Hostname: page-component-78c5997874-t5tsf Total loading time: 0 Render date: 2024-11-19T10:33:20.666Z Has data issue: false hasContentIssue false

Plant Growth Regulator Activity of Optical Isomers of DMPA

Published online by Cambridge University Press:  12 June 2017

T. W. Holmsen*
Affiliation:
Biochemical Research Laboratory, The Dow Chemical Company, Midland, Michigan

Abstract

The herbicide O-(2,4-dichlorophenyl) O-methyl isopropylphosphoramidothioate (DMPA) contains an asymmetric tetracovalent phosphorus. The d-isomer is much less active and the l-isomer more active than dl-DMPA in inhibiting seedling grass growth. Furthermore, low levels of dl-DMPA stimulate root growth of seedling wheat (Triticum vulgare L., var. Soft winter).

Type
Research Article
Copyright
Copyright © 1969 Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

1. Aaron, H. S., Michel, H. O., Witten, B., and Miller, J. I. 1958. The stereochemistry of asymmetric phosphorus compounds. II. Stereospecificity in the irreversible inactivation of cholinesterases by the enantiomorphs of an organophosphorus inhibitor. J. Am. Chem. Soc. 80:456458.Google Scholar
2. Blair, E. H., Kauer, K. C., and Kenaga, E. E. 1963. Synthesis and insecticidal activity of O-methyl-(2,4,5-trichlorophenyl) phosphoramidothioates and related compounds. J. Agr. Food Chem. 11:237240.Google Scholar
3. Boter, H. L., Ooms, A. J. J., van der Berg, G. R., and van Dijk, C. 1966. Synthesis of optically active isopropyl methylphosphonofluoridate (Sarin). Rec. Trav. Chim. 85:147150.CrossRefGoogle Scholar
4. Fields, M. L. and Hemphill, D. D. 1966. Effect of Zytron and its degradation products on soil microorganisms. Appl. Microbiol. 14:724731.Google Scholar
5. Fredga, A. and Aberg, B. 1965. Stereoisomerism in plant growth regulators of the auxin type. Ann. Rev. Plant Physiol. 16:5372.Google Scholar
6. Hauser, E. W. 1967. The influence of DMPA on peanut yields. Weeds 15:8485.Google Scholar
7. Hodgson, J. M., Thrasher, F. P., and Eslick, R. F. 1964. Effects of eight herbicides on yields of barley and wheat varieties. Crop Sci. 4:307310.Google Scholar
8. Ooms, A. J. J. and Boter, H. L. 1965. Stereospecificity of hydrolytic enzymes in their reaction with optically active organophosphorus compounds—I. The reaction of cholinesterases and paraoxonase with S-alkyl P-nitrophenyl methylphosphonothiolates. Biochem. Pharm. 14:18391846.Google Scholar
9. Seiber, J. H. and Tolkmith, H. 1968. Optically active organophosphoramides. O-2,4-dichlorophenyl O-methyl isopropylphosphoramidothioate and some related compounds. Tetrahedron 24: (in press).Google Scholar
10. Tolkmith, H., Seiber, J. H., Buddie, P. B., and Mussell, D. R. 1967. Imidazole: fungitoxic derivatives. Science 158:14621463.Google Scholar