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The Journal of Experimental Medicine logoLink to The Journal of Experimental Medicine
. 1951 Jan 1;93(1):13–24. doi: 10.1084/jem.93.1.13

SELECTIVE TOXICITY OF 1,2-DICHLORO-4,5-DIAMINOBENZENE: ITS RELATION TO REQUIREMENTS FOR RIBOFLAVIN AND VITAMIN B12

D W Woolley 1; With The Technical Assistance of E. A. Singer and N. Smith1
PMCID: PMC2136053  PMID: 14803628

Abstract

In a series of 26 species selected from widely differing classes, 1,2-dichloro-4,5-diaminobenzene was toxic to those which did not exhibit a nutritional need for riboflavin plus vitamin B12. It failed to retard the growth of those which needed both of these vitamins. The compound was conceived as an antimetabolite of 1,2-dimethyl-4,5-diaminobenzene. This latter, which is contained within the structures of the two vitamins, was pictured as a metabolic precursor of them. It was found to have very slight activity as either riboflavin or as vitamin B12 for lactic acid bacteria and algae. The growth-inhibiting action of the dichlorodiaminobenzene was overcome competitively by the dimethyidiaminobenzene, and also, to a lesser extent, by o-phenylenediamine. The toxicity was not influenced by additions of riboflavin plus vitamin B12, except in the cases of two species, where the influence was slight. These facts were considered to support the idea that properly constructed analogs of a precursor of two or more essential participants in cell division may be able to circumvent the counteraction which the vitamin has been found to exert on an antimetabolite of its precursor. Alternate explanations of the observed data were likewise considered.

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Selected References

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  1. DU Vigneaud V., Dittmer K., Hague E., Long B. THE GROWTH-STIMULATING EFFECT OF BIOTIN FOR THE DIPHTHERIA BACILLUS IN THE ABSENCE OF PIMELIC ACID. Science. 1942 Aug 21;96(2486):186–187. doi: 10.1126/science.96.2486.186. [DOI] [PubMed] [Google Scholar]
  2. HOFFMANN C. E., STOKSTAD E. L. R. Response of Lactobacillus leichmannii 313 to the antipernicious anemia factor. J Biol Chem. 1948 Dec;176(3):1465–1465. [PubMed] [Google Scholar]
  3. KITAY E., McNUTT W. S., SNELL E. E. The non-specificity of thymidine as growth factor for lactic acid bacteria. J Biol Chem. 1949 Feb;177(2):993–993. [PubMed] [Google Scholar]
  4. PLAUT G. W. E., BETHEIL J. J., LARDY H. A. The relationship of folic acid to formate metabolism in the rat. J Biol Chem. 1950 Jun;184(2):795–805. [PubMed] [Google Scholar]
  5. Woolley D. W., White A. G. SELECTIVE REVERSIBLE INHIBITION OF MICROBIAL GROWTH WITH PYRITHIAMINE. J Exp Med. 1943 Dec 1;78(6):489–497. doi: 10.1084/jem.78.6.489. [DOI] [PMC free article] [PubMed] [Google Scholar]

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