Letter | Published:

Separation and Characterization of the Stereoisomers of N,N′-Ethylenebis-[2-(o-hydroxyphenyl)]-glycine

Naturevolume 193pages472473 (1962) | Download Citation



THE exceptional efficiency of the commercially available iron chelate of N,N′-ethylenebis-[2-(o-hydroxyphenyl)]-glycine (EHPG) in correcting iron chlorosis induced by lime in plants has long been recognized1. Extensive studies of solution equilibria2, analytical3 and medical4 applications of this substance have also been conducted. The fact that stereo-isomeric forms of it are possible has not been indicated previously. On inspection of the molecular structure of EHPG: it is apparent that two like asymmetric carbon atoms are present as indicated by the asterisks. Accordingly, two forms of the compound with different physical and chemical properties should exist, a meso form and a dl-racemic mixture. It was of interest, therefore, to separate and characterize these isomers and to determine their possible significant difference in translocating iron to plants.

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  1. 1

    Kroll, H., Knell, M., Powers, J., and Simonian, J., J. Amer. Chem. Soc., 79, 2024 (1957).

  2. 2

    Frost, A. E., Freedman, H. H., Westerback, S. J., and Martell, A. E., J. Amer. Chem. Soc., 80, 530 (1958).

  3. 3

    Hill-Cottingham, D. G., Analyst, 82, 524 (1957).

  4. 4

    Rubin, M., and Princiotto, J. V., Ann. N.Y. Acad. Sci., 88, 450 (1960).

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  1. Geigy Research Laboratories, Division of Geigy Chemical Corporation, Ardsley, New York

    •  & GEORGE BOKA


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