Characterization of the smallest chitosan oligomer that is maximally antifungal to Fusarium solani and elicits pisatin formation in Pisum sativum

Chitosan (β-1,4-linked glucosamine polymer) oligomers were characterized by their antifungal effect onFusarium solani f. sp.pisi andF. solani f. sp.phaseoli and their ability to elicit pisatin formation in immature pea pods. The antifungal and pisatin-inducing abilities were shown to increase as the polymer size increased. Monomer and dimer units showed no antifungal activity and induced little pisatin. Trimer through pentamer units were antifungal at high concentrations and were moderate in ability to induce pisatin formation. A sharp increase in antifungal activity and pisatin formation was noted for the hexamer unit, while the heptamer unit was maximal in both antifungal activity and formation of pisatin. Chitosan and its derivatives showed maximal activities in both antifungal action and pisatin induction, while chitin and chitin derivatives showed no antifungal activity and only weak pisatin formation activity. These findings show that high-molecular-weight chitosan fragments are more active in both antifungal and pisatin formation activity than are the intermediate and low-molecular-weight fragments. The chitosan oligomers which most effectively induce pisatin and inhibit theF. solani formae speciales are the non-acetylated heptamers.

[1]  L. Hadwiger,et al.  Molecular Communication in Host-Parasite Interactions: Hexosamine Polymers (Chitosan) as Regulator Compounds in Race-Specific and Other Interactions , 1981 .

[2]  R. B. Pearce,et al.  Chitin and related compounds as elicitors of the lignification response in wounded wheat leaves , 1982 .

[3]  L. Hadwiger,et al.  Localization of Fungal Components in the Pea-Fusarium Interaction Detected Immunochemically with Anti-chitosan and Anti-fungal Cell Wall Antisera. , 1981, Plant physiology.

[4]  J. Chang,et al.  The use of an amino acid analyzer for the rapid identification and quantitative determination of chitosan oligosaccharides. , 1979, Analytical biochemistry.

[5]  L. Hadwiger,et al.  Hexosamine accumulations are associated with the terminated growth of Puccinia striiformis on wheat isolines , 1981 .

[6]  D. Young,et al.  Effect of Chitosan on Membrane Permeability of Suspension-Cultured Glycine max and Phaseolus vulgaris Cells. , 1982, Plant physiology.

[7]  L. Hadwiger,et al.  Chitosan as a Component of Pea-Fusarium solani Interactions. , 1980, Plant physiology.

[8]  L. Hadwiger.  Induction of phenylalanine ammonia lyase and pisatin by photosensitive psoralen compounds. , 1972, Plant physiology.

[9]  J. Ride,et al.  A rapid method for the chemical estimation of filamentous fungi in plant tissue , 1972 .

[10]  A. B. Foster,et al.  451. Amino-sugars and related compounds. Part IV. Isolation and properties of oligosaccharides obtained by controlled fragmentation of chitin , 1958 .

[11]  L. Hadwiger,et al.  Glycosidic Enzyme Activity in Pea Tissue and Pea-Fusarium solani Interactions. , 1980, Plant physiology.

[12]  L. Hadwiger,et al.  Effect of Heat Shock on the mRNA-Directed Disease Resistance Response of Peas. , 1983, Plant physiology.

[13]  L. Hadwiger,et al.  The fungicidal effect of chitosan on fungi of varying cell wall composition , 1979 .

[14]  L. Hadwiger,et al.  Effects of Light and of Fusarium solani on Synthesis and Activity of Phenylalanine Ammonia-Lyase in Peas. , 1981, Plant physiology.

[15]  L. Hadwiger,et al.  Chitosans and pectic polysaccharides both induce the accumulation of the antifungal phytoalexin pisatin in pea pods and antinutrient proteinase inhibitors in tomato leaves. , 1983, Biochemical and biophysical research communications.

[16]  L. Hadwiger,et al.  Nuclear changes associated with the host-parasite interaction between Fusarium solani and peas , 1978 .

[17]  J. H. Hash,et al.  The N,O-diacetylmuramidase of Chalaropsis species. Identificaiton of aspartyl and glutamyl residues in the active site. , 1978, The Journal of biological chemistry.

[18]  L. Hadwiger,et al.  Mode of Pisatin Induction: Increased Template Activity and Dye-binding Capacity of Chromatin Isolated from Polypeptide-treated Pea Pods. , 1974, Plant physiology.

[19]  L. Hadwiger,et al.  Two-dimensional electrophoretic analysis of in vivo and in vitro synthesis of proteins in peas inoculated with compatible and incompatible Fusarium solani , 1982 .

[20]  E. C. Bate-smith,et al.  Chromatographic behaviour and chemical structure I. Some naturally occuring phenolic substances , 1950 .

[21]  T. Kinoshita,et al.  Analytical chemical studies on amino sugars. II. Determination of hexosamines using 3-methyl-2-benzothiazolone hydrazone hydrochloride. , 1969, Chemical & pharmaceutical bulletin.

[22]  D. Young,et al.  Release of Calcium from Suspension-Cultured Glycine max Cells by Chitosan, Other Polycations, and Polyamines in Relation to Effects on Membrane Permeability. , 1983, Plant physiology.