the unique taste and flavor of cabbage vinegar.

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Research works printed but not linked: 42

  1. Natera, 2003, Chemometric studies of vinegars from different raw materials and processes of production, J. Agric. Food Chem., 51, 3345, 10.1021/jf021180u · DOI
  2. Horiuchi, 1999, New vinegar production from onions, J. Biosci. Bioeng., 88, 107, 10.1016/S1389-1723(99)80186-8 · DOI
  3. Miyazaki, 1996, Acetic acid fermentation with quince, asparagus and all that using isolated acetic acid bacteria, Nippon Shokuhin Kagaku Kogaku Kaishi, 43, 858, 10.3136/nskkk.43.858 · DOI
  4. Matsui, 2004, Caffeoylsophorose, a new natural α-glucosidase inhibitor, from red vinegar by fermented purple-fleshed sweet potato, Biosci. Biotechnol. Biochem., 68, 2239, 10.1271/bbb.68.2239 · DOI
  5. Fukui, 2015, The preparation of fermented vinegar from purple sweet potato using a new high concentration brewing method, Nippon Shokuhin Kagaku Kogaku Kaishi, 62, 69, 10.3136/nskkk.62.69 · DOI
  6. MacLeod, 1970, Effects of variations in cooking methods on the flavor volatiles of cabbage, J. Food Sci., 35, 744, 10.1111/j.1365-2621.1970.tb01985.x · DOI
  7. Ishihara, 2017, Properties of novel products of vinegar produced using cabbage, J. Brew. Soc. Japan, 112, 357
  8. Hallmann, 2017, The nutritive value of organic and conventional white cabbage (Brassica oleracea L. var. Capitata) and anti-apoptotic activity in gastric adenocarcinoma cells of sauerkraut juice produced therof, J. Agric. Food Chem., 65, 8171, 10.1021/acs.jafc.7b01078 · DOI
  9. Oms-Oliu, 2013, Metabolomics for assessing safety and quality of plant-derived food, Food Res. Int., 54, 1172, 10.1016/j.foodres.2013.04.005 · DOI
  10. Cubero-Leon, 2014, Review on metabolomics for food authentication, Food Res. Int., 60, 95, 10.1016/j.foodres.2013.11.041 · DOI
  11. Ochi, 2012, Metabolomics-based component profiling of hard and semi-hard natural cheeses with gas chromatography/time-of-flight-mass spectrometry, and its application to sensory predictive modeling, J. Biosci. Bioeng., 113, 751, 10.1016/j.jbiosc.2012.02.006 · DOI
  12. Ochi, 2013, Monitoring the ripening process of Cheddar cheese based on hydrophilic component profiling using gas chromatography-mass spectrometry, J. Dairy Sci., 96, 7427, 10.3168/jds.2013-6897 · DOI
  13. Shiga, 2014, Metabolic profiling approach to explore compounds related to the umami intensity of soy sauce, J. Agric. Food Chem., 62, 7317, 10.1021/jf501173r · DOI
  14. Yamamoto, 2012, Metabolite profiling of soy sauce using gas chromatography with time-of-flight mass spectrometry and analysis of correlation with quantitative descriptive analysis, J. Biosci. Bioeng., 114, 170, 10.1016/j.jbiosc.2012.03.023 · DOI
  15. Yamamoto, 2014, Analysis of the correlation between dipeptides and taste differences among soy sauces by using metabolomics-based component profiling, J. Biosci. Bioeng., 118, 56, 10.1016/j.jbiosc.2013.12.019 · DOI
  16. Mimura, 2014, Gas chromatography/mass spectrometry based component profiling and quality prediction for Japanese sake, J. Biosci. Bioeng., 118, 406, 10.1016/j.jbiosc.2014.04.006 · DOI
  17. Pinu, 2016, Vinegar metabolomics: an explorative study of commercial balsamic vinegars using gas chromatography-mass spectrometry, Metabolites, 6, 22, 10.3390/metabo6030022 · DOI
  18. Jang, 2015, Comparison of traditional and commercial vinegars based on metabolite profiling and antioxidant activity, J. Microbiol. Biotechnol., 25, 217, 10.4014/jmb.1408.08021 · DOI
  19. Kelly, 2002, Low-conductivity buffers for high-sensitivity NMR measurements, J. Am. Chem. Soc., 124, 12013, 10.1021/ja026121b · DOI
  20. Akiyama, 2008, PRIMe: a Web site that assembles tools for metabolomics and transcriptomics, In Silico Biol., 8, 339, 10.3233/ISB-00362 · DOI
  21. Chikayama, 2010, Statistical indices for simultaneous large-scale metabolite detections for a single NMR spectrum, Anal. Chem., 82, 1653, 10.1021/ac9022023 · DOI
  22. Delaglio, 1995, NMRPipe: a multidimensional spectral processing system based on UNIX pipes, J. Biomol. NMR, 6, 277, 10.1007/BF00197809 · DOI
  23. Sekiyama, 2011, Evaluation of a semipolar solvent system as a step toward heteronuclear multidimensional NMR-based metabolomics for 13C-labeled bacteria, plants, and animals, Anal. Chem., 83, 719, 10.1021/ac102097u · DOI
  24. Wishart, 2013, HMDB 3.0-the human metabolome database in 2013, Nucleic Acids Res., 41, D801, 10.1093/nar/gks1065 · DOI
  25. Ulrich, 2008, BioMagResBank, Nucleic Acids Res., 36, D402, 10.1093/nar/gkm957 · DOI
  26. Iijima, 2016, Flavor characteristics of the juices from fresh market tomatoes differentiated from those from processing tomatoes by combined analysis of volatile profiles with sensory evaluation, Biosci. Biotechnol. Biochem., 80, 2401, 10.1080/09168451.2016.1222264 · DOI
  27. Lommen, 2009, MetAlign: interface-driven, versatile metabolomics tool for hyphenated full-scan mass spectrometry data preprocessing, Anal. Chem., 81, 3079, 10.1021/ac900036d · DOI
  28. Tsugawa, 2011, GC/MS based metabolomics: development of a data mining system for metabolite identification by using soft independent modeling of class analogy (SIMCA), BMC Bioinformatics, 12, 131, 10.1186/1471-2105-12-131 · DOI
  29. Tomita, 2015, A NMR-based, non-targeted multistep metabolic profiling revealed l-rhamnitol as a metabolite that characterised apples from different geographic origins, Food Chem., 174, 163, 10.1016/j.foodchem.2014.11.028 · DOI
  30. Wiklund, 2008, Visualization of GC/TOF-MS-based metabolomics data for identification of biochemically interesting compounds using OPLS class models, Anal. Chem., 80, 115, 10.1021/ac0713510 · DOI
  31. Boffo, 2009, Classification of Brazilian vinegars according to their 1H NMR spectra by pattern recognition analysis, LWT Food Sci. Technol., 42, 1455, 10.1016/j.lwt.2009.05.008 · DOI
  32. Consonni, 2008, NMR and chemometric methods: a powerful combination for characterization of Balsamic and Traditional Balsamic Vinegar of Modena, Anal. Chim. Acta, 611, 31, 10.1016/j.aca.2008.01.065 · DOI
  33. Tomita, 1989, Action of glutaminase in a model system of a soy sauce fermentation, Agric. Biol. Chem., 53, 1873
  34. Zeisel, 2003, Concentrations of choline-containing compounds and betaine in common foods, J. Nutr., 133, 1302, 10.1093/jn/133.5.1302 · DOI · Paper page
  35. Matheson, 1976, A simple method for the approximate determination of S-methylcysteine sulphoxide (kale anaemia factor), J. Sci. Food Agric., 27, 959, 10.1002/jsfa.2740271013 · DOI
  36. Stoewsand, 1995, Bioactive organosulfur phytochemicals in Brassica oleracea vegetables—a review, Food Chem. Toxicol., 33, 537, 10.1016/0278-6915(95)00017-V · DOI
  37. Chin, 1994, Mechanisms of formation of volatile sulfur compounds following the action of cysteine sulfoxide lyases, J. Agric. Food Chem., 42, 1529, 10.1021/jf00043a026 · DOI
  38. Pires, 2014, Yeast: the soul of beer's aroma—a review of flavour-active esters and higher alcohols produced by the brewing yeast, Appl. Microbiol. Biotechnol., 98, 1937, 10.1007/s00253-013-5470-0 · DOI · Paper page
  39. VanEtten, 1976, Glucosinolates and derived products in cruciferous vegetables. Analysis of the edible part from twenty-two varieties of cabbage, J. Agric. Food Chem., 24, 452, 10.1021/jf60205a049 · DOI
  40. VanEtten, 1980, Glucosinolates: potential toxicants in cabbage cultivars, J. Am. Soc. Hort. Sci., 105, 710, 10.21273/JASHS.105.5.710 · DOI
  41. Bones, 2006, The enzymic and chemically induced decomposition of glucosinolates, Phytochemistry, 67, 1053, 10.1016/j.phytochem.2006.02.024 · DOI · Paper page
  42. Ruther, 2000, Retention index database for identification of general green leaf volatiles in plants by coupled capillary gas chromatography-mass spectrometry, J. Chromatogr. A, 890, 313, 10.1016/S0021-9673(00)00618-X · DOI

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Metadata

Authors
Ishihara, S., Inaoka, T., Nakamura, T., Kimura, K., Sekiyama, Y., & Tomita, S.
Affiliations
  • Gunma Agricultural Technology Center (JP)
  • National Agriculture and Food Research Organization (JP)
Corresponding author
Tomita, Satoru
ORCID
Venue
Journal of Bioscience and Bioengineering
Publisher
Elsevier BV
Published
2018-07
Volume
126
Issue
1
Pages
53-62
ISSN
  • 1347-4421 (ISSN-L)
  • 1389-1723
DOI
10.1016/j.jbiosc.2018.02.003
OpenAlex
W2790787287
Cited by
19
References
1
Citations by year
2026: 1 · 2025: 2 · 2024: 3 · 2023: 1 · 2022: 2 · 2021: 6 · 2020: 3 · 2019: 1
FWCI
2.35
Type
journal article
Language
en
Open access
closed
Licence
www.elsevier.com/tdm/userlicense/1.0/ (tdm)
Locations
  • Journal of Bioscience and Bioengineering (publishedVersion)
  • PubMed (publishedVersion)
Funders
National Agriculture and Food Research Organization
Topics
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Fermentation and Sensory Analysis
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Food Nutrient Composition and Product Development
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Food Quality and Safety Studies
Keywords
water-soluble metabolites, volatile compounds, acetic acid fermentation, pyroglutamic acid, choline, sulfide, nitriles, crotonic acid, vinegar flavor, rice vinegar, black vinegar, apple cider vinegar
MeSH terms
Alcohols, Brassica, Esters, Fermentation, Flavoring Agents, Ketones, Gas Chromatography-Mass Spectrometry, Magnetic Resonance Spectroscopy, Water, Acetic Acid, Principal Component Analysis, Metabolomics

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