Plant Growth Regulators, Preliminary Screening Tests of Amino Acid Derivatives of 2-(2',4'-Dichlorophenoxy)propionic Acid

Abstract

Because the optical configuration of compounds affecting plant growth is important to their selectivity, a series of new amino acid derivatives of 2-(2',4'-dich1orophenoxy)-propionic acid in their D-, 1-, and DL-forms has been synthesized and screened for effectiveness as plant-growth regulators. This investigation was undertaken specifically to widen the possibilities for utilization of amino acids, and in general to elucidate the mode of action of growth regulators. The derivatives of DL-and L-amino acids proved generally to be active plant-growth regulators with high selectivity; those of the D-amino acids were almost completely lacking in growth-regulating properties during the test period. A variety of notable differences in behavior patterns are characteristic of this series, in sharp contrast to generalities reported for other halogenated phenoxy acid series. These derivatives are easily prepared and analyzed, and possess sharp melting points; hence they may be useful in the characterization of amino acids.

Plant Growth Regulators, Preparation and Plant Growth-Regulating Activity of Crude Protein Hydrolyzate Derivatives of DL-2-(2,4-Dichlorophenoxy) propionic Acid

“…In general, all derivatives were more effective in inhibiting the growth of corn than the parent regulating compound; hence there was a marked increase in activity. This is a unique characteristic in striking contrast to the behavior of some individual D-, dl-, and L-amino acid derivatives of 2-(2,4-DP) previously evaluated (3). Only in the case of cucumber and the use of -protein 4-hour, animal gluten HMD-105-B-78 hydrolyzate derivatives were responses equal to that produced by the parent acid.…”

“…(enzymically hydrolyzed protein derivative; have been prepared and are being evaluated), alkaline hydrolysis may have racemized many of the L-type assymetries to give proportions of D-isomers approaching the 1 to 1 dl-limit. Judging by the low order of activity usually found for the isolated D-isomers (3)(4)(5), the expected effect of racemization would be to reduce activity. Some of the hydrolyzates were unique in composition with especially high proportions of certain amino acids, as, for example, HMD-105-B-78 (Table I) which contained 56% proline and HMD-106-B-79 which was distinctively high in proline, phenylalanine, leucine, and isoleucine.…”

Notes- The Structure of the Addition Product from Hydrogen Cyanide and a 2-Vinyldihydro-1,3-oxazine

“…Two additional dihydro-1,3-oxazines containing a 2-alkyl substituent were prepared and their absorption in the 6µ region were compared (Table I). The moderately strong band in the 6.88-6.92µ region is due to -CH2-deformation frequencies.7 Examination of the 3µ region showed a weak band at 3.00µ which (5) . E. Smith and H. Adkins, J.…”

Plant Growth Regulators, Synthesis and Preliminary Evaluation of Amino Acid Derivatives of 2-(2,4,5,-Trichlorophenoxy)propionic Acid

“…Hence the reason for preparing this series of D-, L-, and DLamino acid derivatives of 2,4,5-TP. This work with 33 new compounds represents an elaboration of previous studies (4)(5)(6) in which only 18 compounds were prepared for each series.…”

“…series previously reported (3)(4)(5)(6)(7)(8) have now been submitted to various agencies for evaluation as anticancer agents, estrogenic substances, fungicides, herbicides, insecticides, and nematocides.…”