• Title/Summary/Keyword: vanillin

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Enzymatic Synthesis of Vanillin-a -Glucoside and Ethyl Vanillin-a -Glucoside (효소적 방법에 의한 Vanillin-$\alpha$ -Glucoside 및 Ethyl Vanillin-$\alpha$ -Glucoside의 합성)

  • 김삼곤;김근수;나도영;김영회
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.2
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    • pp.120-127
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    • 2003
  • Cyclodextrin glucanotransferase (CGTase) from Bacillus stearothermophilus synthesized vanillin and ethyl vanillin monoglucoside, with a series of its maltooligoglucosides by transglycosylation with dextrin as a donor, and vanillin or ethyl vanillin as an acceptor. The monoglucoside formed from reaction mixture of vanillin or ethyl vanillin by the successive actions of CGTase and Rhizopus glucoamylase was isolated by extraction with n-butanol saturated with water and silica gel column chromatography. The structure of the isolated monoglucoside was identified as vanillin- $\alpha$ -D-glucoside and ethyl vanillin- $\alpha$ -D-glucoside, respectively, by FAB-MS, UV, IR, 1H-NMR, 13C-NMR spectra and products by hydrolysis with acid, $\alpha$ - and $\beta$ -glucosidases.

Vanillin oxime inhibits lung cancer cell proliferation and activates apoptosis through JNK/ERK-CHOP pathway

  • Shen, Jie;Su, Zhixiang
    • The Korean Journal of Physiology and Pharmacology
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    • v.25 no.4
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    • pp.273-280
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    • 2021
  • Lung cancer despite advancement in the medical field continues to be a major threat to human lives and accounts for a high proportion of fatalities caused by cancers globally. The current study investigated vanillin oxime, a derivative of vanillin, against lung cancer cells for development of treatment and explored the mechanism. Cell viability changes by vanillin oxime were measured using MTT assay. Vanillin oxime-mediated apoptosis was detected in A549 and NCI-H2170 cells at 48 h of exposure by flow cytometry. The CEBP homologous protein (CHOP) and death receptor 5 (DR5) levels were analysed by RT-PCR and protein levels by Western blotting. Vanillin oxime in concentration-dependent way suppressed A549 and NCI-H2170 cell viabilities. On exposure to 12.5 and 15 μM concentrations of vanillin oxime elevated Bax, caspase-3, and -9 levels in A549 and NCI-H2170 cells were observed. Vanillin oxime exposure suppressed levels of Bcl-2, survivin, Bcl-xL, cFLIP, and IAPs proteins in A549 and NCI-H2170 cells. It stimulated significant elevation in DR4 and DR5 levels in A549 and NCI-H2170 cells. In A549 and NCI-H2170 cells vanillin oxime exposure caused significant (p < 0.05) enhancement in CHOP and DR5 mRNA expression. Vanillin oxime exposure of A549 and NCI-H2170 cells led to significant (p < 0.05) enhancement in levels of phosphorylated extracellular-signal-regulated kinase and c-Jun N-terminal kinase. Thus, vanillin oxime inhibits pulmonary cell proliferation via induction of apoptosis through tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) mediated pathway. Therefore, vanillin oxime may be studied further to develop a treatment for lung cancer.

Vanillin의 신미량검출법 (제1보)

  • 이상섭;김용덕
    • YAKHAK HOEJI
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    • v.3 no.1
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    • pp.48-50
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    • 1957
  • The micro-assay methods of vanillin have been shown quite few, though several methods have been introduced for determination. A new sensitive micro-determination of vanillin, applying the yellow color reaction of vanillin and anillin, is shown in this paper. The absorption maximum of the yellow coloring matter, 4-Oxy-3-methoxy-henzal aniline, was 435 mu. The one dimensional ascending paper chromatographic method is applyed for isolation of vanillin from the mixed sample. The microdetection of vanillin is studied only in this paper. Vanillin was detected by the yellow spot on paper trip by the coloring reagent of aniline after several hours paper strip chromatographic at the following condition; paper strip ................ 2.5 X 35cm Whatman Filter Paper No.2 developing Solvent ......... petroleum-benzene-methanol n-butanol-water coloring agent ............. aniline. The Rf-value on petroleum benzene and methanol was 0.63 and that on n-butanol and water was 0.90. The minimum detectable amount of vanillin by this method was 10 micrograms. It is recommendable, if interference substances as aromatic aldehydes present, that the application of this aniline reaction and Foline Denis reaction on the same paper chromatogram is appreciable.

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Production of Vanillic Acid from Vanillin by Pseudomonas sp. GD-088 (Pseudomonas sp. GD-088에 의한 Vanillin으로부터 Vanillic Acid의 생산)

  • 송정화;이일석;방원기
    • Microbiology and Biotechnology Letters
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    • v.22 no.6
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    • pp.672-678
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    • 1994
  • For production of vanillic acid from vanillin, optimum culture conditions for Pseudomo- nas sp. GD-088, having vanillin-oxidizing activity were investigated. The highest vanillin-oxidizing activity was obtained when this strain was cultured at 30$\circ$C for 24 hr in a medium consisting of 3.0 g/l xylose and 0.46 g/l NH$_{4}$CI (pH 7.0). When 18 g/l of whole Pseudomonas sp. GD-088 cells as the enzyme source was used in 50 mM phosphate buffer (pH 7.0) containing 3.0 g/l of vanillin, 2.463 g/l of vanillic acid was produced for 40 minutes. This amount of vanillic acid corresponds to a 90% yield, based on vanillin.

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Combined Effects of Vanillin and Antibrowning Agent on Changes of Quality and Microorganisms in Fresh-Cut Apples (바닐린과 갈변억제제 병용처리가 신선절단 사과의 품질유지와 미생물증식에 미치는 영향)

  • Chung, Hun-Sik;Toivonen, Peter;Moon, Kwang-Deog
    • Food Science and Preservation
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    • v.15 no.3
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    • pp.385-389
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    • 2008
  • The effects of high vanillin concentration on fresh-cut apples treated with NatureSealTM were investigated Apples were sliced, treated with 6% NatureSealTM or 6% NatureSealTM + 120 mM vanillin, packaged in polyethylene bags, and stored for 3 weeks at 4C. The L value, soluble solid level and titratable acidity of fresh-cut apples treated with NatureSealTM + 120 mM vanillin during storage were lower than those of fresh-cut apples treated with NatureSealTMonly; the growth of total aerobic bacteria, yeast and molds were also more inhibited in fresh-cut apples treated with NatureSealTM + 120 mM vanillin. These results show that the addition of 120 mM vanillin inhibits the growth of microorganism but 1m detrimental effects on the quality characteristics of fresh-cut apples treated with NatureSealTM.

Anti-angiogenic, Anti-inflammatory and Anti-nociceptive Activities of Vanillin in ICR Mice

  • Lim, Eun-Ju;Kang, Hyun-Jung;Jung, Hyun-Joo;Song, Yun-Seon;Lim, Chang-Jin;Park, Eun-Hee
    • Biomolecules & Therapeutics
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    • v.16 no.2
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    • pp.132-136
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    • 2008
  • The current study aimed to assess some novel pharmacological activities of vanillin. Vanillin inhibited the chick chorioallantoic membrane (CAM) angiogenesis. Vanillin had anti-inflammatory activity using the acetic acid-induced permeability model in mice. Anti-nociceptive activity of vanillin was shown using the acetic acid-induced writhing test in mice. Vanillin inhibited production of nitric oxide (NO) and induction of inducible nitric oxide synthase (iNOS) but not cyclooxygenase-2 (COX-2) in the lipopolysaccharide (LPS)-activated RAW264.7 macrophages. Vanillin decreased the level of iNOS mRNA in the LPS-activated macrophages. Taken together, these results suggest that vanillin can have anti-angiogenic, anti-inflammatory and anti-nociceptive activities in ICR Mice.

Genome-Wide Screening of Saccharomyces cerevisiae Genes Regulated by Vanillin

  • Park, Eun-Hee;Kim, Myoung-Dong
    • Journal of Microbiology and Biotechnology
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    • v.25 no.1
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    • pp.50-56
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    • 2015
  • During pretreatment of lignocellulosic biomass, a variety of fermentation inhibitors, including acetic acid and vanillin, are released. Using DNA microarray analysis, this study explored genes of the budding yeast Saccharomyces cerevisiae that respond to vanillin-induced stress. The expression of 273 genes was upregulated and that of 205 genes was downregulated under vanillin stress. Significantly induced genes included MCH2, SNG1, GPH1, and TMA10, whereas NOP2, UTP18, FUR1, and SPR1 were down regulated. Sequence analysis of the 5'-flanking region of upregulated genes suggested that vanillin might regulate gene expression in a stress response element (STRE)-dependent manner, in addition to a pathway that involved the transcription factor Yap1p. Retardation in the cell growth of mutant strains indicated that MCH2, SNG1, and GPH1 are intimately involved in vanillin stress response. Deletion of the genes whose expression levels were decreased under vanillin stress did not result in a notable change in S. cerevisiae growth under vanillin stress. This study will provide the basis for a better understanding of the stress response of the yeast S. cerevisiae to fermentation inhibitors.

Reduction of biofouling using vanillin as a quorum sensing inhibitory agent in membrane bioreactors for wastewater treatment

  • Nam, AnNa;Kweon, JiHyang;Ryu, JunHee;Lade, Harshad;Lee, ChungHak
    • Membrane and Water Treatment
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    • v.6 no.3
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    • pp.189-203
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    • 2015
  • Membrane biofouling impedes wide application of membrane bioreactor (MBR) for wastewater treatment. Recently, quorum sensing (QS) mechanisms are accounted for one of major mechanisms in biofouling of MBRs. In this study, vanillin was applied to investigate reduction of biofouling in MBRs. MBR sludge was analyzed to contain QS signal molecules by cross-feeding biosensor assay and HPLC. In addition, the inhibitory activity of vanillin against bacterial quorum sensing was verified using an indicator strain CV026. The vanillin doses greater than 125 mg/L to 100 mL of MBR sludge showed 25% reduction of biofilm formed on the membrane surfaces. Two MBRs, i.e., a typical MBR as a control and an MBR with vanillin, were operated. The TMP increases of the control MBR were more rapid compared to those of the MBR with the vanillin dose of 250 mg/L. The treatment efficiencies of the two MBRs on organic removal and MLSS were maintained relatively constant. Extracellular polymeric substance concentrations measured at the end of the MBR operation were 173 mg/g biocake for the control MBR and 119 mg/g biocake for the MBR with vanillin. Vanillin shows great potential as an anti-biofouling agent for MBRs without any interference on microbial activity for wastewater treatment.

Effect of High Vanillin Treatment on Storage Quality of Fresh-cut Apples

  • Chung, Hun-Sik;Toivonen, Peter M.A.;Moon, Kwang-Deog
    • Food Science and Biotechnology
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    • v.18 no.3
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    • pp.636-640
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    • 2009
  • The effect of post-cut vanillin treatment at high concentrations on changes of quality and microorganism in fresh-cut apples was studied. Apples (Malus domestica Borkh. cv. Fuji) were sliced, treated by dipping in different vanillin solution, 0, 40, 80, and 120 mM, packed in polyethylene bag, and then stored for up to 3 weeks at $4^{\circ}C$. Changes in total aerobic bacteria, yeast and molds, browning, soluble solids, and titratable acidity during storage were investigated. Growth of total aerobic bacteria throughout storage was strongly inhibited by vanillin regardless of treatment concentrations. Growth of yeast and molds was inhibited by vanillin of all concentrations until 2 weeks of storage. Levels of browning index, soluble solids, and titratable acidity were not significant difference among the treatment conditions until 2 weeks of storage. However, when stored for 3 weeks, browning index increased more at 80 or 120 mM vanillin, while soluble solids and titratable acidity more be decreased by 120 mM vanillin as compared with other treatment conditions. These results show that the usage of vanillin in processing of fresh-cut apples had a limitation for maintaining quality.

Production of Vanillin from Ferulic Acid Using Recombinant Strains of Escherichia coli

  • Yoon Sang-Hwal;Li Cui;Lee Young-Mi;Lee Sook-Hee;Kim Sung-Hee;Choi Myung-Suk;Seo Weon-Taek;Yang Jae-Kyung;Kim Jae-Yeon;Kim Seon-Won
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.10 no.4
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    • pp.378-384
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    • 2005
  • Vanillin is one of the world's principal flavoring compounds, and is used extensively in the food industry. The potential vanillin production of the bacteria was compared to select and clone genes which were appropriate for highly productive vanillin production by E. coli. The fcs (feruloyl-CoA synthetase) and ech (enoyl-CoA hydratase/aldolase) genes cloned from Amycolatopsis sp. strain HR104 and Delftia acidovorans were introduced to pBAD24 vector with $P_{BAD}$ promoter and were named pDAHEF and pDDAEF, respectively. We observed 160 mg/L vanillin production with E. coli harboring pDAHEF, whereas 10 mg/L of vanillin was observed with pDAHEF. Vanillin production was optimized with E. coli harboring pDAHEF. Induction of the fcs and ech genes from pDAHEF was optimized with the addition of 13.3 mM arabinose at 18 h of culture, from which 450 mg/L of vanillin was produced. The feeding time and concentration of ferulic acid were also optimized by the supplementation of $0.2\%$ ferulic acid at 18 h of culture, from which 500 mg/L of vanillin was obtained. Under the above optimized condition of arabinose induction and ferulic acid supplementation, vanillin production was carried out with four different types of media, M9, LB, 2YT, and TB. The highest vanillin production, 580 mg/L, was obtained with LB medium, a 3.6 fold increase in comparison to the 160 mg/L obtained before the optimization of vanillin production.