Chemistry: fertilizers – Processes and products – Forms or conditioning
Patent
1986-07-17
1988-04-05
Kight, John
Chemistry: fertilizers
Processes and products
Forms or conditioning
71115, 71118, 530330, 530331, A01N 3736, A01N 3710, A01N 3718, C07K 508
Patent
active
047356510
ABSTRACT:
The following novel oligopeptide compounds which possess phytotoxic and plant growth regulating properties and methods for their use are disclosed: R.sub.1 -N(R.sub.2)-D,L-Ala-D,L-Leu-N(R.sub.2).DELTA.Phe-Gly-OR.sub.3 ; in which R.sub.1 is H or a protecting group at the amino terminus of the type 9-fluorenylmethoxycarbonyl, or benzyloxycarbonyl, R.sub.2 is an alkyl of 2 to 3 carbon atoms, R.sub.3 is hydrogen or an alkyl of 2 to 3 carbon atoms, and .DELTA.Phe is dehydrophenylalanine. R.sub.1 -D,L-Leu-N(R.sub.4)-.DELTA.Phe-Gly-OR.sub.3 ; R.sub.1 Aib-N(R.sub.2)-.DELTA.Phe-Gly-OR.sub.3 ; R.sub.1 -Ala-N(R.sub.5)-.DELTA.Phe-Gly-OR.sub.3 ; R.sub.1 -Val-N(R.sub.2)-.DELTA.Phe-Gly-OR.sub.3 ; wherein R.sub.1 is H or a protecting group at the amino terminus of the type tert-butyloxycarbonyl-(BOC), 9-fluorenylmethyloxycarbonyl, or benzyloxycarbonyl, R.sub.2 is an alkyl of 1 to 3 carbon atoms, R.sub.3 is hydrogen or an alkyl of 1 to 3 carbon atoms, and .DELTA.Phe is dehydrophenylalanine.
REFERENCES:
Rich et al, Chem. Abstr., vol. 88, No. 62600w (1978).
Myer, W. L.; Kuyper, L. F., Lewis, R. B., Templeton, G. E. and Woodhead S. H., Biochem. Biophys. Res. Comm. 56:234-240 (1974).
Walton, J. D., Elizabeth D. Earle, and Bradford W. Gibson, Biochem. Biophys. Res. Comm. Toxin from Helminthosporium carbonum Race 1.107:785, (1982).
Rich, Daniel H., J. Tam, P. Mathiaparanam, J. Grant, Synthesis, "Selective N-Methylation of Dehydroamino Acids and Peptides", pp. 402-404.
Rich, Daniel H. and Fradip K. Bhatnagar, "Conformational Studies of Tentoxin by Nuclear Magnetic Resonance Spectroscopy, Evidence for a New Conformation for a Cyclic Tetrapeptide", Journal of the American Chemical Society 100:7:2212-2218 (1978).
Kato, Tetsuo, Akira Tone, Yasushi Kodera, Sannamu Lee, Yasuyuki Shimohigashi and Nobuo Izumiya, "Conformation of Cyclo(-L Pro-D-Leu-D-Tyr(ME)-L-ILE-) Predicted by Empirical Rules for Cyclic Tetrapeptides was Evidenced by .sup.1 H.sup.- and .sup.13 C-NMR Spectroscopy", submitted Chemistry Letters.
Edwards Judson V.
Lax Alan R.
Chan Christina
Kight John
McConnell David G.
Silverstein M. Howard
The United States of America as represented by the Secretary of
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