Skip to main content
The Journal of Cell Biology logoLink to The Journal of Cell Biology
. 1965 Apr 1;25(1):23–41. doi: 10.1083/jcb.25.1.23

DIAZOPHTHALOCYANINS AS REAGENTS FOR FINE STRUCTURAL CYTOCHEMISTRY

Lois Withrow Tice 1, Russell J Barrnett 1
PMCID: PMC2106597  PMID: 14283629

Abstract

This paper reports the synthesis of 14 diazophthalocyanins containing Mg, Cu, or Pb as the chelated metal. To assess the usefulness of these compounds for fine structural cytochemistry, the relative coupling rates with naphthols were tested as well as the solubility of the resulting azo dyes. Three of the diazotates were reacted with tissue proteins in aldehyde-fixed material, and the density increases thus produced were compared in the electron microscope with those produced by staining similarly fixed material with the phthalocyanin dye, Alcian Blue. Finally, one of the diazotates was used as a capture reagent for the demonstration of the sites of acid phosphatase activity with the electron microscope.

Full Text

The Full Text of this article is available as a PDF (1.4 MB).

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BARRNETT R. J., SELIGMAN A. M. Histochemical demonstration of protein-bound alpha-acylamido carboxyl groups. J Biophys Biochem Cytol. 1958 Mar 25;4(2):169–176. doi: 10.1083/jcb.4.2.169. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. BARRNETT R. J., SELIGMAN A. M. Histochemical demonstration of sulfhydryl and disulfide groups of protein. J Natl Cancer Inst. 1954 Feb;14(4):769–803. [PubMed] [Google Scholar]
  3. BEER M., ZOBEL C. R. Electron stains. II: Electron microscopic studies on the visibility of stained DNA molecules. J Mol Biol. 1961 Dec;3:717–726. doi: 10.1016/s0022-2836(61)80076-4. [DOI] [PubMed] [Google Scholar]
  4. BURSTONE M. S., WEISBURGER E. K. New diazonium components as coupling agents in the demonstration of phosphatases. J Histochem Cytochem. 1961 May;9:301–303. doi: 10.1177/9.3.301. [DOI] [PubMed] [Google Scholar]
  5. DAVIS B. J. Histochemical demonstration of erythrocyte esterases. Proc Soc Exp Biol Med. 1959 May;101(1):90–93. doi: 10.3181/00379727-101-24842. [DOI] [PubMed] [Google Scholar]
  6. HUXLEY H. E., ZUBAY G. Preferential staining of nucleic acid-containing structures for electron microscopy. J Biophys Biochem Cytol. 1961 Nov;11:273–296. doi: 10.1083/jcb.11.2.273. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. LEHRER G. M., ORNSTEIN L. A diazo coupling method for the electron microscopic localization of cholinesterase. J Biophys Biochem Cytol. 1959 Dec;6:399–406. doi: 10.1083/jcb.6.3.399. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. SABATINI D. D., BENSCH K., BARRNETT R. J. Cytochemistry and electron microscopy. The preservation of cellular ultrastructure and enzymatic activity by aldehyde fixation. J Cell Biol. 1963 Apr;17:19–58. doi: 10.1083/jcb.17.1.19. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. SELIGMAN A. M., HANKER J. S., SEAMAN A. R., SILBERSTEIN H. E. Stability of the iodine-carbon bond of radioactive iodoalbumin in the 50 kv electron beam. J Cell Biol. 1962 Nov;15:395–395. doi: 10.1083/jcb.15.2.395. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. SPICER S. S. A correlative study of the histochemical properties of rodent acid mucopolysaccharides. J Histochem Cytochem. 1960 Jan;8:18–35. doi: 10.1177/8.1.18. [DOI] [PubMed] [Google Scholar]
  11. WATSON M. L., ALDRIDGE W. G. Methods for the use of indium as an electron stain for nucleic acids. J Biophys Biochem Cytol. 1961 Nov;11:257–272. doi: 10.1083/jcb.11.2.257. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. WEISS L. P., TSOU K. C., SELIGMAN A. M. Histochemical demonstration of protein-bound amino groups. J Histochem Cytochem. 1954 Jan;2(1):29–49. doi: 10.1177/2.1.29. [DOI] [PubMed] [Google Scholar]
  13. ZUGIBE F. T., BROWN K. D., LAST J. H. A new technique for the simultaneous demonstration of lipid and acid polysaccharides on the same tissue section. J Histochem Cytochem. 1959 Mar;7(2):101–106. doi: 10.1177/7.2.101. [DOI] [PubMed] [Google Scholar]

Articles from The Journal of Cell Biology are provided here courtesy of The Rockefeller University Press

RESOURCES