Biotransformation of codeine to 14-OH-codeine derivatives by Rhizobium radiobacter R89-1

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Title: Biotransformation of codeine to 14-OH-codeine derivatives by Rhizobium radiobacter R89-1
Authors: Kyslíková, Eva1, Babiak, Peter1,2, Štěpánek, Václav1 stepanek@biomed.cas.cz, Zahradník, Jiří1, Palyzová, Andrea1, Marešová, Helena1, Valešová, Renáta1, Hájíček, Josef2, Kyslík, Pavel1
Source: Journal of Molecular Catalysis B: Enzymatic. Mar2013, Vol. 87, p1-5. 5p.
Subjects: Biotransformation (Metabolism), Codeine derivatives, Agrobacterium radiobacter, Enzymes, Gram-negative bacteria, Opium poppy, Ribosomal RNA, Morphine
Abstract: Abstract: A Gram-negative bacterium transforming codeine 1a to 14-hydroxycodeine 1c was isolated from the sample of composted wastes of Papaver somniferum deposited in a factory producing poppy seed. Based on 16S ribosomal RNA gene phylogeny, biochemical and morphological properties, the strain was designated as Rhizobium radiobacter R89-1. The bacterium is able to transform 1a into four C-14-hydroxy derivatives of codeine. When used as a whole-cell catalyst, 100% conversion was achieved at concentration of 1a up to 6.0g/L to 14-hydroxycodeine 1c as a single product. Biohydroxylation of codeine to C-14-hydroxy derivatives, a high tolerance of the strain to 1a and activity with morphine 2a make the biocatalyst promising for pharmaceutical applications. [Copyright &y& Elsevier]
Copyright of Journal of Molecular Catalysis B: Enzymatic is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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An: 84598393
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  Label: Title
  Group: Ti
  Data: Biotransformation of codeine to 14-OH-codeine derivatives by Rhizobium radiobacter R89-1
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  Data: <searchLink fieldCode="AR" term="%22Kyslíková%2C+Eva%22">Kyslíková, Eva</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Babiak%2C+Peter%22">Babiak, Peter</searchLink><relatesTo>1,2</relatesTo><br /><searchLink fieldCode="AR" term="%22Štěpánek%2C+Václav%22">Štěpánek, Václav</searchLink><relatesTo>1</relatesTo><i> stepanek@biomed.cas.cz</i><br /><searchLink fieldCode="AR" term="%22Zahradník%2C+Jiří%22">Zahradník, Jiří</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Palyzová%2C+Andrea%22">Palyzová, Andrea</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Marešová%2C+Helena%22">Marešová, Helena</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Valešová%2C+Renáta%22">Valešová, Renáta</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Hájíček%2C+Josef%22">Hájíček, Josef</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Kyslík%2C+Pavel%22">Kyslík, Pavel</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Catalysis+B%3A+Enzymatic%22">Journal of Molecular Catalysis B: Enzymatic</searchLink>. Mar2013, Vol. 87, p1-5. 5p.
– Name: Subject
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  Data: <searchLink fieldCode="DE" term="%22Biotransformation+%28Metabolism%29%22">Biotransformation (Metabolism)</searchLink><br /><searchLink fieldCode="DE" term="%22Codeine+derivatives%22">Codeine derivatives</searchLink><br /><searchLink fieldCode="DE" term="%22Agrobacterium+radiobacter%22">Agrobacterium radiobacter</searchLink><br /><searchLink fieldCode="DE" term="%22Enzymes%22">Enzymes</searchLink><br /><searchLink fieldCode="DE" term="%22Gram-negative+bacteria%22">Gram-negative bacteria</searchLink><br /><searchLink fieldCode="DE" term="%22Opium+poppy%22">Opium poppy</searchLink><br /><searchLink fieldCode="DE" term="%22Ribosomal+RNA%22">Ribosomal RNA</searchLink><br /><searchLink fieldCode="DE" term="%22Morphine%22">Morphine</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Abstract: A Gram-negative bacterium transforming codeine 1a to 14-hydroxycodeine 1c was isolated from the sample of composted wastes of Papaver somniferum deposited in a factory producing poppy seed. Based on 16S ribosomal RNA gene phylogeny, biochemical and morphological properties, the strain was designated as Rhizobium radiobacter R89-1. The bacterium is able to transform 1a into four C-14-hydroxy derivatives of codeine. When used as a whole-cell catalyst, 100% conversion was achieved at concentration of 1a up to 6.0g/L to 14-hydroxycodeine 1c as a single product. Biohydroxylation of codeine to C-14-hydroxy derivatives, a high tolerance of the strain to 1a and activity with morphine 2a make the biocatalyst promising for pharmaceutical applications. [Copyright &y& Elsevier]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Molecular Catalysis B: Enzymatic is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – Type: doi
        Value: 10.1016/j.molcatb.2012.10.004
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      – Code: eng
        Text: English
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      Pagination:
        PageCount: 5
        StartPage: 1
    Subjects:
      – SubjectFull: Biotransformation (Metabolism)
        Type: general
      – SubjectFull: Codeine derivatives
        Type: general
      – SubjectFull: Agrobacterium radiobacter
        Type: general
      – SubjectFull: Enzymes
        Type: general
      – SubjectFull: Gram-negative bacteria
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      – SubjectFull: Opium poppy
        Type: general
      – SubjectFull: Ribosomal RNA
        Type: general
      – SubjectFull: Morphine
        Type: general
    Titles:
      – TitleFull: Biotransformation of codeine to 14-OH-codeine derivatives by Rhizobium radiobacter R89-1
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            NameFull: Kyslíková, Eva
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            NameFull: Babiak, Peter
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            NameFull: Štěpánek, Václav
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            NameFull: Palyzová, Andrea
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            NameFull: Marešová, Helena
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            NameFull: Hájíček, Josef
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              M: 03
              Text: Mar2013
              Type: published
              Y: 2013
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