Identification of new glycosidic terpenols and norisoprenoids (aroma precursors) in C. arabica L. green coffee by using a high-resolution mass spectrometry database developed in grape metabolomics
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Akiyama, 2008, Compounds of freshly brewed arabica coffees and studies on a characteristic aroma compound of Ethiopian coffee, J. Food Sci., 73, 335, 10.1111/j.1750-3841.2008.00752.x
Alonso-Salces, 2009, Botanical and geographical characterization of green coffee (Coffea arabica and Coffea canephora): chemometric evaluation of phenolic and methylxanthine contents, J. Agric. Food Chem., 57, 4224, 10.1021/jf8037117
Baeza, 2016, Exhaustive qualitative LC-DAD-MSn analysis of arabica green coffee beans: cinnamoyl-glycosides and cinnamoylshikimic acids as new polyphenols in green coffee, J. Agric. Food Chem., 64, 9663, 10.1021/acs.jafc.6b04022
Bonnlaender, 2004, Analysis of enantiomeric linalool ratio in green and roasted coffee, J. Flavour Fragrance, 21, 637, 10.1002/ffj.1633
Caffrey, 2020, Direct analysis of glycosidic aroma precursors containing multiple aglycone classes in vitis vinifera berries, J. Agric. Food Chem., 68, 3817, 10.1021/acs.jafc.9b08323
Cantergiani, 2001, Characterisation of the aroma of green Mexican coffee and identification of mouldy/earthy defect, Eur. Food Res. Technol., 212, 648, 10.1007/s002170100305
2001
Czerny, 2000, Potent odorants of raw arabica coffee. Their changes during roasting, J. Agric. Food Chem., 48, 868, 10.1021/jf990609n
D'Ambrosio, 2019, Advances in the dereplication of aroma precursors from grape juice by pretreatment with lead acetate and combined HILIC- and RP-HPLC methods, Foods, 8, 1
Degenhardt, 2006, Carotenoids as flavour precursors in coffee, Dev. Food Sci., 43, 379, 10.1016/S0167-4501(06)80090-7
Delcroix, 1994, Glycosidase activities of three enological yeast strains during winemaking: effect on the terpenol content of Muscat wine, Am. J. Enol. Vitic., 45, 291, 10.5344/ajev.1994.45.3.291
Del Terra, 2013, Functional characterization of three Coffea arabica L. monoterpene synthases: insights into the enzymatic machinery of coffee aroma, Phytochemistry, 89, 6, 10.1016/j.phytochem.2013.01.005
Di Stefano, 1992, Transformation of nerol and geraniol induced by yeasts, Rivista di Viticoltura ed Enologia, 45, 43
Flament, 2002
Flamini, 2018, Combining LC-MS/MS approaches to study monoterpene glycosides (aroma precursors) in grape, J. Mass Spectrom., 53, 792, 10.1002/jms.4212
Flamini, 2010
Flamini, 2013, An innovative approach to grape metabolomics: stilbene profiling by suspect screening analysis, Metabolomics, 9, 1243, 10.1007/s11306-013-0530-0
Flamini, 2014, Profiling of grape monoterpene glycosides (aroma precursors) by ultra-liquid chromatography-high resolution mass spectrometry (UHPLC/QTOF), J. Mass Spectrom., 49, 1214, 10.1002/jms.3441
Godshaw, 2019, Changes in glycosylation patterns of monoterpenes during grape berry maturation in six cultivars of Vitis vinifera, Food Chem., 297, 1
Hattori, 2004, Formation mechanism of 2,6-dimethyl-2,6-octadienes from thermal decomposition of linalyl-β-D-glucopyranoside, Biosci. Biotechnol. Biochem., 68, 2656, 10.1271/bbb.68.2656
Ida, 2021, Isolation and characterization of linalool UDP-Glc glycosyltransferases from Coffea arabica
Ilc, 2016, Meta-analysis of the core aroma components of grape and wine aroma, Front. Plant Sci., 7, 10.3389/fpls.2016.01472
Iwasa, 2015, Identification of 3-methylbutanoyl glycosides in green Coffea arabica beans as causative determinants for the quality of coffee flavors, J. Agric. Food Chem., 63, 3742, 10.1021/jf5054047
Jaiswal, 2014, Identification and characterization of the phenolic glycosides of Lagenaria siceraria stand. (Bottle Gourd) fruit by liquid Chromatography−Tandem mass spectrometry, J. Agric. Food Chem., 62, 1261, 10.1021/jf4053989
Maicas, 2005, Hydrolysis of terpenyl glycosides in grape juice and other fruit juices: a review, Appl. Microbiol. Biotechnol., 67, 322, 10.1007/s00253-004-1806-0
Marlatt, 1992, Studies of aroma constituents bound as glycosides in tomato, J. Agric. Food Chem., 40, 249, 10.1021/jf00014a016
Mateo, 2000, Monoterpenes in grape juice and wines, J. Chromatogr. A, 881, 557, 10.1016/S0021-9673(99)01342-4
Mayer, 1999, Influence of provenance and roast degree on the composition of potent odorants in Arabica coffees, Eur. Food Res. Technol., 209, 242, 10.1007/s002170050487
Nakahara, 2016
Saw, 2015, A comparative study of the volatile constituents of southeast Asian Coffea arabica, Coffea liberica and Coffea robusta green beans and their antioxidant activities, J. Essent. Oil Bearing Plants, TEOP, 18, 64, 10.1080/0972060X.2014.977580
Scalbert, 2009, Mass spectrometry-based metabolomics: limitations and recommendations for future progress with particular focus on nutrition research, Metabolomics, 5, 435, 10.1007/s11306-009-0168-0
Sefton, 2011, Occurrence, sensory impact, formation, and fate of damascenone in grapes, wines, and other foods and beverages, J. Agric. Food Chem., 59, 9717, 10.1021/jf201450q
Sharp, 2017, Examination of glycoside hydrolysis methods for the determination of terpenyl glycoside contents of different hop cultivars, J. Am. Soc. Brew. Chem., 75, 101
Simkin, 2010, Carotenoid profiling and the expression of carotenoid biosynthetic genes in developing coffee grain, Plant Physiol. Biochem., 48, 434, 10.1016/j.plaphy.2010.02.007
Skouroumounis, 2002, The formation of β-damascenone in wine, 241
Skouroumounis, 2000, Acid-catalyzed hydrolysis of alcohols and their β-D-glucopyranosides, J. Agric. Food Chem., 48, 2033, 10.1021/jf9904970
Song, 2020, Profiling terpene glycosides from ecolly, cabernet gernischet, and muscat hamburg grapes by ultra performance liquid chromatography-quadrupole time-of-flight mass spectrometry, J. Food Sci., 85, 2032, 10.1111/1750-3841.15167
Stredansky, 2018, Rapid sucrose monitoring in green coffee samples using multienzymatic biosensor, Food Chem., 254, 8, 10.1016/j.foodchem.2018.01.171
Versini, 2002, Formation of 1,6,6-trimethyl-1,2-dihydronaphtalene and other norisoprenoids in wine: considerations on the kinetics, 285
Weckerle, 2002, 3-Methylbutanoyl and 3-methylbut-2-enoyl disaccharides from green coffee beans (Coffea arabica), Phytochemistry, 60, 409, 10.1016/S0031-9422(02)00042-0
Weckerle, 2003, Linalool disaccharides as flavour precursors from green coffee beans (Coffea arabica), Eur. Food Res. Technol., 216, 6, 10.1007/s00217-002-0614-y
Wei, 2021, Comparative analysis of glycosidic aroma compound profiling in three vitis vinifera varieties by using ultra-high-performance liquid chromatography quadrupole-time-of-flight mass spectrometry, Front. Plant Sci., 12, 10.3389/fpls.2021.694979
Williams, 1982, Use of C18 reversed-phase liquid chromatography for the isolation of monoterpene glycosydes and nor-isoprenoid precursors from grape juices and wines, J. Chromatogr. A, 235, 471, 10.1016/S0021-9673(00)85911-7
Wirth, 2001, Volatile compounds released by enzymatic hydrolysis of glycoconjugates of leaves and grape berries from Vitis vinifera Muscat of Alexandria and Shiraz cultivars, J. Agric. Food Chem., 49, 2917, 10.1021/jf001398l
Xie, 2012, Investigation on pyrolysis behavior and decomposition compounds of three synthesized glycosidically bond flavor precursors, Thermochim. Acta, 532, 2, 10.1016/j.tca.2011.08.019
Yang, 2013, Recent studies of the volatile compounds in tea, Food Res. Int., 53, 585, 10.1016/j.foodres.2013.02.011