Skip to main content
Log in

Metabolic products of microorganisms

203. Inhibition of chitosomal chitin synthetase and growth of Mucor rouxii by nikkomycin Z, nikkomycin X, and polyoxin A: A comparison

  • Published:
Archives of Microbiology Aims and scope Submit manuscript

Abstract

The effect of the nucleoside-peptide antibiotics nikkomycin Z, nikkomycin X, and polyoxin A was tested on chitosomal chitin synthetase from yeast cells of the dimorphic fungus Mucor rouxii. The K i was 0.6 μM for polyoxin A and 0.5 μM for nikkomycin X; nikkomycin Z was slightly less inhibitory (K i=3.5μM). Whereas the minimum inhibitory concentrations of the nikkomycins for growth and germination were quite low (about 1μM, or lower), polyoxin A displayed no antifungal activity against yeast cells and sporangiospores of the test organism, even when present in high concentrations. These results are discussed with respect to structure/activity relationships.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Abbreviations

MIC:

minimum inhibitory concentration (i.e. concentration required to completely suppress growth: cf. Drews, 1979)

GlcNAc:

N-acetyl-d-glucosamine

UDP-GlcNAc:

uridine 5′-diphospho-N-acetyl-d-glucosamine

References

  • Bartnicki-Garcia S, Nickerson WS (1962) Nutrition, growth and morphogenesis of Mucor rouxii. J Bacteriol 84:841–858

    Google Scholar 

  • Bartnicki-Garcia S, Lippman E (1972) Inhibition of Mucor rouxii by polyoxin D: Effects on chitin synthetase and morphological development. J Gen Microbiol 71:301–309

    Google Scholar 

  • Bartnicki-Garcia S, Bracker CE, Reyes E, Ruiz-Herrera J (1978) Isolation of chitosomes from taxonomically diverse fungi and synthesis of chitin microfibrils in vitro. Exp Mycol 2:173–192

    Google Scholar 

  • Bartnicki-Garcia S, Ruiz-Herrera J, Bracker CE (1979) Chitosomes and chitin synthesis. In: Burnett JH, Trinci APJ (eds) Fungal walls and hyphal growth. Univ Press, Cambridge, pp 149–168

    Google Scholar 

  • Brillinger GU (1979) Metabolic products of microorganisms. 181. Chitin synthase from fungi, a test model for substances with insecticidal properties. Arch Microbiol 121:71–74

    Google Scholar 

  • Cohen E, Casida JE (1980) Inhibition of Tribolium gut chitin synthetase. Pestic Biochem Physiol 13:129–136

    Google Scholar 

  • Dähn U, Hagenmaier H, Höhne H, König WA, Wolf G, Zähner H (1976) Stoffwechselprodukte von Mikroorganismen. 154. Mitteilung. Nikkomycin, ein neuer Hemmstoff der Chitinsynthese bei Pilzen. Arch Microbiol 107:143–160

    Google Scholar 

  • Dixon M (1953) The determination of enzyme inhibitor constants. Biochem J 55:170–171

    Google Scholar 

  • Drews J (1979) Grundlagen der Chemotherapie. Springer, Wien New York

    Google Scholar 

  • Fiedler H-P (1981) Quantitation of nikkomycins in biological fluids by ion-pair reversed-phase high-performance liquid chromatography. J Chromatogr 204:313–318

    Google Scholar 

  • Furter R (1980) Effekte von Polyenmakrolidantibiotika auf pilzliche Chitinsynthetase. M. Sc. thesis Univ Zürich (Switzerland)

  • Gooday GW, de Rousset-Hall A (1975) Properties of chitin synthetase from Coprinus cinereus. J Gen Microbiol 89: 137–145

    Google Scholar 

  • Gooday GW (1979) The action of polyoxin on fungi. Abh Dtsch Akad Wiss DDR. Reihe N: 159–166

  • Hagenmaier H, Keckeisen A, Zähner H, König WA (1979) Stoffwechselprodukte von Mikroorganismen. 182. Aufklärung der Struktur des Nukleosidantibiotikums Nikkomycin X. Liebigs Ann Chem 1494–1502

  • Hagenmaier H, Keckeisen A, Dehler W, Fiedler H-P, Zähner H, König WA (1981) Stoffwechselprodukte von Mikroorganismen. 199. Konstitutionsaufklärung der Nikkomycine I, J, M und N. Liebigs Ann Chem 6:1018–1024

    Google Scholar 

  • Hori M, Kakiki K, Suzuki S, Misato T (1971) Studies on the mode of action of polyoxins. Part III. Relation of polyoxin structure to chitin synthetase inhibition. Agric Biol Chem 35:1280–1291

    Google Scholar 

  • Isono K, Asaki K, Suzuki S (1969) Studies on polyoxins, antifungal antibiotics. XIII. The structure of polyoxins. J Am Chem Soc 91:7490–7505

    Google Scholar 

  • Keller FA, Cabib E (1971) Chitin and yeast budding. Properties of chitin synthetase from Saccharomyces carlsbergensis. J Biol Chem 246:160–166

    Google Scholar 

  • König WA, Hass W, Dehler W, Fiedler H-P, Zähner H (1980) Stoffwechselprodukte von Mikroorganismen. 189. Strukturaufklärung und Partialsynthese des Nucleosidantibiotikums Nikkomycin B. Liebigs Ann Chem 622–628

  • Lowry OH, Rosebrough NJ, Farr AL, Randall RJ (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193:265–275

    Google Scholar 

  • Mallette MF (1969) Evaluation of growth by physical and chemical means. In: Norris JR, Ribbons DW (eds) Methods in microbiology, vol 1. Academic Press, London New York, pp 521–566

    Google Scholar 

  • McMurrough I, Flores-Carreon A, Bartnicki-Garcia S (1971) Pathway of chitin synthesis and cellular localization of chitin synthetase in Mucor rouxii. J Biol Chem 246:3999–4007

    Google Scholar 

  • Misato T, Kakiki K (1977) Inhibition of fungal cell wall synthesis and cell membrane function. In: Siegel MR, Sisler HD (eds) Antifungal compounds, vol 2. Dekker, New York Basel, pp 277–300

    Google Scholar 

  • Rast DM, Bartnicki-Garcia S (1981) Effects of amphotericin B, nystatin, and other polyene antibiotics on chitin synthase. Proc Natl Acad Sci USA 78:1233–1236

    Google Scholar 

  • Ruiz-Herrera J, Lopez-Romero E, Bartnicki-Garcia S (1977) Properties of chitin synthetase in isolated chitosomes from yeast cells of Mucor rouxii. J Biol Chem. 252:3338–3343

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Metabolic products of microorganisms. 202. H. P. Kaiser and W. Keller-Schierlein: Strukturaufklärung von Elaiophylin: Spektroskopische Untersuchungen und Abbau. Helv. Chim. Acta 64: 407–424 (1981)

Rights and permissions

Reprints and permissions

About this article

Cite this article

Müller, H., Furter, R., Zähner, H. et al. Metabolic products of microorganisms. Arch. Microbiol. 130, 195–197 (1981). https://doi.org/10.1007/BF00459518

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00459518

Key words

Navigation