Abstract
Polyoxin D, nikkomycin X, and nikkomycin Z are all competitive inhibitors of chitin synthetase 2 (Chs2), the essential enzyme for primary septum formation in Saccharomyces cerevisiae, and of Chs1, a repair enzyme. However, Chs2 is more resistant to these antibiotics than Chs1. When Co2+, the best stimulator of Chs2, was used in the assay for this enzyme, the differences in the Ki values for nikkomycins between the two isozymes reached 3 orders of magnitude. These results point to differences in the active sites of the two isozymes. Polyoxin D was much more effective than nikkomycin Z in inhibiting cell growth. This underlines the importance of the choice of enzyme and of assay conditions when cell wall-synthesizing enzymes are used in screens for possible antifungal agents.
MeSH Terms
Aminoglycosides
Anti-Bacterial Agents/pharmacology
Antifungal Agents/pharmacology
Chitin Synthase/antagonists & inhibitors
Cobalt/pharmacology
Kinetics
Magnesium/pharmacology
Pyrimidine Nucleosides/pharmacology
Saccharomyces cerevisiae/drug effects,enzymology
Chemicals
Aminoglycosides
Anti-Bacterial Agents
Antifungal Agents
Pyrimidine Nucleosides
Cobalt
nikkomycin
polyoxorim
Chitin Synthase
Magnesium
Authors & Affiliations
1 authors, click to expand affiliations / ORCID
Cabib E
Laboratory of Biochemistry and Metabolism, National Institute of Diabetes and Digestive and Kidney Diseases, Bethesda, Maryland 20892.
References (19)
19 references, click to expand
-
Synthesis and biological activity of tripeptidyl polyoxins as antifungal agents.
Antimicrob Agents Chemother. 1983 Nov;24(5):787-96
PMID: 6362556
-
Fungal cell wall synthesis: the construction of a biological structure.
Microbiol Sci. 1988 Dec;5(12):370-5
PMID: 3079180
-
Synthesis and biological properties of chitin synthetase inhibitors resistant to cellular peptidases.
J Med Chem. 1986 May;29(5):802-9
PMID: 2939243
-
Chitin synthetase 2, a presumptive participant in septum formation in Saccharomyces cerevisiae.
J Biol Chem. 1986 Nov 15;261(32):15147-52
PMID: 2945823
-
The synthesis and degradation of chitin.
Adv Enzymol Relat Areas Mol Biol. 1987;59:59-101
PMID: 2949540
-
Regulation of dipeptide transport in Saccharomyces cerevisiae by micromolar amino acid concentrations.
J Bacteriol. 1987 May;169(5):2132-6
PMID: 3553158
-
Two chitin synthases in Saccharomyces cerevisiae.
J Biol Chem. 1987 Apr 25;262(12):5732-9
PMID: 2952643
-
Studies on polyoxins, antifungal antibiotics. 13. The structure of polyoxins.
J Am Chem Soc. 1969 Dec 17;91(26):7490-505
PMID: 5358618
-
Effect of polyoxin D on chitin synthesis and septum formation in Saccharomyces cerevisiae.
J Bacteriol. 1974 Aug;119(2):564-75
PMID: 4604393
-
Studies on the mode of action of polyoxins. VI. Effect of polyoxin B on chitin synthesis in polyoxin-sensitive and resistant strains of Alternaria kikuchiana.
J Antibiot (Tokyo). 1974 Apr;27(4):260-6
PMID: 4854490
-
Stoffwechselprodukte von mikroorganismen. 154. Mitteilung. Nikkomycin, ein neuer hemmstoff der chitinsynthese bei pilzen.
Arch Microbiol. 1976 Mar 19;107(2):143-60
PMID: 1259515
-
Chitin synthesis in Candida albicans: comparison of yeast and hyphal forms.
J Bacteriol. 1978 Mar;133(3):1472-7
PMID: 346576
-
Solubilization and partial purification of yeast chitin synthetase. Confirmation of the zymogenic nature of the enzyme.
J Biol Chem. 1978 Jun 25;253(12):4419-25
PMID: 350873
-
Distribution of chitin in the yeast cell wall. An ultrastructural and chemical study.
J Cell Biol. 1980 May;85(2):199-212
PMID: 6989839
-
Chitin synthase 2 is essential for septum formation and cell division in Saccharomyces cerevisiae.
Proc Natl Acad Sci U S A. 1988 Jul;85(13):4735-9
PMID: 2968606
-
Chitin synthase 1, an auxiliary enzyme for chitin synthesis in Saccharomyces cerevisiae.
J Cell Biol. 1989 May;108(5):1665-72
PMID: 2523889
-
Similar and different domains of chitin synthases 1 and 2 of S. cerevisiae: two isozymes with distinct functions.
Yeast. 1989 Nov-Dec;5(6):459-67
PMID: 2533436
-
Isolation of a chitin synthase gene (CHS1) from Candida albicans by expression in Saccharomyces cerevisiae.
Mol Microbiol. 1990 Feb;4(2):197-207
PMID: 2140148
-
Isolation of chitin synthetase from Saccharomyces cerevisiae. Purification of an enzyme by entrapment in the reaction product.
J Biol Chem. 1984 Dec 10;259(23):14966-72
PMID: 6238967