ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Figure 1Loading Img

Structural and Sensory Characterization of Compounds Contributing to the Bitter Off-Taste of Carrots (Daucus carota L.) and Carrot Puree

View Author Information
Deutsche Forschungsanstalt für Lebensmittelchemie, Lichtenbergstrasse 4, D-85748 Garching, Germany
Cite this: J. Agric. Food Chem. 2003, 51, 13, 3865–3873
Publication Date (Web):May 17, 2003
https://doi.org/10.1021/jf034085+
Copyright © 2003 American Chemical Society

    Article Views

    2408

    Altmetric

    -

    Citations

    127
    LEARN ABOUT THESE METRICS
    Other access options

    Abstract

    Sequential application of solvent extraction, gel permeation chromatography, and HPLC in combination with taste dilution analyses revealed that not a sole compound but a multiplicity of bitter tastants contribute to the bitter off-taste of cold-stored carrots and commercial carrot puree, respectively. Among these bitter compounds, 3-methyl-6-methoxy-8-hydroxy-3,4-dihydroisocoumarin (6-methoxymellein), 5-hydroxy-7-methoxy-2-methylchromone (eugenin), 2,4,5-trimethoxybenzaldehyde (gazarin), (Z)-heptadeca-1,9-diene-4,6-diin-3,8-diol (falcarindiol), (Z)-heptadeca-1,9-diene-4,6-diin-3-ol (falcarinol), and (Z)-3-acetoxy-heptadeca-1,9-diene-4,6-diin-8-ol (falcarindiol 3-acetate) could be identified on the basis of MS as well as 1D- and 2D-NMR experiments. Due to the low concentrations of <0.1 mg/kg and the high taste thresholds found for eugenin and gazarin, these compounds could be unequivocally excluded as important contributors to the bitter taste of carrots. Calculation of bitter activity values as the ratio of their concentration to their bitter detection threshold clearly demonstrated that neither in fresh and stored carrots nor in commercial carrot puree did 6-methoxymellein contribute to the bitter off-taste. In contrast, the concentrations of falcarindiol in stored carrots and, even more pronounced, in carrot puree were found to be 9- and 13-fold above its low bitter detection concentration of 0.04 mmol/kg, thus demonstrating that this acetylenic diol significantly contributes to the bitter taste of the carrot products investigated.

    Keywords: Bitter taste; carrots; taste dilution analysis; 6-methoxymellein; eugenin; gazarin; falcarinol; falcarindiol; falcarindiol 3-acetate

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

     Deutsche Forschungsanstalt für Lebensmittalchemie, Lichtenbergstrasse 4, D-85748 Garching, Germany.

    *

     Address correspondence to this author at the Institut für Lebensmittelchemie, Universität Münster, Corrensstrasse 45, D-48149 Münster, Germany [telephone (49) 251-83-33-391; fax (49) 251-83-33-396; e-mail [email protected]].

     Institut für Lebensmittelchemie, Universität Münster, Corrensstrasse 45, D-48149 Münster, Germany.

    Cited By

    This article is cited by 127 publications.

    1. Anna Maria Gabler, Annalena Ludwig, Oliver Frank, Corinna Dawid. NMR-Based Tastant Polymer Interaction Studies and the Influence on the Taste Perception of Red Wine. Journal of Agricultural and Food Chemistry 2023, 71 (47) , 18454-18465. https://doi.org/10.1021/acs.jafc.3c04021
    2. Huayi Pan, Liang Xiao, Kexin Tang, Haojun Xia, Yan Li, Honghua Jia, Ping Wei, Ming Yan. Screening UDP-Glycosyltransferases for Effectively Transforming Stevia Glycosides: Enzymatic Synthesis of Glucosylated Derivatives of Rubusoside. Journal of Agricultural and Food Chemistry 2022, 70 (48) , 15178-15188. https://doi.org/10.1021/acs.jafc.2c06185
    3. Wenzheng Wang, Yajing Sun, Peng Peng, Guofeng Gu, Guoying Du, Li Xu, Min Xiao. Two-Step Enzymatic Conversion of Rebaudioside A into a Mono-α-1,4-Glucosylated Rebaudioside A Derivative. Journal of Agricultural and Food Chemistry 2021, 69 (8) , 2522-2530. https://doi.org/10.1021/acs.jafc.0c07452
    4. Johanna Lainer, Corinna Dawid, Andreas Dunkel, Peter Gläser, Stephanie Wittl, Thomas Hofmann. Characterization of Bitter-Tasting Oxylipins in Poppy Seeds (Papaver somniferum L.). Journal of Agricultural and Food Chemistry 2020, 68 (38) , 10361-10373. https://doi.org/10.1021/acs.jafc.9b06655
    5. Peter Gläser, Corinna Dawid, Stefanie Meister, Stephanie Bader-Mittermaier, Michael Schott, Peter Eisner, Thomas Hofmann. Molecularization of Bitter Off-Taste Compounds in Pea-Protein Isolates (Pisum sativum L.). Journal of Agricultural and Food Chemistry 2020, 68 (38) , 10374-10387. https://doi.org/10.1021/acs.jafc.9b06663
    6. Verena Karolin Mittermeier, Katja Pauly, Andreas Dunkel, Thomas Hofmann. Ion-Mobility-Based Liquid Chromatography–Mass Spectrometry Quantitation of Taste-Enhancing Octadecadien-12-ynoic Acids in Mushrooms. Journal of Agricultural and Food Chemistry 2020, 68 (20) , 5741-5751. https://doi.org/10.1021/acs.jafc.0c02034
    7. Christoph Hald, Corinna Dawid, Ralf Tressel, Thomas Hofmann. Kaempferol 3-O-(2‴-O-Sinapoyl-β-sophoroside) Causes the Undesired Bitter Taste of Canola/Rapeseed Protein Isolates. Journal of Agricultural and Food Chemistry 2019, 67 (1) , 372-378. https://doi.org/10.1021/acs.jafc.8b06260
    8. Barbara Singldinger, Andreas Dunkel, Dominic Bahmann, Claudia Bahmann, Daniel Kadow, Bernward Bisping, Thomas Hofmann. New Taste-Active 3-(O-β-d-Glucosyl)-2-oxoindole-3-acetic Acids and Diarylheptanoids in Cimiciato-Infected Hazelnuts. Journal of Agricultural and Food Chemistry 2018, 66 (18) , 4660-4673. https://doi.org/10.1021/acs.jafc.8b01216
    9. Thomas Hofmann, Dietmar Krautwurst, Peter Schieberle. Current Status and Future Perspectives in Flavor Research: Highlights of the 11th Wartburg Symposium on Flavor Chemistry & Biology. Journal of Agricultural and Food Chemistry 2018, 66 (10) , 2197-2203. https://doi.org/10.1021/acs.jafc.7b06144
    10. Barbara Singldinger, Andreas Dunkel, and Thomas Hofmann . The Cyclic Diarylheptanoid Asadanin as the Main Contributor to the Bitter Off-Taste in Hazelnuts (Corylus avellana L.). Journal of Agricultural and Food Chemistry 2017, 65 (8) , 1677-1683. https://doi.org/10.1021/acs.jafc.7b00026
    11. Vibe Bach, Ulla Kidmose, Hanne L. Kristensen, and Merete Edelenbos . Eating Quality of Carrots (Daucus carota L.) Grown in One Conventional and Three Organic Cropping Systems over Three Years. Journal of Agricultural and Food Chemistry 2015, 63 (44) , 9803-9811. https://doi.org/10.1021/acs.jafc.5b03161
    12. Corinna Dawid, Frank Dunemann, Wilfried Schwab, Thomas Nothnagel, and Thomas Hofmann . Bioactive C17-Polyacetylenes in Carrots (Daucus carota L.): Current Knowledge and Future Perspectives. Journal of Agricultural and Food Chemistry 2015, 63 (42) , 9211-9222. https://doi.org/10.1021/acs.jafc.5b04357
    13. Ron G. Buttery and Gary R. Takeoka . Cooked Carrot Volatiles. AEDA and Odor Activity Comparisons. Identification of Linden Ether as an Important Aroma Component. Journal of Agricultural and Food Chemistry 2013, 61 (38) , 9063-9066. https://doi.org/10.1021/jf402827e
    14. Daniel P. Killeen, Catherine E. Sansom, Ross E. Lill, Jocelyn R. Eason, Keith C. Gordon, and Nigel B. Perry . Quantitative Raman Spectroscopy for the Analysis of Carrot Bioactives. Journal of Agricultural and Food Chemistry 2013, 61 (11) , 2701-2708. https://doi.org/10.1021/jf3053669
    15. U Bin Kim, Daniel P. Furkert, and Margaret A. Brimble . Total Synthesis of Chaetoquadrins A–C. Organic Letters 2013, 15 (3) , 658-661. https://doi.org/10.1021/ol303482k
    16. Corinna Dawid and Thomas Hofmann . Identification of Sensory-Active Phytochemicals in Asparagus (Asparagus officinalis L.). Journal of Agricultural and Food Chemistry 2012, 60 (48) , 11877-11888. https://doi.org/10.1021/jf3040868
    17. Corinna Dawid, Andrea Henze, Oliver Frank, Anneke Glabasnia, Mathias Rupp, Kirsten Büning, Diana Orlikowski, Matthias Bader, and Thomas Hofmann . Structural and Sensory Characterization of Key Pungent and Tingling Compounds from Black Pepper (Piper nigrum L.). Journal of Agricultural and Food Chemistry 2012, 60 (11) , 2884-2895. https://doi.org/10.1021/jf300036a
    18. Brandon T. Metzger , Ph.D.. Carrot Bisacetylenic Oxylipins – Phytochemicals Behind the Mask of the Superfood. 2012, 167-184. https://doi.org/10.1021/bk-2012-1093.ch010
    19. Maciej Roman, Jan Cz. Dobrowolski, Malgorzata Baranska, and Rafal Baranski . Spectroscopic Studies on Bioactive Polyacetylenes and Other Plant Components in Wild Carrot Root. Journal of Natural Products 2011, 74 (8) , 1757-1763. https://doi.org/10.1021/np200265d
    20. Maciej Roman, Rafal Baranski, and Malgorzata Baranska . Nondestructive Raman Analysis of Polyacetylenes in Apiaceae Vegetables. Journal of Agricultural and Food Chemistry 2011, 59 (14) , 7647-7653. https://doi.org/10.1021/jf202366w
    21. Andreas Georg Degenhardt and Thomas Hofmann. Bitter-Tasting and Kokumi-Enhancing Molecules in Thermally Processed Avocado (Persea americana Mill.). Journal of Agricultural and Food Chemistry 2010, 58 (24) , 12906-12915. https://doi.org/10.1021/jf103848p
    22. Min Cheol Yang, Hak Cheol Kwon, Young-Joo Kim, Kang Ro Lee and Hyun Ok Yang. Oploxynes A and B, Polyacetylenes from the Stems of Oplopanax elatus. Journal of Natural Products 2010, 73 (5) , 801-805. https://doi.org/10.1021/np900628j
    23. Brandon T. Metzger and David M. Barnes. Polyacetylene Diversity and Bioactivity in Orange Market and Locally Grown Colored Carrots (Daucus carota L.). Journal of Agricultural and Food Chemistry 2009, 57 (23) , 11134-11139. https://doi.org/10.1021/jf9025663
    24. Ludger Schmiech, Carole Alayrac, Bernhard Witulski and Thomas Hofmann . Structure Determination of Bisacetylenic Oxylipins in Carrots (Daucus carota L.) and Enantioselective Synthesis of Falcarindiol. Journal of Agricultural and Food Chemistry 2009, 57 (22) , 11030-11040. https://doi.org/10.1021/jf9031475
    25. Stig Purup, Eric Larsen and Lars P. Christensen . Differential Effects of Falcarinol and Related Aliphatic C17-Polyacetylenes on Intestinal Cell Proliferation. Journal of Agricultural and Food Chemistry 2009, 57 (18) , 8290-8296. https://doi.org/10.1021/jf901503a
    26. Giovanni Appendino, Federica Pollastro, Luisella Verotta, Mauro Ballero, Adriana Romano, Paulina Wyrembek, Katarzyna Szczuraszek, Jerzy W. Mozrzymas and Orazio Taglialatela-Scafati. Polyacetylenes from Sardinian Oenanthe fistulosa: A Molecular Clue to risus sardonicus. Journal of Natural Products 2009, 72 (5) , 962-965. https://doi.org/10.1021/np8007717
    27. Bernd Schwarz and Thomas Hofmann. Identification of Novel Orosensory Active Molecules in Cured Vanilla Beans (Vanilla planifolia). Journal of Agricultural and Food Chemistry 2009, 57 (9) , 3729-3737. https://doi.org/10.1021/jf900086m
    28. Ludger Schmiech, Daisuke Uemura and Thomas Hofmann. Reinvestigation of the Bitter Compounds in Carrots (Daucus carota L.) by Using a Molecular Sensory Science Approach. Journal of Agricultural and Food Chemistry 2008, 56 (21) , 10252-10260. https://doi.org/10.1021/jf8023358
    29. Oliver Frank, Simone Blumberg, Gudrun Krümpel and Thomas Hofmann. Structure Determination of 3-O-Caffeoyl-epi-γ-quinide, an Orphan Bitter Lactone in Roasted Coffee. Journal of Agricultural and Food Chemistry 2008, 56 (20) , 9581-9585. https://doi.org/10.1021/jf802210a
    30. Brandon T. Metzger, David M. Barnes and Jess D. Reed. Purple Carrot (Daucus carota L.) Polyacetylenes Decrease Lipopolysaccharide-Induced Expression of Inflammatory Proteins in Macrophage and Endothelial Cells. Journal of Agricultural and Food Chemistry 2008, 56 (10) , 3554-3560. https://doi.org/10.1021/jf073494t
    31. Ruo-Lin Yang, Zhong-Hong Yan and Yang Lu. Cytotoxic Phenylpropanoids from Carrot. Journal of Agricultural and Food Chemistry 2008, 56 (9) , 3024-3027. https://doi.org/10.1021/jf7036517
    32. Jan Carlos Hufnagel and Thomas Hofmann. Orosensory-Directed Identification of Astringent Mouthfeel and Bitter-Tasting Compounds in Red Wine. Journal of Agricultural and Food Chemistry 2008, 56 (4) , 1376-1386. https://doi.org/10.1021/jf073031n
    33. Oliver Frank,, Simone Blumberg,, Christof Kunert,, Gerhard Zehentbauer, and, Thomas Hofmann. Structure Determination and Sensory Analysis of Bitter-Tasting 4-Vinylcatechol Oligomers and Their Identification in Roasted Coffee by Means of LC-MS/MS. Journal of Agricultural and Food Chemistry 2007, 55 (5) , 1945-1954. https://doi.org/10.1021/jf0632280
    34. Jette F. Young,, Susan J. Duthie,, Lesley Milne,, Lars P. Christensen,, Garry G. Duthie, and, Charles S. Bestwick. Biphasic Effect of Falcarinol on CaCo-2 Cell Proliferation, DNA Damage, and Apoptosis. Journal of Agricultural and Food Chemistry 2007, 55 (3) , 618-623. https://doi.org/10.1021/jf0616154
    35. Bernd Schwarz and, Thomas Hofmann. Sensory-Guided Decomposition of Red Currant Juice (Ribes rubrum) and Structure Determination of Key Astringent Compounds. Journal of Agricultural and Food Chemistry 2007, 55 (4) , 1394-1404. https://doi.org/10.1021/jf0629078
    36. Lars P. Christensen,, Martin Jensen, and, Ulla Kidmose. Simultaneous Determination of Ginsenosides and Polyacetylenes in American Ginseng Root (Panax quinquefolium L.) by High-Performance Liquid Chromatography. Journal of Agricultural and Food Chemistry 2006, 54 (24) , 8995-9003. https://doi.org/10.1021/jf062068p
    37. Arne Glabasnia and, Thomas Hofmann. Sensory-Directed Identification of Taste-Active Ellagitannins in American (Quercus alba L.) and European Oak Wood (Quercus robur L.) and Quantitative Analysis in Bourbon Whiskey and Oak-Matured Red Wines. Journal of Agricultural and Food Chemistry 2006, 54 (9) , 3380-3390. https://doi.org/10.1021/jf052617b
    38. Malgorzata Baranska,, Hartwig Schulz, and, Lars P. Christensen. Structural Changes of Polyacetylenes in American Ginseng Root Can Be Observed in Situ by Using Raman Spectroscopy. Journal of Agricultural and Food Chemistry 2006, 54 (10) , 3629-3635. https://doi.org/10.1021/jf060422d
    39. Malgorzata Baranska,, Hartwig Schulz,, Rafal Baranski,, Thomas Nothnagel, and, Lars P. Christensen. In Situ Simultaneous Analysis of Polyacetylenes, Carotenoids and Polysaccharides in Carrot Roots. Journal of Agricultural and Food Chemistry 2005, 53 (17) , 6565-6571. https://doi.org/10.1021/jf0510440
    40. Timo Stark,, Sabine Bareuther, and, Thomas Hofmann. Sensory-Guided Decomposition of Roasted Cocoa Nibs (Theobroma cacao) and Structure Determination of Taste-Active Polyphenols. Journal of Agricultural and Food Chemistry 2005, 53 (13) , 5407-5418. https://doi.org/10.1021/jf050457y
    41. Nina Rotzoll,, Andreas Dunkel, and, Thomas Hofmann. Activity-Guided Identification of (S)-Malic Acid 1-O-d-Glucopyranoside (Morelid) and γ-Aminobutyric Acid as Contributors to Umami Taste and Mouth-Drying Oral Sensation of Morel Mushrooms (Morchella deliciosa Fr.). Journal of Agricultural and Food Chemistry 2005, 53 (10) , 4149-4156. https://doi.org/10.1021/jf050056i
    42. Christian Zidorn,, Karin Jöhrer,, Markus Ganzera,, Birthe Schubert,, Elisabeth Maria Sigmund,, Judith Mader,, Richard Greil,, Ernst P. Ellmerer, and, Hermann Stuppner. Polyacetylenes from the Apiaceae Vegetables Carrot, Celery, Fennel, Parsley, and Parsnip and Their Cytotoxic Activities. Journal of Agricultural and Food Chemistry 2005, 53 (7) , 2518-2523. https://doi.org/10.1021/jf048041s
    43. Morten Kobæk-Larsen,, Lars P. Christensen,, Werner Vach,, Jelmera Ritskes-Hoitinga, and, Kirsten Brandt. Inhibitory Effects of Feeding with Carrots or (−)-Falcarinol on Development of Azoxymethane-Induced Preneoplastic Lesions in the Rat Colon. Journal of Agricultural and Food Chemistry 2005, 53 (5) , 1823-1827. https://doi.org/10.1021/jf048519s
    44. Annalisa De Girolamo,, Michele Solfrizzo,, Carolina Vitti, and, Angelo Visconti. Occurrence of 6-Methoxymellein in Fresh and Processed Carrots and Relevant Effect of Storage and Processing. Journal of Agricultural and Food Chemistry 2004, 52 (21) , 6478-6484. https://doi.org/10.1021/jf0491660
    45. Andreas Czepa and, Thomas Hofmann. Quantitative Studies and Sensory Analyses on the Influence of Cultivar, Spatial Tissue Distribution, and Industrial Processing on the Bitter Off-Taste of Carrots (Daucus carota L.) and Carrot Products. Journal of Agricultural and Food Chemistry 2004, 52 (14) , 4508-4514. https://doi.org/10.1021/jf0496393
    46. Susanne Scharbert,, Nadine Holzmann, and, Thomas Hofmann. Identification of the Astringent Taste Compounds in Black Tea Infusions by Combining Instrumental Analysis and Human Bioresponse. Journal of Agricultural and Food Chemistry 2004, 52 (11) , 3498-3508. https://doi.org/10.1021/jf049802u
    47. Xuwen Xiang, Qingqing Yang, Kewei Chen, Zhirong Wang, Gang Yang, Aijun Li, Xiaofeng An, Jianquan Kan. Characterization of key bitter compounds in Idesia polycarpa var. vestita Diels fruit by sensory-guided fractionation. Food Chemistry 2024, 439 , 138103. https://doi.org/10.1016/j.foodchem.2023.138103
    48. Fred Alain Zoua, Daniela Ntomi Djipmegne, Mc Jésus Kinyok, Auguste Abouem A. Zintchem, André Néhémie Bitombo, Rostanie Dongmo Zeukang, Solenn Ferron, Dominique Serge Ngono Bikobo, Sophie Tomasi, Dieudonné Emmanuel Pegnyemb. A lupeol derivative and other isolates with antiplasmodial activity from the stem root of Rauvolfia mannii Stapf. (Apocynaceae). Natural Product Research 2024, 1 , 1-5. https://doi.org/10.1080/14786419.2024.2327623
    49. Thomas Nothnagel, Detlef Ulrich, Frank Dunemann, Holger Budahn. Sensory Perception and Consumer Acceptance of Carrot Cultivars Are Influenced by Their Metabolic Profiles for Volatile and Non-Volatile Organic Compounds. Foods 2023, 12 (24) , 4389. https://doi.org/10.3390/foods12244389
    50. Jingna Yan, Anxia Lu, Jirui Kun, Bei Wang, Yiwen Miao, Yingjuan Chen, Chi-Tang Ho, Qing Meng, Huarong Tong. Characterization of triterpenoids as possible bitter-tasting compounds in teas infected with bird’s eye spot disease. Food Research International 2023, 167 , 112643. https://doi.org/10.1016/j.foodres.2023.112643
    51. Ruyuf Alfurayhi, Lei Huang, Kirsten Brandt. Pathways Affected by Falcarinol-Type Polyacetylenes and Implications for Their Anti-Inflammatory Function and Potential in Cancer Chemoprevention. Foods 2023, 12 (6) , 1192. https://doi.org/10.3390/foods12061192
    52. Dalete Christine S. Souza, Gustavo M. Neves, Letícia P. Mello, Larissa R. Bertolin, Guilherme M. Antar, Oriana A. Favero, Fátima O.S. Buturi, Paulete Romoff, João Henrique G. Lago, Edgard A. Ferreira. Flavonols, lignans and diacetylenes from leaves of Hydrocotyle leucocephala Cham. & Schltdl. and aerial parts of H. bonariensis Comm. ex Lam. Biochemical Systematics and Ecology 2023, 106 , 104547. https://doi.org/10.1016/j.bse.2022.104547
    53. D. N. Olennikov. New Coumarins from Roots and Fruit of Peucedanum morisonii. Chemistry of Natural Compounds 2022, 58 (5) , 816-821. https://doi.org/10.1007/s10600-022-03805-8
    54. Vera Schulzova, Martin Koudela, Hana Chmelarova, Jana Hajslova, Cenek Novotny. Assessment of Carrot Production System Using Biologically Active Compounds and Metabolomic Fingerprints. Agronomy 2022, 12 (8) , 1770. https://doi.org/10.3390/agronomy12081770
    55. Qianqian Shi, Xi Li, Jiangtao Du, Yu Liu, Bingqi Shen, Xingang Li. Association of Bitter Metabolites and Flavonoid Synthesis Pathway in Jujube Fruit. Frontiers in Nutrition 2022, 9 https://doi.org/10.3389/fnut.2022.901756
    56. Kyung-Ran Park, Hyun Hee Leem, Yoon-Ju Kwon, Il Keun Kwon, Jin Tae Hong, Hyung-Mun Yun. Falcarindiol Stimulates Apoptotic and Autophagic Cell Death to Attenuate Cell Proliferation, Cell Division, and Metastasis through the PI3K/AKT/mTOR/p70S6K Pathway in Human Oral Squamous Cell Carcinomas. The American Journal of Chinese Medicine 2022, 50 (01) , 295-311. https://doi.org/10.1142/S0192415X22500112
    57. James Louis-Jean, Debbie Sanon, Kevin Louis-Jean, Nicole Sanon, Ruthonce Stvil Louis-Jean, Michelle Luvy Thomas. Valorization of pikliz: a spicy meal garnishment in Haitian cuisine. Journal of Ethnic Foods 2021, 8 (1) https://doi.org/10.1186/s42779-021-00077-5
    58. Daowan Lai, Jing Li, Siji Zhao, Gan Gu, Xiao Gong, Peter Proksch, Ligang Zhou. Chromone and isocoumarin derivatives from the endophytic fungus Xylomelasma sp. Samif07, and their antibacterial and antioxidant activities. Natural Product Research 2021, 35 (22) , 4616-4620. https://doi.org/10.1080/14786419.2019.1696333
    59. Christian Schmid, Sapna Sharma, Timo D. Stark, Daniela Günzkofer, Thomas F. Hofmann, Detlef Ulrich, Frank Dunemann, Thomas Nothnagel, Corinna Dawid. Influence of the Abiotic Stress Conditions, Waterlogging and Drought, on the Bitter Sensometabolome as Well as Agronomical Traits of Six Genotypes of Daucus carota. Foods 2021, 10 (7) , 1607. https://doi.org/10.3390/foods10071607
    60. Jingxuan Ke, Jinxi Cheng, Qingying Luo, Hejun Wu, Guanghui Shen, Zhiqing Zhang. Identification of two bitter components in Zanthoxylum bungeanum Maxim. and exploration of their bitter taste mechanism through receptor hTAS2R14. Food Chemistry 2021, 338 , 127816. https://doi.org/10.1016/j.foodchem.2020.127816
    61. Thao Quyen Cao, Ngoc Khanh Vu, Mi Hee Woo, Byung Sun Min. New polyacetylene and other compounds from Bupleurum chinense and their chemotaxonomic significance. Biochemical Systematics and Ecology 2020, 92 , 104090. https://doi.org/10.1016/j.bse.2020.104090
    62. Remigius Chizzola, Ulrike Lohwasser. Diversity of Secondary Metabolites in Roots from Conium maculatum L.. Plants 2020, 9 (8) , 939. https://doi.org/10.3390/plants9080939
    63. N. Janmeja, D.K. Jha, J. Arul. Effect of pre-storage UV-B treatment on disease resistance and health-beneficial properties of stored carrots. Acta Horticulturae 2020, 47 (1275) , 85-92. https://doi.org/10.17660/ActaHortic.2020.1275.12
    64. Reetika Singh, Priyanka Tiwari, Bechan Sharma, Camilo Guerrero-Perilla, Ericsson Coy-Barrera. Analysis of polyacetylenes. 2020, 707-722. https://doi.org/10.1016/B978-0-12-816455-6.00023-8
    65. Lee, Kim, Yeo, Seo, Kim, Lee, Hwang, Park. Anti-Amyloidogenic Effects of Asarone Derivatives From Perilla frutescens Leaves against Beta-Amyloid Aggregation and Nitric Oxide Production. Molecules 2019, 24 (23) , 4297. https://doi.org/10.3390/molecules24234297
    66. Ahmad, Cawood, Iqbal, Ariño, Batool, Tariq, Azam, Akhtar. Phytochemicals in Daucus carota and Their Health Benefits—Review Article. Foods 2019, 8 (9) , 424. https://doi.org/10.3390/foods8090424
    67. Benjamin Wei Bin Kueh, Suzana Yusup, Noridah Osman, Noor Hafizah Ramli. Analysis of Melaleuca cajuputi extract as the potential herbicides for paddy weeds. Sustainable Chemistry and Pharmacy 2019, 11 , 36-40. https://doi.org/10.1016/j.scp.2018.12.004
    68. Pablo F. Cavagnaro. Genetics and Genomics of Carrot Sugars and Polyacetylenes. 2019, 295-315. https://doi.org/10.1007/978-3-030-03389-7_17
    69. Camilo Soto-Argel, Diego Hidalgo, Javier Palazon, Purificación Corchete. Extracellular chromone derivatives in cell cultures of Pimpinella anisum. Influence of elicitation with methyl jasmonate and 2β-methyl cyclodextrins. Biotechnology Letters 2018, 40 (2) , 413-418. https://doi.org/10.1007/s10529-017-2482-3
    70. Morten Kobaek-Larsen, Rime B. El-Houri, Lars P. Christensen, Issam Al-Najami, Xavier Fretté, Gunnar Baatrup. Dietary polyacetylenes, falcarinol and falcarindiol, isolated from carrots prevents the formation of neoplastic lesions in the colon of azoxymethane-induced rats. Food & Function 2017, 8 (3) , 964-974. https://doi.org/10.1039/C7FO00110J
    71. Do-Hyung Lim, Da-Som Lim, Young-Soo Keum. Effects of Polychlorinated Biphenyls and Phenols on the Biosynthesis of 6-Methoxymellein, a Phytoalexin. Korean Journal of Environmental Agriculture 2016, 35 (3) , 216-222. https://doi.org/10.5338/KJEA.2016.35.3.23
    72. Lars Kjellenberg, Eva Johansson, Karl-Erik Gustavsson, Artur Granstedt, Marie E. Olsson. Influence of organic manures on carrot ( Daucus carota L.) crops grown in a long-term field experiment in Sweden. Renewable Agriculture and Food Systems 2016, 31 (3) , 258-268. https://doi.org/10.1017/S1742170515000174
    73. Xuejian Yu, Jinshui Yang, Baozhen Li, Hongli Yuan. High efficiency transformation of stevioside into a single mono-glycosylated product using a cyclodextrin glucanotransferase from Paenibacillus sp. CGMCC 5316. World Journal of Microbiology and Biotechnology 2015, 31 (12) , 1983-1991. https://doi.org/10.1007/s11274-015-1947-6
    74. Denise Brentan Silva, Edilene Delphino Rodrigues, Gil Valdo José da Silva, Norberto Peporine Lopes, Dionéia Camilo Rodrigues de Oliveira. Post-column sodiation to enhance the detection of polyacetylene glycosides in LC–DAD–MS analyses: an example from Bidens gardneri (Asteraceae). Talanta 2015, 135 , 87-93. https://doi.org/10.1016/j.talanta.2014.12.024
    75. T. K. Lim. Daucus carota. 2015, 374-416. https://doi.org/10.1007/978-94-017-9511-1_9
    76. Anastasios Koidis, Ashish Rawson, Nigel Brunton. Effect of Different Types of Processing and Storage on the Polyacetylene Profile of Carrots and Parsnips. 2015, 45-53. https://doi.org/10.1016/B978-0-12-404699-3.00006-8
    77. B. Siegmund. Biogenesis of aroma compounds. 2015, 127-149. https://doi.org/10.1016/B978-1-78242-103-0.00007-2
    78. B. Suess, D. Festring, T. Hofmann. Umami compounds and taste enhancers. 2015, 331-351. https://doi.org/10.1016/B978-1-78242-103-0.00015-1
    79. Rime B. El-Houri, Dorota Kotowska, Kathrine B. Christensen, Sumangala Bhattacharya, Niels Oksbjerg, Gerhard Wolber, Karsten Kristiansen, Lars P. Christensen. Polyacetylenes from carrots (Daucus carota) improve glucose uptake in vitro in adipocytes and myotubes. Food & Function 2015, 6 (7) , 2135-2144. https://doi.org/10.1039/C5FO00223K
    80. Eva Babjaková, Barbora Hanulíková, Lenka Dastychová, Ivo Kuřitka, Marek Nečas, Robert Vícha. Conformational dimorphism of isochroman-1-ones in the solid state. Journal of Molecular Structure 2014, 1078 , 106-113. https://doi.org/10.1016/j.molstruc.2014.03.005
    81. Ram S. Verma, Rajendra C. Padalia, Amit Chauhan. Chemical composition variability of essential oil during ontogenesis of Daucus carota L. subsp. sativus (Hoffm.) Arcang. Industrial Crops and Products 2014, 52 , 809-814. https://doi.org/10.1016/j.indcrop.2013.12.012
    82. Dmitry V. Kuklev, Abraham J. Domb, Valery M. Dembitsky. Bioactive acetylenic metabolites. Phytomedicine 2013, 20 (13) , 1145-1159. https://doi.org/10.1016/j.phymed.2013.06.009
    83. Uma Tiwari, Enda Cummins. Fruit and vegetables. 2013, 105-137. https://doi.org/10.1002/9781118464717.ch5
    84. U. Tiwari, E. Cummins. Factors influencing levels of phytochemicals in selected fruit and vegetables during pre- and post-harvest food processing operations. Food Research International 2013, 50 (2) , 497-506. https://doi.org/10.1016/j.foodres.2011.09.007
    85. H. Wagner. Development of New Analytical Monographs of Herbal Drugs from TCM for Quality Proof and Development of New Phytopharmaceuticals. 2013, 1-25. https://doi.org/10.1007/978-3-7091-0442-2_1
    86. Maike Kramer, Gebhard Bufler, Detlef Ulrich, Martin Leitenberger, Jürgen Conrad, Reinhold Carle, Dietmar R. Kammerer. Effect of ethylene and 1-methylcyclopropene on bitter compounds in carrots (Daucus carota L.). Postharvest Biology and Technology 2012, 73 , 28-36. https://doi.org/10.1016/j.postharvbio.2012.05.009
    87. Mickaël Lecomte, Romain Berruyer, Latifa Hamama, Cora Boedo, Piétrick Hudhomme, Stéphanie Bersihand, Joseph Arul, Guillaume N’Guyen, Julia Gatto, David Guilet, Pascal Richomme, Philippe Simoneau, Mathilde Briard, Valérie Le Clerc, Pascal Poupard. Inhibitory effects of the carrot metabolites 6-methoxymellein and falcarindiol on development of the fungal leaf blight pathogen Alternaria dauci. Physiological and Molecular Plant Pathology 2012, 80 , 58-67. https://doi.org/10.1016/j.pmpp.2012.10.002
    88. Shu Yang, Xue-Ying Mao, Fei-Fei Li, Dan Zhang, Xiao-Jing Leng, Fa-Zheng Ren, Guo-Xin Teng. The improving effect of spray-drying encapsulation process on the bitter taste and stability of whey protein hydrolysate. European Food Research and Technology 2012, 235 (1) , 91-97. https://doi.org/10.1007/s00217-012-1735-6
    89. Anastasios Koidis, Ashish Rawson, Maria Tuohy, Nigel Brunton. Influence of unit operations on the levels of polyacetylenes in minimally processed carrots and parsnips: An industrial trial. Food Chemistry 2012, 132 (3) , 1406-1412. https://doi.org/10.1016/j.foodchem.2011.11.128
    90. Maike Kramer, Rosanna A. Bruns, Rebecca Sedlatschek, Reinhold Carle, Dietmar R. Kammerer. Evaluation of the adsorption behavior of polyacetylenes onto a food-grade resin for the debittering of carrot juice. European Food Research and Technology 2012, 234 (5) , 779-787. https://doi.org/10.1007/s00217-012-1686-y
    91. Ashish Rawson, Brijesh K. Tiwari, Maria Tuohy, Nigel Brunton. Impact of frozen storage on polyacetylene content, texture and colour in carrots disks. Journal of Food Engineering 2012, 108 (4) , 563-569. https://doi.org/10.1016/j.jfoodeng.2011.09.003
    92. Jakob Ley, Katharina Reichelt, Katja Obst, Gerhard Krammer, Karl-Heinz Engel. Important Tastants and New Developments. 2011, 19-34. https://doi.org/10.1201/b11187-3
    93. Niko Radulović, Nevenka Đorđević, Zorica Stojanović-Radić. Volatiles of the Balkan endemic Daucus guttatus ssp. zahariadii and cultivated and wild-growing D. carota – A comparison study. Food Chemistry 2011, 125 (1) , 35-43. https://doi.org/10.1016/j.foodchem.2010.08.028
    94. Dariusz Grzebelus, Rafal Baranski, Krzysztof Spalik, Charlotte Allender, Philipp W. Simon. Daucus. 2011, 91-113. https://doi.org/10.1007/978-3-642-20450-0_7
    95. Adriano D.N. Simões, A. Allende, Juan A. Tudela, Rolf Puschmann, Maria I. Gil. Optimum controlled atmospheres minimise respiration rate and quality losses while increase phenolic compounds of baby carrots. LWT - Food Science and Technology 2011, 44 (1) , 277-283. https://doi.org/10.1016/j.lwt.2010.06.002
    96. Hong-wei Fu, Lin Zhang, Tao Yi, Yu-lin Feng, Jing-kui Tian. Two new guaiane-type sesquiterpenoids from the fruits of Daucus carota L.. Fitoterapia 2010, 81 (5) , 443-446. https://doi.org/10.1016/j.fitote.2009.12.008
    97. Hong-wei Fu, Lin Zhang, Tao Yi, Yu-lin Feng, Jing-kui Tian. Guaiane type sesquiterpenes and other constituents from Daucus carota L.. Biochemical Systematics and Ecology 2010, 38 (3) , 309-312. https://doi.org/10.1016/j.bse.2009.12.017
    98. Marco Leonti, Laura Casu, Maria Novella Solinas, Filippo Cottiglia, Pierluigi Caboni, Costantino Floris, Juerg Gertsch, Anna Rita Saba. A Chromone from Seseli praecox (Apiaceae). Natural Product Communications 2010, 5 (4) , 1934578X1000500. https://doi.org/10.1177/1934578X1000500411
    99. Wolfgang Meyerhof, Claudia Batram, Christina Kuhn, Anne Brockhoff, Elke Chudoba, Bernd Bufe, Giovanni Appendino, Maik Behrens. The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors. Chemical Senses 2010, 35 (2) , 157-170. https://doi.org/10.1093/chemse/bjp092
    100. Adriano do N. Simões, Marília C. Ventrella, Celso L. Moretti, Marcelo A.G. Carnelossi, Rolf Puschmann. Anatomical and physiological evidence of white blush on baby carrot surfaces. Postharvest Biology and Technology 2010, 55 (1) , 45-52. https://doi.org/10.1016/j.postharvbio.2009.07.007
    Load all citations

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect