Co-C Bond Energies in Adenosylcobinamide and Methylcobinamide in the Gas Phase and in Silico.

Essential to biological activity of adenosylcobalamin (AdoCbl) and methylcobalamin (MeCbl) is the Co-C bond cleavage step. Hence, we report an accurate determination of the homolytic gas-phase Co-C bond dissociation energies in the related adenosyl- and methylcobinamides (41.5 ± 1.2 and 44.6 ± 0.8 k...

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Publicado en:Journal of the American Chemical Society Vol. 135; no. 37; pp. 15648 - 15652
Autores principales: Kobylianskii, Ilia J., Widner, Florian J., Kräutler, Bernhard, Chen, Peter
Formato: Artículo
Publicado: American Chemical Society 9/18/2013
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Acceso en línea:Ver este registro en EBSCOhost
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      dt: 9/18/2013
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      pub: American Chemical Society
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        10.1021/ja406676p
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        atl: Co-C Bond Energies in Adenosylcobinamide and Methylcobinamide in the Gas Phase and in Silico.
      aug:
        au:
          Kobylianskii, Ilia J.
          Widner, Florian J.
          Kräutler, Bernhard
          Chen, Peter
        affil:
          Laboratorium für Organische Chemie, ETH Zürich, 8093 Zürich, Switzerland
          Institut für Organische Chemie und Centrum für Molekulare Biowissenschaften (CMBI) Universität Innsbruck, 6020 Innsbruck, Austria
      su:
        Chemical bonds
        Gas phase reactions
        Scission (Chemistry)
        Dissociation (Chemistry)
        Electronic structure
        Solvents
        Density functional theory
      sug:
        subj:
          Chemical bonds
          Gas phase reactions
          Scission (Chemistry)
          Dissociation (Chemistry)
          Electronic structure
          Solvents
          Density functional theory
      ab: Essential to biological activity of adenosylcobalamin (AdoCbl) and methylcobalamin (MeCbl) is the Co-C bond cleavage step. Hence, we report an accurate determination of the homolytic gas-phase Co-C bond dissociation energies in the related adenosyl- and methylcobinamides (41.5 ± 1.2 and 44.6 ± 0.8 kcal/mol, respectively) utilizing an energy-resolved threshold collision-induced dissociation technique. This approach allows for benchmarking of electronic structure methods separate from (often ill-defined) solvent effects. Adequacy of various density functional theory methods has been tested with respect to the experimentally obtained values.
      pubtype: Academic Journal
      doctype: Article
      src: R
    language: English
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          year: 2013
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