• Title/Summary/Keyword: glucobrassicanapin

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Metabolic engineering of aliphatic glucosinolates in Chinese cabbage plants expressing Arabidopsis MAM1, CYP79F1, and CYP83A1

  • Zang, Yun-Xiang;Kim, Jong-Hoon;Park, Young-Doo;Kim, Doo-Hwan;Hong, Seung-Beom
    • BMB Reports
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    • v.41 no.6
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    • pp.472-478
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    • 2008
  • Three Arabidopsis cDNAs, MAM1, CYP79F1, and CYP83A1, required for aliphatic glucosinolate biosynthesis were introduced into Chinese cabbage by Agrobacterium tumefaciens-mediated transformation. The transgenic lines overexpressing MAM1 or CYP83A1 showed wild-type phenotypes. However, all the lines overexpressing CYP79F1 displayed phenotypes different from wild type with respect to the stem thickness as well as leaf width and shape. Glucosinolate contents of the transgenic plants were compared with those of wild type. In the MAM1 line M1-1, accumulation of aliphatic glucosinolates gluconapin and glucobrassicanapin significantly increased. In the CYP83A1 line A1-1, all the aliphatic glucosinolate levels were increased, and the levels of gluconapin and glucobrassicanapin were elevated by 4.5 and 2 fold, respectively. The three CYP79F1 transgenic lines exhibited dissimilar glucosinolate profiles. The F1-1 line accumulated higher levels of gluconapoleiferin, glucobrassicin, and 4-methoxy glucobrassicin. However, F1-2 and F1-3 lines demonstrated a decrease in the levels of gluconapin and glucobrassicanapin and an increased level of 4-hydroxy glucobrassicin.

Variation of Glucosinolate Contents among Domestic Broccoli (Brassica oleracea L. var. italica) Accessions (국내 브로콜리(Brassica oleracea L. var. italica) 유전자원 내 Glucosinolate 함량 변이)

  • Lee, Jun Gu;Kwak, Jung-Ho;Um, Yeong Cheol;Lee, Sang Gyu;Jang, Yoon-Ah;Choi, Chang Sun
    • Horticultural Science & Technology
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    • v.30 no.6
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    • pp.743-750
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    • 2012
  • A total of 95 broccoli (Brassica oleracea L. var. italica) accessions were evaluated for the identification of desulfo-glucosinolates and their content variation in the flower head using ultra performance liquid chromatography, to select the potentially functional broccoli breeding lines. The six individual desulfo-glucosinolates, including progoitrin, glucoraphanin, sinigrin, gluconapin, glucobrassicanapin, and glucobrassicin, were commonly identified, based on the chromatogram peak comparison with those of the nine individual glucosinolate standards. The total glucosinolate contents varied from 4.2 to $29.0{\mu}mol{\cdot}g^{-1}$ DW and the glucoraphanin (1.6 to $13.9{\mu}mol{\cdot}g^{-1}$ DW) was confirmed as a major constituent in the total glucosinolate profile among the six identified individual glucosinolate species, whereas the progoitrin, which was only detected in 13 accessions, showed accession-specific variation and negative correlation with glucoraphanin content. It was also revealed that the four major glucosinolates, such as glucobrassicanapin, glucoraphanin, glucobrassicin, and gluconapin, affected major content variation and showed higher positive inter-correlation. These results might be used for the selection of potential breeding materials as functional broccoli germplasm through the further evaluation on the stability and reproducibility of glucosinolate profile depending on environmental factors or cultural managements using the selected accessions.

Identification and Quantitative Determination of Glucosinolates in Brassica napus cv. Hanakkori

  • Kim, Sun-Ju;Fujii, Kouei;Mohamed, Zaidul Islam Sarker;Kim, Hyun-Woong;Yamauchi, Hiroaki;Ishii, Gensho
    • Food Science and Biotechnology
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    • v.17 no.5
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    • pp.1097-1101
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    • 2008
  • The objective of this study was to identify and quantify glucosinolates (GSLs) in Brassica napus cv. Hanakkori and its parents and to evaluate its potential bitter taste. 'Hanakkori' materials were cultivated with commercial chemical nutrients (20 kg/ha, N-P-K: 16-10-10) at the field. GSLs were isolated by means of extraction with 70%(v/v) boiling methanol (MeOH) followed by desulfation from those plants by reversed-phase high performance liquid chromatography (HPLC) and identified by electronic spray ionization-mass spectrometry (ESI-MS) analysis. In 'Hanakkori', 11 GSLs were identified as progoitrin, glucoraphanin, glucoalyssin, gluconapoleiferin, gluconapin, 1-methylpropyl, glucobrassicanapin, glucobrassicin, 4-methoxyglucobrassicin, gluconasturtiin, and neoglucobrassicin. The total GSL contents were 109 and 36.1 mmol/kg dry weights (d.w.) for the seeds and edible parts, respectively. The major GSLs (>5 mmol/kg d.w.) in the seeds were progoitrin (78.8), gluconapin (10.7), and glucobrassicanapin (7.81), whereas they in the edible parts were progoitrin (16.1) and glucobrassicanapin (8.58). In addition, the bitter taste in the edible parts was presumably related with the presence of progoitrin (>45% to the total GSL).

LC-PDA/MS/MS Analysis of Glucosinolates in Dolsan Leaf Mustard Kimchi and Dolsan Leaf Mustard Pickles (돌산갓 김치와 돌산갓 피클의 Glucosinolates의 LC-PDA/MS/MS분석)

  • Oh, Sun Kyung;Tsukamoto, Chigen;Kim, Ki Woong;Choi, Myeong Rak
    • KSBB Journal
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    • v.31 no.1
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    • pp.1-7
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    • 2016
  • Changes in the concentrations of glucosinolates and related compounds in different extracts of Dolsan leaf mustard kimchi (DLMK) and Dolsan leaf mustard pickles (DLMP) were during storage investigated. Samples were kept at 0oC for 35 days and collected at 7 day intervals. The leaves and stems of DLMK and DLMP were refluxed for 24 h with 50% acetonitrile, and the extracts were analyzed by LC-PDA/MS/MS. The main glucosinolates detected in DLMK were sinigrin, gluconapoleiferin, glucobrassicanapin, and gluconapin, whereas those in DLMP were sinigrin, gluconapoleiferin, glucobrassicanapin, glucobrassicin, and glucoerucin. Sinigrin concentrations were quantified by UV absorption at 228 nm. Sinigrin concentrations in the leaves and stems of DLMK on the day of preparation were 2.14 mg/g and 2.25 mg/g, respectively, and those on day 35 after preparation were 1.25 mg/g and 1.00 mg/g, respectively. DLMP showed a similar trend: the concentrations in the leaves and stems on the day of preparation were 2.04 mg/g and 0.29 mg/g, respectively, whereas those on day 35 after preparation were 0.59 mg/g and 0.41 mg/g, respectively. Thus, sinigrin concentrations decreased during storage.

Variation of Glucosinolate Composition during Seedling and Growth Stages of Brassica rapa L. ssp. pekinensis

  • Hong, Eunyoung;Kim, Gun-Hee
    • Horticultural Science & Technology
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    • v.32 no.5
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    • pp.730-738
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    • 2014
  • The objective of this study was to evaluate glucosinolate (GSL) profiles and variation of total and individual GSLs concentrations within seedling (0-14 days) and growth stages (0-15 weeks) of Korean Chinese cabbage (Brassica rapa L. ssp. pekinensis). Ten GSLs (progoitrin, glucoraphanin, glucoalyssin, gluconapin, glucobrassicanapin, 4-hydroxyglucobrassin, glucobrassicin, 4-methoxyglucobrassicin, neoglucobrassicin and gluconasturtiin) were identified from Korean Chinese cabbage. In general, total GSL content significantly decreased during seedling (from 92.89 to $35.26{\mu}mol{\cdot}g^{-1}$ DW) and g rowth stages ( from 74.11 to $1.97{\mu}mol{\cdot}g^{-1}$ DW). Gluconapin was the highest in seeds and in the germination period ($73.1{\mu}mol{\cdot}g^{-1}$ DW) and declined gradually from 73 to 15% during seedling stages. The level of the major aliphatic GSLs, gluconapin and progoitrin, tended to decrease sharply, whereas levels of indolic GSLs (4-methoxyglucobrassicin, glucobrassicin) and aromatic GSLs (gluconasturtiin) were found to increase generally at the beginning of growth stages.

Determination of Bioactive Compounds and Anti-cancer Effect from Extracts of Korean Cabbage and Cabbage (배추와 양배추 추출물의 생리활성 물질 및 암세포 증식 억제효과 분석)

  • Hwang, Eun-Sun;Hong, Eun-Young;Kim, Gun-Hee
    • The Korean Journal of Food And Nutrition
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    • v.25 no.2
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    • pp.259-265
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    • 2012
  • In this study, we determined total polyphenol content(TPC) and total flavonoid content(TFC) of extracts from Korean cabbage and cabbage using a spectrophotometric method as well as glucosinolates concentration by HPLC. TPCs of Korean cabbage and cabbage extracts were 308.48 ${\mu}g$ GAE/g dry weight and 344.75 ${\mu}g$ GAE/g dry weight, respectively. TFCs of Korean cabbage and cabbage extracts were 5.33 ${\mu}g$ QE/g dry weight and 5.95 ${\mu}g$ QE/g dry weight, respectively. We found six different glucosinolates, namely progoitrin, glucoalyssin, gluconapin, glucobrassicanapin, glucobrassicin and 4-methoxyglucobrassicin in the Korean cabbage extract. In the cabbage extract, there was four glucosinolates, namely glucoraphanin, sinigrin, glucobrassicin and 4-methoxyglucobrassicin. We determined the cytotoxic effect of Korean cabbage and cabbage extracts in AGS human stomach cancer cells, HepG2 human hepatic cancer cells and LNCaP human prostate cancer cells by MTT assay. Dose-dependent relationships were found between the extract concentrations and cancer cell growth inhibition. The overall results support that both Korean cabbage and cabbage, the major vegetables in Korea, contain bioactive compounds such as polypheol, flavonoids as well as glucosinolates and they may play a positive role in cancer prevention.

Glucosinolate and isothiocyabate contents according to processing of Kimchi cabbage (Brassica rapa L. ssp. pekinensis) (배추의 가공에 따른 glucosinolates 및 isothiocyanates 함량 변화)

  • Jang, Miran;Kim, Gun-Hee
    • Food Science and Preservation
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    • v.24 no.3
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    • pp.367-373
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    • 2017
  • This study examined the total glucosinolate (GSL) and isothiocyanate (ITC) contents according to different processing conditions; fresh Kimchi cabbage (Brassica rapa L. ssp. pekinensis), salted Kimchi cabbage and kimchi (storage temperature $4^{\circ}C$ and $20^{\circ}C$) using two different cultivars (Bomatnorang and Chunkwang). Four GSL peaks representing gluconapin, glucobrassicanapin, glucobrassicin and 4-methoxyglucobrassicin were detected in Kimchi cabbage by HPLC and HPLC/MS analysis. The total GSL contents of fresh Kimchi cabbage of Bomatnorang and Chunkwang were $21.37{\pm}1.06{\mu}g/g$ dry weight (DW) and $20.96{\pm}3.33{\mu}g/g$ DW, respectively. After salting, the total GSL contents of salted Kimchi cabbage decreased by 39% and 52% in Bomatnorang and Chunkwang, respectively. Finally, the total GSL contents of kimchi after storage at $20^{\circ}C$ decreased by 83% and 56% in Bomatnorang and Chunkwang, respectively. The extracted ITC contents were analyzed by GC/MS. Three ITC peaks were detected in Kimchi cabbage representing 2-phenylethyl ITC, 3-butenyl ITC and 4-pentenyl ITC. The 2-phenylethyl ITC levels increased during the salting process but this generally fell during storage at $20^{\circ}C$ as kimchi. The 3-butenyl ITC levels of Kimchi cabbage according to processing decreased rapidly due to salting and then decreased slowly during storage as kimchi. The 4-pentenyl ITC of Kimchi cabbage was lost during the salting process. The results for the change in GSL and ITC contents during the kimchi making process will be used in the food industry.

Analysis of glucosinolates and their metabolites from napa cabbage (Brassica rapa subsp. Pekinensis) and napa cabbage kimchi using UPLC-MS/MS (UPLC-MS/MS를 이용한 배추와 배추김치의 글루코시놀레이트 및 대사체 분석)

  • Kim, Jaecheol;Park, Hyo Sun;Hwang, Keum Taek;Moon, BoKyung;Kim, Suna
    • Korean Journal of Food Science and Technology
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    • v.52 no.6
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    • pp.587-594
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    • 2020
  • In this study, we analyzed glucosinolates and their metabolites in the inner and outer parts of napa cabbage (NC; Brassica rapa subsp. pekinensis) and napa cabbage kimchi (NKC) using UPLC-ESI-MS/MS. In the extracts from NC and NKC, glucobrassicanapin (m/z 386), glucoalyssin (m/z 450), glucobrassicin (m/z 447), 4-methoxyglucobrassicin (m/z 477), and neoglucobrassicin (m/z 477) were detected using the MS scan mode ([M-H]-), and gluconapin (m/z 372→97), progoitrin (m/z 388→97), glucoiberin (m/z 422→97), 4-methoxyglucobrassicin (m/z 477→97), and neoglucobrassicin (m/z 477→447) were detected using the MS/MS MRM mode ([M-H]-). Ascorbigen (m/z 306→130) and indole-3-carboxaldehyde (I3A; m/z 146→118), which were metabolites of glucobrassicins, were detected using the MS/MS MRM ([M+H]+) mode. The peak intensities of ascorbigen in the extract from the inner and outer parts of NC were significantly higher than those of the NKC extract (p<0.05); however, there was no significant difference in I3A peak intensity between the NC and NKC extracts.

Identification and quantification of glucosinolates in rocket salad (Eruca sativa) (Rocket salad(Eruca sativa) 중 glucosinolate 동정 및 정량)

  • Kim, Cho-Rok;Lim, Young-Sil;Lee, Sang-Won;Kim, Sun-Ju
    • Korean Journal of Agricultural Science
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    • v.38 no.2
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    • pp.285-294
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    • 2011
  • Glucosinolate (GSL) contents were investigated (i) at 1~7 days after sowing (DAS) in seed sprouts and (ii) at 3-7 weeks after sowing for the time-course. Moreover, (iii) They were compared with five different cultivars of rocket salad (Eruca sativa). Seventeen GSLs were separated by HPLC analysis, and 10 GSLs among them were identified as glucoraphanin, sinigrin, glucoalyssin, diglucothiobeinin, glucobrassicanapin, glucoerucin, glucobrassicin, dimeric, 4-mercaptobutyl GSL, 4-methoxy glucobrassicin, gluconasturttin by using LC-APCI-MS analysis, but 7 compounds were not identified. (i) The total GSL content in seed sprouts initially increased up to 3 DAS and then decreased according to their seedling growth. In particular, glucoraphanin known as a strong anti-cancer reagent was found the highest level (5.05 ${\mu}mol/g$ dry wt.) at 3 DAS. The most abundant GSL was glucoerucin ranged from 26.0~49.6 ${\mu}mol/g$ dry wt. (ii) In the time-course, the total GSL contents increased dramatically from 3-week (5.91 ${\mu}mol/g$ dry wt.) to 7-week after sowing (32.2 ${\mu}mol/g$ dry wt.). The major GSLs were glucoraphanin, glucoerucin and 4-methoxy glucobrassicin. (iii) By comparing GSL contents with five different cultivars, the total GSL contents increased from 4-week to 6-week after sowing, regardless of cultivar. In 4-week-old, the order with the total GSL content was "Rucola" > "Rocket Herbs" ${\geqq}$ "Odyssey" > "Takii" > "Herb", but in 6-week-old it is changed as "Takii" > "Herb" > "Odyssey" > "Rucola" > "Rocket Herbs" even there was almost no significantly difference between them.

Influence of the lime on inorganic ion and glucosinolate contents in Chinese cabbage (생석회 시비가 배추 내 무기이온 및 글루코시놀레이트 함량에 미치는 영향)

  • Kim, Young-Jin;Chun, Jin-Hyuk;Kim, Sun-Ju
    • Korean Journal of Agricultural Science
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    • v.42 no.4
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    • pp.415-421
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    • 2015
  • Ca is material to used in Chinese cabbage (Brasica rapa L. spp. pekinensis). The variation of inorganic ions and GSLs in Chinese cabbage cultivated to control additional Ca contents in slaked lime. The additional fertilizer of slaked lime differ four grade that 0 g (Ca-0), 0.28 g (Ca-1), 0.56 g (Ca-2), 0.84 g (Ca-3) are week intervals with a total of 8 times after transplanting. Inorganic ions in Chinese cabbage ('Bulam plus') were analyzed to use inductively coupled plasma atomic emission spectometry(ICP). The more additional slaked lime input, the more almost macronutrients contents were high except Ca. Ca contents were higher in Ca-0 (153.10) and lower in Ca-3 (130.55 mg/kg dry weight, DW). GSLs were identified based on peak retention time in previous results of our laboratory. Seven GSLs including two aliphatic (gluconapin, glucobrassicanapin), one aromatic (gluconasturtiin), four indolyl (glucobrassicin, neoglucobrassicin, 4-methoxyglucobrassicin, 4-hydroxyglucobrassicin) were detected using HPLC. Progoitrin, 4-methoxyglucobrassicin, and gluconasturtiin contents increased in proportion to the input in additional slaked lime. Total GSLs contents were Ca-0 (11.95), Ca-1 (17.02), Ca-2 (19.63), Ca-3 ($17.11{\mu}mol/g$ dry weight, DW). Total Ca and GSLs contents (Ca-1,2,3; mean 17.92) are higher than non treatment (Ca-0; $11.95{\mu}mol/g$ DW).