• Title/Summary/Keyword: aglycone isoflavone

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Isolation, Identification, and Characterization of Pichia guilliermondii K123-1 and Candida fermentati SI, Producing Isoflavone β-Glycosidase to Hydrolyze Isoflavone Glycoside Efficiently, from the Korean Traditional Soybean Paste

  • Kim, Won-Chan;So, Jai-Hyun;Kim, Sang-In;Shin, Jae-Ho;Song, Kyung-Sik;Yu, Choon-Bal;Kho, Yung-Hee;Rhee, In-Koo
    • Journal of Applied Biological Chemistry
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    • v.52 no.4
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    • pp.163-169
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    • 2009
  • A total of 155 microbial strains were isolated from the Korean traditional soybean paste based on their morphological features on the growth of agar plate. Among the isolated strains, a total of 28 strains were capable of hydrolyzing isoflavone glycoside to isoflavone aglycone efficiently in the soybean paste. Finally, two strains, K123-1 and SI, were selected because of their resistance to 15% NaCl and ability to convert isoflavone glycoside to isoflavone aglycone efficiently during the fermentation of soybean paste. The isolated strains K123-1 and SI were identified to be Pichia guilliermondii and Candida fermentati, respectively, using the partial 26S rDNA sequence analysis and phylogenic analysis. Pichia guilliermondii K123-1 and Candida fermentati SI converted daidzin to daidzein up to 96% and 95%, respectively, and genistin to genistein up to 92% when soybean pastes were fermented at $30^{\circ}C$ for 20 days with a single isolated strain. Pichia guilliermondii K123-1 and Candida fermentati SI were able to grow in the presence of 15% NaCl on both liquid medium and agar plate. We think that Pichia guilliermondii K123-1 and Candida fermentati SI might be one of good candidates for making functional soybean paste because they are isolated from the Korean traditional soybean paste and have a good ability to convert isoflavone glycosides to isoflavone aglycones and a high salt tolerance.

Changes in Isoflavone and Oligosaccharides of Soybeans during Germination (콩의 발아 중 이소플라본과 올리고당의 변화)

  • Kim, Joo-Sook;Kim, Jong-Goon;Kim, Woo-Jung
    • Korean Journal of Food Science and Technology
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    • v.36 no.2
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    • pp.294-298
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    • 2004
  • Three Korean soybean varieties, Dawon, Taekwang, and Myeongiju-namul were investigated for changes in isoflavone and oligosaccharides contents, and dry weight during germination. Soybeans were soaked for 10 hr in water, followed by 8 days germination at $20^{\circ}C$ under dark condition, Highest isoflavone content measured was Myeongju-namul (1.228 mg/g), followed by Taekwang (0.671 mg/g) and Dawon (0.661 mg/g). Total isoflavone content generally increased during initial germination and decreased thereafter. Maximal increase in isoflavone was 20-50%, particularly in aglycone type such as daidzein and genistein. Raffinose and stachyose contents decreased rapidly during germination, while that of sucrose showed relatively slow decrease. Dry weights of soybeans steadly decreased.

Bioactive compounds of Cheonggukjang prepared by different soybean cultivars with Bacillus subtilis HJ18-9 (Bacillus subtilis HJ18-9 이용하여 제조한 품종별 청국장의 품질특성과 isoflavone 함량의 변화)

  • Song, Jin;Lee, Kyung-Ha;Choi, Hye-Sun;Hwang, Kyung-A
    • Food Science and Preservation
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    • v.22 no.4
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    • pp.535-544
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    • 2015
  • This study was conducted to investigate the changes of isoflavone composition (glycoside and bio-active aglycone) in Cheonggukjang and to evaluate its quality characteristics depending on different soybean cultivars (Daewon, Daepoong, Wooram, Hwangkeumol and Saedanback). The bioactivity of Cheonggukjang was enhanced during fermentation at $37^{\circ}C$ for 48 h. Activities of ${\alpha}$-amylase, protease, and cellulase increased significantly after 48 h fermentation (p<0.05). In addition, amino-type nitrogen and reducing sugar contents in Cheonggukjang fermented with B. subtilis increased significantly after 48 h fermentation (p<0.05). Among the isoflavones, the content of $\beta$-glucosides and acetyl-glucosides decreased, while aglycone content increased during fermentation. Especially, Cheonggukjang fermented with Daepoong cultivars showed the greatest increase in daidzein, genistein and glycitein contents. After 48 h fermentation, the contents of daidzein, genistein and glycitein in the Cheonggukjang fermented with Daepoong cultivars increased significantly up to $503.65{\pm}2.76$, $111.40{\pm}0.42$, and $633.95{\pm}6.01{\mu}g/g$ (p<0.05), respectively. Total aerobic and anaerobic cell counts increased with increase in fermentation time. Therefore, it would be beneficial for the food industry if components of Cheonggukjang could be separated and used to develop functional products.

Effects of the Soybean Powder with Rich Aglycone Isoflavone on Lipid Metabolism and Antioxidative Activities in Hyperlipidemic Rats (고지혈증 흰쥐에서 비배당체 이소플라본 고함유 대두분말의 혈청 지질 대사 영향과 항산화효과)

  • Lim, Ae-Kyoung;Jung, Hee-Kyoung;Hong, Joo-Heon;Oh, Jung-Suk;Kwak, Jung-Hoon;Kim, Yong-Hae;Kim, Dae-Ik
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.37 no.3
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    • pp.302-308
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    • 2008
  • This study was performed to evaluate the effects of soybean powder with rich aglycone isoflavone through bio-transformation on lipid metabolism and antioxidative activites in diet induced hyperlipidemic rats. The rats were randomly divided into four groups: NO (basal diet normal group), CO (high fat diet control group), BFF10 (soybean powder with rich aglycone isoflavone 10% group), and BFF20 (soybean powder with rich aglycone isoflavone 20% group). After 7 weeks of BFF10 or BFF20 diets consumption, the concentrations in serum triglyceride, total cholesterol, LDL-cholesterol, and atherogenic index ratios were significantly decreased in the BFF10 and BFF20 diets groups compared with those in the CO group. The activities of alanine amino transferase and aspartate amino transferase were significantly decreased in the BFF10 and BFF20 than those in the CO group. Thiobarbituric acid reactive substance levels of serum were decreased in BFF10 and BFF20 groups compared to that of the CO group. The super oxide dismutase activites were increased in BFF10 and BFF20 groups compared to that of the CO group.

Changes of Isoflavone Contents in Soybean Cultivars Pickled in Persimmon Vinegar (콩 품종별 감식초 절임 중 이소플라본 함량 변화)

  • Kim, Joo-Sook;Kim, Jong-Goon;Kim, Woo-Jung
    • Korean Journal of Food Science and Technology
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    • v.36 no.5
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    • pp.833-836
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    • 2004
  • Effects of pickling soybeans in acidic solution on soybean isoflavone, and pH and color of immersing solution were investigated. Soybean cultivars, Seoritae and Seomoktae (black beans) and Myeongju-namul (yellow bean), were soaked in persimmon vinegar for 10 days at $20^{\circ}C$. Isoflavone content increased rapidly during pickling, reaching 51.8 (Seomoktae)-106.8% (Myeongju-namul). Increase of aglycone types, from 6.2-9.3% to 20.9-50.8%, was particularly noted, while glycosidic ones were less affected. Acidity of persimmon vinegar increased from 3.4 to 4.4 up to 4 days of soaking and decreased slowly thereafter. Color 'L' and 'b' values of persimmon vinegar decreased significantly, whereas 'a' value increased in black beans. All color values of yellow beans were less affected.

Influence of Abiotic Treatments on Isoflavone Accumulation in Soybean Seeds during Germination (물리적 요인이 콩 발아 중 isoflavone 함량에 미치는 영향)

  • Jo, Min-Sik;Lee, Ju-Hee;Ma, Mu-Hyun;Kim, Seo-Young;Byun, Chea-Rim;Yi, Yoo-Jung;Lee, Ju-Won;Choi, Do-Jin;Kim, Hong-Sik;Kim, Yong-Ho
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.64 no.1
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    • pp.18-24
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    • 2019
  • Isoflavones, a group of secondary metabolites present in plants and especially abundant in soybeans, are garnering increasing interest because of their medicinal properties. Numerous environmental factors influence isoflavone accumulation in plants. Successful attempts to increase isoflavone contents in soybean seeds have not been widely reported. In this report, we examined an effective method for producing a high amount of isoflavones during soybean seed germination, by treating the seed with 4 abiotic factors. Soybean seeds were exposed to ultrasound (50 Hz) and heat ($40^{\circ}C$) for 30minutes, then germinated for 5 days in darkness. Another sample was subjected to water deficit during germination in darkness, and the other sample was subjected to light conditions during the germination period. The results showed that the ultrasound treatment increased isoflavone content during soybean germination. Three days after germination, the ultrasound-treated seeds presented the highest isoflavone content (6,042.1 ug/g dry weight) compared to the other treatments, which was also 1.3-fold increases over the content of the raw seed's before germination. With respect to each type of isoflavone group, aglycone (partially genistein) content was markedly higher, whereas glucoside was lower than that of the untreated samples. In other experiment, total isoflavone content after heat, water deficit, and light treatments was 5,600.0, 4,740.1, and 5,631.4 ug/g, respectively. These present work suggests that ultrasound treatment is a novel approach for improving the production of isoflavones in soybean seeds during germination.

Purification of Isoflavone from Soybean Hypocotyl Using Different Solvents

  • Park, Yeon-Bae;Kim, Min-Jung;Lee, Yoon-Bak;Sohn, Heon-Soo;Lee, Ok-Hee;Kim, Kang-Sung
    • Korean Journal of Environmental Biology
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    • v.21 no.3
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    • pp.245-250
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    • 2003
  • Composition of isoflavone in cotyledon and hypocotyl of soybean were detected using HPLC. Optimum conditions for extracting isoflavone from hypocotyl were studied as well. Contents of isoflavone in soybean cotyledon and hypocotyl were 482.5 mg 100 $g^{-1}$ and 3453.3 mg 100 100 $g^{-1}$, respectively. Hypocotyl contained 7~8 times move isoflavone than corresponding cotyledon of the soybean. Malonyl glycoside accounted for move than 70% of the total isoflavone, followed by glycoside, acetyl glycoside, and aglycone. Aqueous ethanol of 60~80% was the most suitable solvent for extracting isoflavone from the hypocotyl. Optimum temperature and time was $90^{\circ}C$, 1hr. Acetic acid, NaCl, and NaOH added to 80% ethanol suppressed extraction yield of the phytochemieal.

Germination Effect of Soybean on Its Contents of Isoflavones and Oligosaccharides

  • Kim, Woo-Jung;Lee, Hye-Yeon;Won, Moo-Ho;Yoo, Sang-Ho
    • Food Science and Biotechnology
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    • v.14 no.4
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    • pp.498-502
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    • 2005
  • Three Korean soybean varieties - Shinpaldal-2, Seomoktae and Seoritae - were investigated for changes in their physical properties and the amount of functional components (i.e. isoflavones and oligosaccharides), during germination. Soybeans were germinated at $20^{\circ}C$ for 96 hr in complete darkness. The dry weights of cotyledone, hypocotyl, seed coat, and hilum of Seoritae were heavier than those of other varieties. The dry weights of the three bean varieties decreased steadily in spite of root growth. The largest amount of isoflavone content was observed from Shinpaldal-2 (1.824 mg/g), followed by Seoritae (1.216 mg/g) and Seomoktae (1.125 mg/g). Total isoflavone content increased by 13% during initial germination, and then decreased thereafter. Aglycone types such as daidzein and genistein dominated the increase in isoflavone contents. The increase in genistein content of Shinpaldal-2 was 17.5 fold compared with ungerminated soybean, while the amount of daidzein was 6.7 times as much as ungerminated Shinpaldal-2 over an 18-hr germination period. Oligosaccharide contents such as raffinose (Raf) and stachyose (Sta) rapidly decreased during germination, while the sucrose (Sue) content remained constant until 36-48 hr of germination. From these results, it was clearly shown that the germination process significantly changed the contents of functional nutrients in soybeans. Therefore, the optimization of germination process should be considered to improve the biological functionality of soybeans in food processing.

Antioxidant Activity and Isoflavone Profile of Rhynchosia nolubilis Seeds Pickled in Vinegar (Chokong)

  • Kim, Seok-Joong;Shin, Jee-Young;Cho, Moo-Ho;Oh, Young-Sook;Park, Na-Young;Lee, Shin-Ho
    • Food Science and Biotechnology
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    • v.16 no.3
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    • pp.444-450
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    • 2007
  • The antioxidant activity and isoflavone content of chokong, Rhynchosia nolubilis seeds pickled in vinegar at $4^{\circ}C$ for 2 weeks, were investigated. The polyphenol content and 2,2-diphenyl-1-pycrylhydrazyl (DPPH) radical-scavenging capacity were lower in chokong than in raw seeds. Based on isoflavone analysis, the aglycone (daidzein and genistein) content was high in chokong while the content of the corresponding glucosides (daidzin and genistin) was similar to that in raw seeds. Thermal processing, in which seeds were heated in vinegar at $121^{\circ}C$ for 20 min, reduced the polyphenol content but did not affect the DPPH radical-scavenging capacity compared to the pickling process. The heated seeds had a 2.6 to 2.7 times higher glucoside content and 51 to 55% lower aglycone content than chokong, depending on the kind of vinegar used. During pickling and thermal processing, vinegars were more effective at eluting antioxidants and isoflavones from seeds than other solutions such as acetic acid, citric acid and HCl solutions, distilled water, and phosphate buffer (pH 7.0).

Comparison in Isoflavone Contents between Soybean and Soybean Sprouts of Various Soybean Cultivas (대두 및 콩나물 부위별 Isoflavones 함량 비교)

  • 김은미;이경진;지규만
    • Journal of Nutrition and Health
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    • v.37 no.1
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    • pp.45-51
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    • 2004
  • In this study, isoflavone (genistein, genistin, daidzein, daidzin) contents in various parts of twelve soybean cultivars and three soy sprouts were determined by high performance liquid chromatography with UV detector. Three cultivars of soybean were selected and cultured in the lab to produce sprout for five days. Total isoflavone (Total IF) varied greatly among differnt breeds of soybean in range of 99 - 649.9 $\mu\textrm{g}$/g and 522.3 - 1,277.7 $\mu\textrm{g}$/g respectively, domestic and foreign cultivars. There were greatly difference in total IF of various parts of the soybean sprouts. Sprout from the Myunjunamul-kong appeared to have 69% genistein and 22% genistin in head part, and 30% and 62% of daidzin and daidzein, respectively, in root. Meanwhile, the sprouts from Junjori contains most (84%) of daidzein in its root. Sprout from chinese black-soybean had the largest amount of genistein among the sprouts but, there were no differences in the average genistein content between three selected black and non-black soys. The glycosidic form of IF were dominant compared to aglycone forms both in soybean and sprouts by 24 times and 12 times, respectively, suggesting that during the sprouts cultivation glycosidic forms could change to aglycone forms. There are no difference in total content between genistein + genistin and daidzein + daidzin in soy and soy sprout. Therfore, considering the total IF contents, the intake of 1 soy sprout is similer to 1.5 times as soybean.