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Nystatin

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Biosynthesis

Part of the book series: Antibiotics ((ANTIBIOTICS))

Abstract

The biosynthesis of nystatin cannot be divorced in principle from that of the macrolide antibiotics in general [for a review see for example Grisebach (1964)]. It is unique, however, in that much of what is known of the structure is due to biosynthetic investigations. The macrolides are characterised by many-membered lactone rings, carrying numerous substituents: methyl groups, hydroxyl groups, unusual sugar, and frequently at least one carbonyl group. The sub-group of polyenes contains a conjugated series of double bonds, usually about four to seven in number. They are biogenetically of the class of polyketides composed of “acetate” and “propionate” units; the methyl groups are due to “propionate” units apart, in some cases, from a terminal “acetate” one, and much of the oxygen, frequently in β-positions, is a remnant of the polyketide carbonyl groups, and is usually present as OH. More introduced oxygens are also frequently present.

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References

  • Birch, A. J., C. W. Holzapfel, R. W. Rickards, C. Djerassi, M. Suzuki, J. West-Ley, J. D. Dutcher, and R. Thomas: Nystatin. Part V. Biosynthetic definition of some structural features. Tetrahedron Letters 1485 (i 964a).

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  • Birch, A. J., C. W. Holzapfel, R. W. Rickards, C. Djerassi, P. C. Seidel, M.Suzuki, J. W. Westley, and J. D. Dutcher: Nystatin. Part VI. Chemistry and partial structure of the antibiotic. Tetrahedron Letters 1491 (1964 b).

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  • Djerassi, C.: Personal communication 1966.

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© 1967 Springer-Verlag Berlin Heidelberg

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Birch, A.J. (1967). Nystatin. In: Gottlieb, D., Shaw, P.D. (eds) Biosynthesis. Antibiotics. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-38441-1_19

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  • DOI: https://doi.org/10.1007/978-3-662-38441-1_19

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-662-37650-8

  • Online ISBN: 978-3-662-38441-1

  • eBook Packages: Springer Book Archive

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