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Methods of tracing hydrogen in polyketide biosynthesis: High field NMR spectroscopy of citrinin produced in a D2O based medium

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Abstract

Penicillium citrinum cultures have been germinated on an H2O-based medium, resuspended on a D2O-based medium and treated with [l,2-13C2] acetate. The resulting citrinin (1) has been analysed by2H and13C nuclear magnetic resonance spectroscopy and information about the metabolism of hydrogen in citrinin biosynthesis has been deduced.

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References

  1. Barber J, Staunton J (1979) Protium as a tracer in polyketide biosynthesis: Incorporation of13CH3 13CO2H into citrinin produced on a medium based on D2O. J Chem Soc Chem Commun, 1098-1099

  2. Barber J, Staunton J (1980) Biosynthesis of citrinin inPenicillium citrinum: Advanced precursor studies using2H nuclear magnetic resonance spectroscopy. J Chem Soc Chem Commun, 552-554

  3. Abell C, Staunton J (1981) The use of2H NMR spectroscopy and β-isotopics shifts in the13C NMR spectrum to measure deuterium retention in the biosynthesis of the polyketide 6-methylsalicylic acid. J Chem Soc Chem Commun, 856-858

  4. Simpson TJ, Stenzel DJ (1982) Application of2H β-isotopic shifts in13C NMR spectra to biosynthetic studies. Incorporation of [l-13C1 2H3] acetate into omethylasparvenone inAspergillus parvulus. J Chem Soc Chem Commun, 1074-1076

  5. Barber J, Carter RH, Garson MJ, and Staunton J (1981) The biosynthesis of citrinin byPenicillium citrinum. J Chem Soc Perkin I, 2577–2583

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  6. Barber J, Chapman AC, Howard TD, to be published.

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Authors and Affiliations

  1. Department of Pharmacy, University of Manchester, M13 9 PL, Manchester, UK

    Jill Barber & Tina D Howard

  2. Department of Biochemistry, University of Oxford, South Parks Road, 0X1 3QU, Oxford, UK

    Anne C Chapman

Authors
  1. Jill Barber
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  2. Anne C Chapman
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  3. Tina D Howard
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Barber, J., Chapman, A.C. & Howard, T.D. Methods of tracing hydrogen in polyketide biosynthesis: High field NMR spectroscopy of citrinin produced in a D2O based medium. Mycotox Res 3, 13–18 (1987). https://doi.org/10.1007/BF03191980

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  • DOI: https://doi.org/10.1007/BF03191980

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