Ergot alkaloid biosynthesis in Aspergillus fumigatus: conversion of chanoclavine-I to chanoclavine-I aldehyde catalyzed by a short-chain alcohol dehydrogenase FgaDH.

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  • Author(s): Wallwey C;Wallwey C; Matuschek M; Li SM
  • Source:
    Archives of microbiology [Arch Microbiol] 2010 Feb; Vol. 192 (2), pp. 127-34. Date of Electronic Publication: 2009 Dec 29.
  • Publication Type:
    Journal Article; Research Support, Non-U.S. Gov't
  • Language:
    English
  • Additional Information
    • Source:
      Publisher: Springer-Verlag Country of Publication: Germany NLM ID: 0410427 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1432-072X (Electronic) Linking ISSN: 03028933 NLM ISO Abbreviation: Arch Microbiol Subsets: MEDLINE
    • Publication Information:
      Original Publication: Berlin, New York, Springer-Verlag.
    • Subject Terms:
      Alcohol Dehydrogenase/*metabolism ; Aspergillus fumigatus/*metabolism ; Ergolines/*metabolism ; Ergot Alkaloids/*biosynthesis; Alcohol Dehydrogenase/genetics ; Aspergillus fumigatus/enzymology ; Chromatography, High Pressure Liquid ; Ergot Alkaloids/chemistry ; Fungal Proteins/genetics ; Fungal Proteins/metabolism ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Molecular Sequence Data ; Molecular Structure ; NAD/metabolism ; Polymerase Chain Reaction
    • Abstract:
      Ergot alkaloids are toxins and important pharmaceuticals which are produced biotechnologically on an industrial scale. A putative gene fgaDH has been identified in the biosynthetic gene cluster of fumigaclavine C, an ergot alkaloid of the clavine-type. The deduced gene product FgaDH comprises 261 amino acids with a molecular mass of about 27.8 kDa and contains the conserved motifs of classical short-chain dehydrogenases/reductases (SDRs), but shares no worth mentioning sequence similarity with SDRs and other known proteins. The coding region of fgaDH consisting of two exons was amplified by PCR from a cDNA library of Aspergillus fumigatus, cloned into pQE60 and overexpressed in E. coli. The soluble tetrameric His(6)-FgaDH was purified to apparent homogeneity and characterized biochemically. It has been shown that FgaDH catalyzes the oxidation of chanoclavine-I in the presence of NAD(+) resulting in the formation of chanoclavine-I aldehyde, which was unequivocally identified by NMR and MS analyzes. Therefore, FgaDH functions as a chanoclavine-I dehydrogenase and represents a new group of short-chain dehydrogenases. K (M) values for chanoclavine-I and NAD(+) were determined at 0.27 and 1.1 mM, respectively. The turnover number was 0.38 s(-1).
    • Molecular Sequence:
      GENBANK GQ413954
    • Accession Number:
      0 (Ergolines)
      0 (Ergot Alkaloids)
      0 (Fungal Proteins)
      0U46U6E8UK (NAD)
      32X6F73RE2 (chanoclavine)
      EC 1.1.1.1 (Alcohol Dehydrogenase)
    • Publication Date:
      Date Created: 20091230 Date Completed: 20100310 Latest Revision: 20151119
    • Publication Date:
      20221213
    • Accession Number:
      10.1007/s00203-009-0536-1
    • Accession Number:
      20039019