Glucobrassicin (BioDeep_00000003266)

 

Secondary id: BioDeep_00000398125

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


{[(E)-[2-(1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid

化学式: C16H20N2O9S2 (448.06101900000004)
中文名称:
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.43%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O
InChI: InChI=1S/C16H20N2O9S2/c19-7-11-13(20)14(21)15(22)16(26-11)28-12(18-27-29(23,24)25)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-17,19-22H,5,7H2,(H,23,24,25)/b18-12+

描述信息

Constituent of Brassica and Raphanus subspecies, e.g. rape (Brassica napus variety napus) and Brussels sprouts (Brassica oleracea variety gemmifera). Glucobrassicin is found in many foods, some of which are capers, swede, white cabbage, and common cabbage.
Glucobrassicin is found in brassicas. Glucobrassicin is a constituent of Brassica and Raphanus species, e.g. rape (Brassica napus var. napus) and Brussels sprouts (Brassica oleracea var. gemmifera)

同义名列表

7 个代谢物同义名

{[(E)-[2-(1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid; [(E)-[2-(1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxysulfonic acid; indol-3-Ylmethyl glucosinolate; 3-Indolylmethylglucosinolate; Indolylmethyl glucosinolate; Glucobrassicine; Glucobrassicin



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

  • Tryptophan Metabolism: Phosphoadenosine phosphosulfate + indolylmethyl-desulfoglucosinolate ⟶ Adenosine 3',5'-diphosphate + Glucobrassicin + Hydrogen Ion

PharmGKB(0)

83 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Antonio Costa-Pérez, Paola Sánchez-Bravo, Sonia Medina, Raúl Domínguez-Perles, Cristina García-Viguera. Bioaccessible Organosulfur Compounds in Broccoli Stalks Modulate the Inflammatory Mediators Involved in Inflammatory Bowel Disease. International journal of molecular sciences. 2024 Jan; 25(2):. doi: 10.3390/ijms25020800. [PMID: 38255874]
  • Carlos Peña-Varas, Christa Kanstrup, Ariela Vergara-Jaque, Mariela González-Avendaño, Christoph Crocoll, Osman Mirza, Ingo Dreyer, Hussam Nour-Eldin, David Ramírez. Structural Insights into the Substrate Transport Mechanisms in GTR Transporters through Ensemble Docking. International journal of molecular sciences. 2022 Jan; 23(3):. doi: 10.3390/ijms23031595. [PMID: 35163519]
  • Pingyin Guan, Jianning Zhou, Sergey Girel, Xin Zhu, Marian Schwab, Kunxi Zhang, Qiyan Wang-Müller, Laurent Bigler, Peter Nick. Anti-microtubule activity of the traditional Chinese medicine herb Northern Ban Lan (Isatis tinctoria) leads to glucobrassicin. Journal of integrative plant biology. 2021 Dec; 63(12):2058-2074. doi: 10.1111/jipb.13177. [PMID: 34636476]
  • Pascal Hunziker, Hassan Ghareeb, Lena Wagenknecht, Christoph Crocoll, Barbara Ann Halkier, Volker Lipka, Alexander Schulz. De novo indol-3-ylmethyl glucosinolate biosynthesis, and not long-distance transport, contributes to defence of Arabidopsis against powdery mildew. Plant, cell & environment. 2020 06; 43(6):1571-1583. doi: 10.1111/pce.13766. [PMID: 32275065]
  • Paula Garcia-Ibañez, Diego A Moreno, Vanessa Nuñez-Gomez, Agatha Agudelo, Micaela Carvajal. Use of elicitation in the cultivation of Bimi® for food and ingredients. Journal of the science of food and agriculture. 2020 Mar; 100(5):2099-2109. doi: 10.1002/jsfa.10233. [PMID: 31875967]
  • Marie Groenbaek, Ulla Kidmose, Erik Tybirk, Hanne Lakkenborg Kristensen. Glucosinolate Content and Sensory Evaluation of Baby Leaf Rapeseed from Annual and Biennial White- and Yellow-Flowering Cultivars with Repeated Harvesting in Two Seasons. Journal of food science. 2019 Jul; 84(7):1888-1899. doi: 10.1111/1750-3841.14680. [PMID: 31237979]
  • Ji H Lee, Jeongyeo Lee, HyeRan Kim, Won B Chae, Sun-Ju Kim, Yong P Lim, Man-Ho Oh. Brassinosteroids regulate glucosinolate biosynthesis in Arabidopsis thaliana. Physiologia plantarum. 2018 Aug; 163(4):450-458. doi: 10.1111/ppl.12691. [PMID: 29315590]
  • Lucia Giorgetti, Gianluca Giorgi, Edoardo Cherubini, Pier Giovanni Gervasi, Clara Maria Della Croce, Vincenzo Longo, Lorenza Bellani. Screening and identification of major phytochemical compounds in seeds, sprouts and leaves of Tuscan black kale Brassica oleracea (L.) ssp acephala (DC) var. sabellica L. Natural product research. 2018 Jul; 32(14):1617-1626. doi: 10.1080/14786419.2017.1392953. [PMID: 29058468]
  • Pramod Upadhyaya, Adam T Zarth, Naomi Fujioka, Vincent A Fritz, Stephen S Hecht. Identification and analysis of a mercapturic acid conjugate of indole-3-methyl isothiocyanate in the urine of humans who consumed cruciferous vegetables. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Jan; 1072(?):341-346. doi: 10.1016/j.jchromb.2017.12.001. [PMID: 29223047]
  • Ryohei T Nakano, Mariola Piślewska-Bednarek, Kenji Yamada, Patrick P Edger, Mado Miyahara, Maki Kondo, Christoph Böttcher, Masashi Mori, Mikio Nishimura, Paul Schulze-Lefert, Ikuko Hara-Nishimura, Paweł Bednarek. PYK10 myrosinase reveals a functional coordination between endoplasmic reticulum bodies and glucosinolates in Arabidopsis thaliana. The Plant journal : for cell and molecular biology. 2017 01; 89(2):204-220. doi: 10.1111/tpj.13377. [PMID: 27612205]
  • Naomi Fujioka, Benjamin W Ransom, Steven G Carmella, Pramod Upadhyaya, Bruce R Lindgren, Astia Roper-Batker, Dorothy K Hatsukami, Vincent A Fritz, Charles Rohwer, Stephen S Hecht. Harnessing the Power of Cruciferous Vegetables: Developing a Biomarker for Brassica Vegetable Consumption Using Urinary 3,3'-Diindolylmethane. Cancer prevention research (Philadelphia, Pa.). 2016 Oct; 9(10):788-793. doi: 10.1158/1940-6207.capr-16-0136. [PMID: 27538743]
  • Naomi Fujioka, Vincent Fritz, Pramod Upadhyaya, Fekadu Kassie, Stephen S Hecht. Research on cruciferous vegetables, indole-3-carbinol, and cancer prevention: A tribute to Lee W. Wattenberg. Molecular nutrition & food research. 2016 06; 60(6):1228-38. doi: 10.1002/mnfr.201500889. [PMID: 26840393]
  • Britta Harbaum-Piayda, Kalpana Palani, Karin Schwarz. Influence of postharvest UV-B treatment and fermentation on secondary plant compounds in white cabbage leaves. Food chemistry. 2016 Apr; 197(Pt A):47-56. doi: 10.1016/j.foodchem.2015.10.065. [PMID: 26616923]
  • Ingrid Aguiló-Aguayo, Manuel Suarez, Lucia Plaza, Mohammad B Hossain, Nigel Brunton, James G Lyng, Dilip K Rai. Optimization of pulsed electric field pre-treatments to enhance health-promoting glucosinolates in broccoli flowers and stalk. Journal of the science of food and agriculture. 2015 Jul; 95(9):1868-75. doi: 10.1002/jsfa.6891. [PMID: 25171771]
  • Matthew K D Hall, Jenny J Jobling, Gordon S Rogers. Variations in the most abundant types of glucosinolates found in the leaves of baby leaf rocket under typical commercial conditions. Journal of the science of food and agriculture. 2015 Feb; 95(3):552-9. doi: 10.1002/jsfa.6774. [PMID: 24912775]
  • Ann G Liu, John A Juvik, Elizabeth H Jeffery, Lisa D Berman-Booty, Steven K Clinton, John W Erdman. Enhancement of broccoli indole glucosinolates by methyl jasmonate treatment and effects on prostate carcinogenesis. Journal of medicinal food. 2014 Nov; 17(11):1177-82. doi: 10.1089/jmf.2013.0145. [PMID: 24983303]
  • Serena Santolamazza-Carbone, Pablo Velasco, Pilar Soengas, María Elena Cartea. Bottom-up and top-down herbivore regulation mediated by glucosinolates in Brassica oleracea var. acephala. Oecologia. 2014 Mar; 174(3):893-907. doi: 10.1007/s00442-013-2817-2. [PMID: 24352843]
  • Naomi Fujioka, Cheryl E Ainslie-Waldman, Pramod Upadhyaya, Steven G Carmella, Vincent A Fritz, Charles Rohwer, Yunhua Fan, Diane Rauch, Chap Le, Dorothy K Hatsukami, Stephen S Hecht. Urinary 3,3'-diindolylmethane: a biomarker of glucobrassicin exposure and indole-3-carbinol uptake in humans. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2014 Feb; 23(2):282-7. doi: 10.1158/1055-9965.epi-13-0645. [PMID: 24357105]
  • Zhiyi Lan, Sebastian Krosse, Patrick Achard, Nicole M van Dam, Jacqueline C Bede. DELLA proteins modulate Arabidopsis defences induced in response to caterpillar herbivory. Journal of experimental botany. 2014 Feb; 65(2):571-83. doi: 10.1093/jxb/ert420. [PMID: 24399173]
  • Erica N C Renaud, Edith T Lammerts van Bueren, James R Myers, Maria João Paulo, Fred A van Eeuwijk, Ning Zhu, John A Juvik. Variation in broccoli cultivar phytochemical content under organic and conventional management systems: implications in breeding for nutrition. PloS one. 2014; 9(7):e95683. doi: 10.1371/journal.pone.0095683. [PMID: 25028959]
  • Kristin Hennig, Ruud Verkerk, Matthijs Dekker, Guusje Bonnema. Quantitative trait loci analysis of non-enzymatic glucosinolate degradation rates in Brassica oleracea during food processing. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2013 Sep; 126(9):2323-34. doi: 10.1007/s00122-013-2138-1. [PMID: 23748744]
  • Kang Mo Ku, Jeong-Hee Choi, Mosbah M Kushad, Elizabeth H Jeffery, John A Juvik. Pre-harvest methyl jasmonate treatment enhances cauliflower chemoprotective attributes without a loss in postharvest quality. Plant foods for human nutrition (Dordrecht, Netherlands). 2013 Jun; 68(2):113-7. doi: 10.1007/s11130-013-0356-y. [PMID: 23640295]
  • Mariateresa Maldini, Simona Baima, Giorgio Morelli, Cristina Scaccini, Fausta Natella. A liquid chromatography-mass spectrometry approach to study "glucosinoloma" in broccoli sprouts. Journal of mass spectrometry : JMS. 2012 Sep; 47(9):1198-206. doi: 10.1002/jms.3028. [PMID: 22972788]
  • Rosa Agneta, Anna Rita Rivelli, Emanuela Ventrella, Filomena Lelario, Giulio Sarli, Sabino Aurelio Bufo. Investigation of glucosinolate profile and qualitative aspects in sprouts and roots of horseradish (Armoracia rusticana) using LC-ESI-hybrid linear ion trap with Fourier transform ion cyclotron resonance mass spectrometry and infrared multiphoton dissociation. Journal of agricultural and food chemistry. 2012 Aug; 60(30):7474-82. doi: 10.1021/jf301294h. [PMID: 22779710]
  • Joscelyn Sarsby, Mark W Towers, Chris Stain, Rainer Cramer, Olga A Koroleva. Mass spectrometry imaging of glucosinolates in Arabidopsis flowers and siliques. Phytochemistry. 2012 May; 77(?):110-8. doi: 10.1016/j.phytochem.2012.01.026. [PMID: 22386577]
  • Sabita N Saldanha, Trygve O Tollefsbol. The role of nutraceuticals in chemoprevention and chemotherapy and their clinical outcomes. Journal of oncology. 2012; 2012(?):192464. doi: 10.1155/2012/192464. [PMID: 22187555]
  • Gina R De Nicola, Maximilienne Nyegue, Sabine Montaut, Renato Iori, Chantal Menut, Arnaud Tatibouët, Patrick Rollin, Chantal Ndoyé, Paul-Henri Amvam Zollo. Profile and quantification of glucosinolates in Pentadiplandra brazzeana Baillon. Phytochemistry. 2012 Jan; 73(1):51-6. doi: 10.1016/j.phytochem.2011.09.006. [PMID: 21993210]
  • M Soledade C Pedras, Sajjad Hossain. Interaction of cruciferous phytoanticipins with plant fungal pathogens: indole glucosinolates are not metabolized but the corresponding desulfo-derivatives and nitriles are. Phytochemistry. 2011 Dec; 72(18):2308-16. doi: 10.1016/j.phytochem.2011.08.018. [PMID: 21920565]
  • Klaus Peter Latté, Klaus-Erich Appel, Alfonso Lampen. Health benefits and possible risks of broccoli - an overview. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Dec; 49(12):3287-309. doi: 10.1016/j.fct.2011.08.019. [PMID: 21906651]
  • Nam Il Park, Jae Kwang Kim, Woo Tae Park, Jin Woong Cho, Yong Pyo Lim, Sang Un Park. An efficient protocol for genetic transformation of watercress (Nasturtium officinale) using Agrobacterium rhizogenes. Molecular biology reports. 2011 Nov; 38(8):4947-53. doi: 10.1007/s11033-010-0638-5. [PMID: 21161399]
  • Ishita Ahuja, Birgit Hafeld Borgen, Magnor Hansen, Bjørn Ivar Honne, Caroline Müller, Jens Rohloff, John Trevor Rossiter, Atle Magnar Bones. Oilseed rape seeds with ablated defence cells of the glucosinolate-myrosinase system. Production and characteristics of double haploid MINELESS plants of Brassica napus L. Journal of experimental botany. 2011 Oct; 62(14):4975-93. doi: 10.1093/jxb/err195. [PMID: 21778185]
  • Johanna Hauder, Stefanie Winkler, Achim Bub, Corinna E Rüfer, Marc Pignitter, Veronika Somoza. LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli. Journal of agricultural and food chemistry. 2011 Aug; 59(15):8047-57. doi: 10.1021/jf201501x. [PMID: 21732669]
  • Jeffrey A Harvey, Nicole M van Dam, Ciska E Raaijmakers, James M Bullock, Rieta Gols. Tri-trophic effects of inter- and intra-population variation in defence chemistry of wild cabbage (Brassica oleracea). Oecologia. 2011 Jun; 166(2):421-31. doi: 10.1007/s00442-010-1861-4. [PMID: 21140168]
  • Adriaan Verhage, Ido Vlaardingerbroek, Ciska Raaymakers, Nicole M Van Dam, Marcel Dicke, Saskia C M Van Wees, Corné M J Pieterse. Rewiring of the Jasmonate Signaling Pathway in Arabidopsis during Insect Herbivory. Frontiers in plant science. 2011; 2(?):47. doi: 10.3389/fpls.2011.00047. [PMID: 22645537]
  • Mayank S Malik, Melissa B Riley, Jason K Norsworthy, William Bridges. Variation of glucosinolates in wild radish (Raphanus raphanistrum) accessions. Journal of agricultural and food chemistry. 2010 Nov; 58(22):11626-32. doi: 10.1021/jf102809b. [PMID: 20964435]
  • M Soledade C Pedras, Estifanos E Yaya, Sajjad Hossain. Unveiling the phytoalexin biosynthetic puzzle in salt cress: unprecedented incorporation of glucobrassicin into wasalexins A and B. Organic & biomolecular chemistry. 2010 Nov; 8(22):5150-8. doi: 10.1039/c0ob00265h. [PMID: 20848032]
  • Hélène Zuber, Jean-Claude Davidian, Grégoire Aubert, Delphine Aimé, Maya Belghazi, Raphaël Lugan, Dimitri Heintz, Markus Wirtz, Rüdiger Hell, Richard Thompson, Karine Gallardo. The seed composition of Arabidopsis mutants for the group 3 sulfate transporters indicates a role in sulfate translocation within developing seeds. Plant physiology. 2010 Oct; 154(2):913-26. doi: 10.1104/pp.110.162123. [PMID: 20702726]
  • Lei Dong, Suhua Xia, Fengbo Gao, Dachuan Zhang, Jiangning Chen, Junfeng Zhang. 3,3'-Diindolylmethane attenuates experimental arthritis and osteoclastogenesis. Biochemical pharmacology. 2010 Mar; 79(5):715-21. doi: 10.1016/j.bcp.2009.10.010. [PMID: 19854159]
  • Jeroen J Jansen, Nicole M van Dam, Huub C J Hoefsloot, Age K Smilde. Crossfit analysis: a novel method to characterize the dynamics of induced plant responses. BMC bioinformatics. 2009 Dec; 10(?):425. doi: 10.1186/1471-2105-10-425. [PMID: 20015363]
  • M Soledade C Pedras, Denis P Okinyo-Owiti, Ken Thoms, Adewale M Adio. The biosynthetic pathway of crucifer phytoalexins and phytoanticipins: de novo incorporation of deuterated tryptophans and quasi-natural compounds. Phytochemistry. 2009 Jun; 70(9):1129-1138. doi: 10.1016/j.phytochem.2009.05.015. [PMID: 19560792]
  • Anika E Wagner, Gerald Rimbach. Ascorbigen: chemistry, occurrence, and biologic properties. Clinics in dermatology. 2009 Mar; 27(2):217-24. doi: 10.1016/j.clindermatol.2008.01.012. [PMID: 19168003]
  • Yun-Xiang Zang, Jong-Hoon Kim, Young-Doo Park, Doo-Hwan Kim, Seung-Beom Hong. Metabolic engineering of aliphatic glucosinolates in Chinese cabbage plants expressing Arabidopsis MAM1, CYP79F1, and CYP83A1. BMB reports. 2008 Jun; 41(6):472-8. doi: 10.5483/bmbrep.2008.41.6.472. [PMID: 18593532]
  • Ashu B Tiku, Suresh K Abraham, Raosaheb K Kale. Protective effect of the cruciferous vegetable mustard leaf (Brassica campestris) against in vivo chromosomal damage and oxidative stress induced by gamma-radiation and genotoxic chemicals. Environmental and molecular mutagenesis. 2008 Jun; 49(5):335-42. doi: 10.1002/em.20383. [PMID: 18418865]
  • Yun-Xiang Zang, Myung-Ho Lim, Beom-Seok Park, Seung-Beom Hong, Doo Hwan Kim. Metabolic engineering of indole glucosinolates in Chinese cabbage plants by expression of Arabidopsis CYP79B2, CYP79B3, and CYP83B1. Molecules and cells. 2008 Apr; 25(2):231-41. doi: . [PMID: 18414013]
  • Jules Beekwilder, Wessel van Leeuwen, Nicole M van Dam, Monica Bertossi, Valentina Grandi, Luca Mizzi, Mikhail Soloviev, Laszlo Szabados, Jos W Molthoff, Bert Schipper, Hans Verbocht, Ric C H de Vos, Piero Morandini, Mark G M Aarts, Arnaud Bovy. The impact of the absence of aliphatic glucosinolates on insect herbivory in Arabidopsis. PloS one. 2008 Apr; 3(4):e2068. doi: 10.1371/journal.pone.0002068. [PMID: 18446225]
  • Hanneke van Leur, Louise E M Vet, Wim H van der Putten, Nicole M van Dam. Barbarea vulgaris glucosinolate phenotypes differentially affect performance and preference of two different species of lepidopteran herbivores. Journal of chemical ecology. 2008 Feb; 34(2):121-31. doi: 10.1007/s10886-007-9424-9. [PMID: 18213497]
  • Meike Burow, Zhi-Yong Zhang, James A Ober, Virginia M Lambrix, Ute Wittstock, Jonathan Gershenzon, Daniel J Kliebenstein. ESP and ESM1 mediate indol-3-acetonitrile production from indol-3-ylmethyl glucosinolate in Arabidopsis. Phytochemistry. 2008 Feb; 69(3):663-71. doi: 10.1016/j.phytochem.2007.08.027. [PMID: 17920088]
  • Rieta Gols, Tibor Bukovinszky, Nicole M van Dam, Marcel Dicke, James M Bullock, Jeffrey A Harvey. Performance of generalist and specialist herbivores and their endoparasitoids differs on cultivated and wild Brassica populations. Journal of chemical ecology. 2008 Feb; 34(2):132-43. doi: 10.1007/s10886-008-9429-z. [PMID: 18231835]
  • M Soledade C Pedras, Denis P O Okinyo. Remarkable incorporation of the first sulfur containing indole derivative: another piece in the biosynthetic puzzle of crucifer phytoalexins. Organic & biomolecular chemistry. 2008 Jan; 6(1):51-4. doi: 10.1039/b714743k. [PMID: 18075646]
  • María Elena Cartea, Pablo Velasco, Sara Obregón, Guillermo Padilla, Antonio de Haro. Seasonal variation in glucosinolate content in Brassica oleracea crops grown in northwestern Spain. Phytochemistry. 2008 Jan; 69(2):403-10. doi: 10.1016/j.phytochem.2007.08.014. [PMID: 17889044]
  • Dean A Kopsell, T Casey Barickman, Carl E Sams, J Scott McElroy. Influence of nitrogen and sulfur on biomass production and carotenoid and glucosinolate concentrations in watercress (Nasturtium officinale R. Br.). Journal of agricultural and food chemistry. 2007 Dec; 55(26):10628-34. doi: 10.1021/jf072793f. [PMID: 18052091]
  • R C Smallegange, J J A van Loon, S E Blatt, J A Harvey, N Agerbirk, M Dicke. Flower vs. leaf feeding by Pieris brassicae: glucosinolate-rich flower tissues are preferred and sustain higher growth rate. Journal of chemical ecology. 2007 Oct; 33(10):1831-44. doi: 10.1007/s10886-007-9350-x. [PMID: 17828429]
  • Roxina Soler, T Martijn Bezemer, Anne Marie Cortesero, Wim H Van der Putten, Louise E M Vet, Jeffrey A Harvey. Impact of foliar herbivory on the development of a root-feeding insect and its parasitoid. Oecologia. 2007 May; 152(2):257-64. doi: 10.1007/s00442-006-0649-z. [PMID: 17334787]
  • Maaike Bruinsma, Nicole M Van Dam, Joop J A Van Loon, Marcel Dicke. Jasmonic acid-induced changes in Brassica oleracea affect oviposition preference of two specialist herbivores. Journal of chemical ecology. 2007 Apr; 33(4):655-68. doi: 10.1007/s10886-006-9245-2. [PMID: 17334923]
  • Pablo Velasco, María Elena Cartea, Carmen Gonzalez, Marta Vilar, Amando Ordas. Factors affecting the glucosinolate content of kale (Brassica oleracea acephala group). Journal of agricultural and food chemistry. 2007 Feb; 55(3):955-62. doi: 10.1021/jf0624897. [PMID: 17263499]
  • Rafael Font, Mercedes del Río-Celestino, Elena Cartea, Antonio de Haro-Bailón. Quantification of glucosinolates in leaves of leaf rape (Brassica napus ssp. pabularia) by near-infrared spectroscopy. Phytochemistry. 2005 Jan; 66(2):175-85. doi: 10.1016/j.phytochem.2004.11.011. [PMID: 15652574]
  • Maaria Loivamäki, Jarmo K Holopainen, Anne-Marja Nerg. Chemical changes induced by methyl jasmonate in oilseed rape grown in the laboratory and in the field. Journal of agricultural and food chemistry. 2004 Dec; 52(25):7607-13. doi: 10.1021/jf049027i. [PMID: 15675811]
  • Markus Piotrowski, Andreas Schemenewitz, Anna Lopukhina, Axel Müller, Tim Janowitz, Elmar W Weiler, Claudia Oecking. Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure. The Journal of biological chemistry. 2004 Dec; 279(49):50717-25. doi: 10.1074/jbc.m407681200. [PMID: 15358770]
  • Xian Li, Mosbah M Kushad. Correlation of glucosinolate content to myrosinase activity in horseradish (Armoracia rusticana). Journal of agricultural and food chemistry. 2004 Nov; 52(23):6950-5. doi: 10.1021/jf0401827. [PMID: 15537302]
  • Fernando Vallejo, Francisco Tomas-Barberan, Cristina Garcia-Viguera. Health-promoting compounds in broccoli as influenced by refrigerated transport and retail sale period. Journal of agricultural and food chemistry. 2003 May; 51(10):3029-34. doi: 10.1021/jf021065j. [PMID: 12720387]
  • Stephan Pollmann, Axel Müller, Markus Piotrowski, Elmar W Weiler. Occurrence and formation of indole-3-acetamide in Arabidopsis thaliana. Planta. 2002 Nov; 216(1):155-61. doi: 10.1007/s00425-002-0868-4. [PMID: 12430025]
  • M Brian Traw. Is induction response negatively correlated with constitutive resistance in black mustard?. Evolution; international journal of organic evolution. 2002 Nov; 56(11):2196-205. doi: 10.1111/j.0014-3820.2002.tb00144.x. [PMID: 12487350]
  • Xianchun Li, May R Berenbaum, Mary A Schuler. Plant allelochemicals differentially regulate Helicoverpa zea cytochrome P450 genes. Insect molecular biology. 2002 Aug; 11(4):343-51. doi: 10.1046/j.1365-2583.2002.00341.x. [PMID: 12144700]
  • Alexandra Kutz, Axel Müller, Peter Hennig, Werner M Kaiser, Markus Piotrowski, Elmar W Weiler. A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana. The Plant journal : for cell and molecular biology. 2002 Apr; 30(1):95-106. doi: 10.1046/j.1365-313x.2002.01271.x. [PMID: 11967096]
  • M Soledade C Pedras, Corwin M Nycholat, Sabine Montaut, Yiming Xu, Abdul Q Khan. Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip. Phytochemistry. 2002 Mar; 59(6):611-25. doi: 10.1016/s0031-9422(02)00026-2. [PMID: 11867093]
  • C Müller, N Agerbirk, C E Olsen, J L Boevé, U Schaffner, P M Brakefield. Sequestration of host plant glucosinolates in the defensive hemolymph of the sawfly Athalia rosae. Journal of chemical ecology. 2001 Dec; 27(12):2505-16. doi: 10.1023/a:1013631616141. [PMID: 11789955]
  • O Vang, J Mortensen, O Andersen. Biochemical effects of dietary intake of different broccoli samples. II. Multivariate analysis of contributions of specific glucosinolates in modulating cytochrome P-450 and antioxidant defense enzyme activities. Metabolism: clinical and experimental. 2001 Oct; 50(10):1130-5. doi: 10.1053/meta.2001.26744. [PMID: 11586482]
  • O Vang, H Frandsen, K T Hansen, J N Sørensen, H Sørensen, O Andersen. Biochemical effects of dietary intakes of different broccoli samples. I. Differential modulation of cytochrome P-450 activities in rat liver, kidney, and colon. Metabolism: clinical and experimental. 2001 Oct; 50(10):1123-9. doi: 10.1053/meta.2001.26743. [PMID: 11586481]
  • M S Pedras, S Montaut, Y Xu, A Q Khan, A Loukaci. Assembling the biosynthetic puzzle of crucifer metabolites: indole-3-acetaldoxime is incorporated efficiently into phytoalexins but glucobrassicin is not. Chemical communications (Cambridge, England). 2001 Sep; ?(17):1572-3. doi: 10.1039/b103442c. [PMID: 12240387]
  • E Andreasson, S Wretblad, G Granér, X Wu, J Zhang, C Dixelius, L Rask, J Meijer. The myrosinase-glucosinolate system in the interaction between Leptosphaeria maculans and Brassica napus. Molecular plant pathology. 2001 Sep; 2(5):281-6. doi: 10.1046/j.1464-6722.2001.00076.x. [PMID: 20573016]
  • S Buskov, C E Olsen, H Sørensen, S Sørensen. Supercritical fluid chromatography as basis for identification and quantitative determination of indol-3-ylmethyl oligomers and ascorbigens. Journal of biochemical and biophysical methods. 2000 Jul; 43(1-3):175-95. doi: 10.1016/s0165-022x(00)00083-x. [PMID: 10869675]
  • N Llić, J Normanly, J D Cohen. Quantification of free plus conjugated indoleacetic acid in arabidopsis requires correction for the nonenzymatic conversion of indolic nitriles. Plant physiology. 1996 Jul; 111(3):781-8. doi: 10.1104/pp.111.3.781. [PMID: 8754680]
  • S E Dunn, G A LeBlanc. Hypocholesterolemic properties of plant indoles. Inhibition of acyl-CoA:cholesterol acyltransferase activity and reduction of serum LDL/VLDL cholesterol levels by glucobrassicin derivatives. Biochemical pharmacology. 1994 Jan; 47(2):359-64. doi: 10.1016/0006-2952(94)90027-2. [PMID: 8304980]
  • R P Wilson, P L Fowlkes. Activity of glutamine synthetase in channel catfish tissues determined by an improved tissue assay method. Comparative biochemistry and physiology. B, Comparative biochemistry. 1976; 54(3):365-8. doi: 10.1016/0305-0491(76)90258-3. [PMID: 6197]