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  • 1
    Electronic Resource
    Electronic Resource
    Bioconversion of para-substituted monophenolic compounds into corresponding catechols by alginate entrapped cells ofMucuna pruriens (1988)
    Springer
    Plant cell, tissue and organ culture 13 (1988), S. 15-26 
    Details
    ISSN: 1573-5044
    Keywords: Mucuna pruriens ; entrapped plant cells ; bioconversions ; catechols ; isolation ; mass spectrometry
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Alginate-entrapped cells ofM. pruriens were able to convert a number of parasubstituted monophenolic compounds into the corresponding catechols. All catechols produced were released into the medium, which offered the opportunity to isolate these products via a relatively simple procedure. Prepurification was performed on a Sephadex G10 gel and catechols were concentrated on Affigel 601. The identity of all products was confirmed with combined liquid chromatography/mass spectrometry (LC/MS) or MS using the desorption chemical ionization technique, depending on the catechol. For the entrapped cells and for a cell homogenate prepared of the same cell line ofM. pruriens the substrate specificities were qualitatively identical when judged on initial rates of synthesis calculated on protein basis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00043043
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  • 2
    Electronic Resource
    Electronic Resource
    Bioconversion of bi- and tri-cyclic monophenols by alginate-entrapped cells of Mucuna pruriens L. and by the partially purified Mucuna-phenoloxidase (1990)
    Springer
    Plant cell, tissue and organ culture 21 (1990), S. 9-15 
    Details
    ISSN: 1573-5044
    Keywords: 3-aminotetralins ; bioconversions ; catechols ; entrapped plant cells ; mass spectrometry ; Mucuna pruriens L.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Although alginate-entrapped cells of Mucuna pruriens L. possess a low substrate specificity, only para-substituted monocyclic phenols have been ortho-hydroxylated into catechols so far. In this study, compounds with more complex chemical structures were found to be substrates using entrapped cells of M. pruriens as well as the partially purified Mucuna-phenoloxidase. Thus, 5-, 6- and 7-hydroxylated 2-aminotetralins and a tricyclic compound, 9-hydroxy N-n-propyl hexahydronaphthoxazine, were converted into catechols. After isolation using preparative HPLC, the identity of the products was confirmed by MS. In general, for the entrapped cells and the enzyme preparation identical substrate specificities were found.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00034485
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  • 3
    Electronic Resource
    Electronic Resource
    Glucosylation of cyclodextrin-complexed podophyllotoxin by cell cultures of Linum flavum L. (1993)
    Springer
    Plant cell, tissue and organ culture 34 (1993), S. 169-175 
    Details
    ISSN: 1573-5044
    Keywords: bioconversion ; cyclodextrins ; glucosylation ; lignans ; Linum flavum cell suspensions ; podophyllotoxin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The glucosylation of the cytotoxic lignan podophyllotoxin by cell cultures derived from Linum flavum was investigated. Four cyclodextrins: β-cyclodextrin, γ-cyclodextrin, dimethyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin were used to improve the solubility of podophyllotoxin by complexation. Dimethyl-β-cyclodextrin met our needs the best and the solubility of podophyllotoxin could be enhanced from 0.15 to 1.92 mM, using a podophyllotoxin/cyclodextrin ratio of 1:1. Growth parameters of the cell suspensions were not affected neither by the addition of cyclodextrins alone, nor when complexed podophyllotoxin was dissolved in the medium. The complexed lignan disappeared rapidly from the culture medium, within 24h, under all experimental conditions. Almost simultaneously, between 73 and 100% of detectable podophyllotoxin was bioconverted into podophyllotoxin-β-d-glucoside. A maximal bioconversion rate of 0.51 mmol l-1 suspension day-1 was calculated for the L. flavum cells growing in a medium which included the podophyllotoxin/dimethyl-β-cyclodextrin complex at a final concentration of 1.35 mM.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00036098
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  • 4
    Electronic Resource
    Electronic Resource
    Cyclodextrins as a useful tool for bioconversions in plant cell biotechnology (1994)
    Springer
    Plant cell, tissue and organ culture 38 (1994), S. 103-113 
    Details
    ISSN: 1573-5044
    Keywords: Bioconversion ; catechols ; cyclodextrins ; lignans ; plant cell cultures ; solubility enhancement
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The application of cyclodextrins as precursor solubilizers in biotechnological processes, in which plant cells are involved, is new. In this paper the possibilities for cyclodextrin facilitated bioconversions by freely suspended and/or immobilized plant cells or plant enzymes are demonstrated. After complexation with β-cyclodextrin, the phenolic steroid 17β-estradiol could be ortho-hydroxylated into a catechol, mainly 4-hydroxyestradiol, by a phenoloxidase from in vitro grown cells of Mucuna pruriens. By complexation with β-cyclodextrin the solubility of the steroid increased from almost insoluble to 660 μM. In addition, by complexation with β-cyclodextrin, a solution of 3 mM coniferyl alcohol could be fed to cell cultures of Podophyllum hexandrum in order to enhance the accumulation of podophyllotoxin. Finally, the glucosylation of podophyllotoxin by cell cultures derived from Linum flavum was investigated. Four cyclodextrins: β-cyclodextrin, γ-cyclodextrin, hydroxypropyl-β-cyclodextrin and dimethyl-β-cyclodextrin were used to improve the solubility of podophyllotoxin. Dimethyl-β-cyclodextrin met our needs the best and the solubility of podophyllotoxin could be enhanced from 0.15 to 1.92 mM. Podophyllotoxin-β-d-glucoside was formed at a rate of 0.51 mmol l-1 suspension per day by the L. flavum cells growing in the presence of 1.35 mM podophyllotoxin, complexed with dimethyl-β-cyclodextrin.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00033867
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