Skip to main content
Log in

Aldehyde-fuchsin: Historical and chemical considerations

  • Published:
Histochemistry Aims and scope Submit manuscript

Summary

The staining mechanisms of Gomori's aldehyde-fuchsin are not yet fully understood. It seemed therefore timely to review the history of this dye class in context with current dye and aldehyde chemistry. In 1861 Lauth treated basic fuchsin with acetaldehyde. This dye became known as Aldehyde Blue, but consisted of violet and blue dyes. Schiff (1866) studied several aldehyde-fuchsins; these compounds contained two molecules of dye and three molecules of aldehyde. Acetaldehyde-fuchsin prepared according to Schiff's directions showed staining properties similar to those of Gomori's aldehyde-fuchsin. This dye class was soon superseded by new dyes more suitable for textile dyeing, and chemical investigations of aldehyde-fuchsins ceased around the turn of the century. Gomori's aldehyde-fuchsin has been regarded as a Schiff base. However, according to chemical data, low molecular aliphatic aldehydes and aromatic amines tend to form condensation products. Correlations of chemical and histochemical observations suggest such processes during aging of dye solutions. Models of dimers and polymers of aldehyde-fuchsin could be built without steric hindrance. The nature of the bonds formed by various components of aldehyde-fuchsin solutions is not clear. However, cystine in proteins, e.g. in basement membranes, apparently does not play a role in the binding of aldehyde-fuchsin by unoxidized Carnoy- or methacarn-fixed sections.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Baer, D.A.: Cationic dyes for synthetic fibers. In: The Chemistry of Synthetic Dyes. K. Venkataraman (ed.), Vol. IV, p. 161–210. New York and London: Academic Press 1971

    Google Scholar 

  • Bangle, R.: Gomori's paraldehyde-fuchsin stain. I. Physico-chemical and staining properties of the dye. J. Histochem. Cytochem. 2, 291–299 (1954)

    Google Scholar 

  • Böck, P.: Staining of elastin and pseudo-elastica (“elastic fiber microfibrils”, type III and type IV collagen) with paraldehyde-fuchsin. Mikroskopie 33, 332–341 (1977)

    Google Scholar 

  • Böck, P.: Histochemical demonstration of type IV collagen in the renal glomerulus. Histochemistry 55, 269–270 (1978)

    Google Scholar 

  • Bolley, P.A., Kopp, E.: Die Theerfarbstoffe. Erster Theil, 1867–1874. Braunschweig: Friedrich Vieweg und Sohn 1897

    Google Scholar 

  • Chung, E., Miller, E.J.: Collagen polymorphism: characterization of molecules with the chain composition [α1(III)]3 in human tissue. Science 183, 1200–1201 (1974)

    Google Scholar 

  • Clark, C.C., Kefalides, N.A.: Type IV collagen: a universal component of basement membranes? Devel. Biol. 40, f1-f4 (1974)

    Google Scholar 

  • Denffer, H.v.: Bindungsort und Bindungsmodus von Aldehydfuchsin in den B-Zellen des Inselapparates. Histochemie 36, 97–113 (1973)

    Google Scholar 

  • Denffer, H.v., Heidbrink, V.: Dünnschichtchromatographische Untersuchung verschiedener Aldehydfuchsine. Acta histochem. (Jena) 48, 62–68 (1974)

    Google Scholar 

  • Fischer, E., Fischer, O.: Über Triphenylmethan und Rosanilin. Justus Liebigs Ann. Chem. 194, 242–303 (1878)

    Google Scholar 

  • Gallop, P.M., Paz, M.A.: Posttranslational protein modifications, with special attention to collagen and elastin. Physiol. Rev. 55, 418–487 (1975)

    Google Scholar 

  • Gattermann, L., Wichmann, G.: Über Aldehydblau. Ber. Dtsch. chem. Ges. 22, 227–236 (1889)

    Google Scholar 

  • Goldstein, D.J.: Ionic and non-ionic bonds in staining, with special reference to the action of urea and sodium chloride on the staining of elastic fibers and glycogen. Quart. J. Microsc. Sci. 103, 477–492 (1962)

    Google Scholar 

  • Gomori, G.: Aldehyde-fuchsin: a new stain for elastic tissue. Amer. J. Clin. Pathol. 20, 665–666 (1950)

    Google Scholar 

  • Griffiths, J.: Colour and Constitution of Organic Molecules. London, New York: Academic Press 1976

    Google Scholar 

  • Gross, J.: Collagen biology: structure, degradation and disease. The Harvey Lectures 68, 331–432 (1974)

    Google Scholar 

  • Gustavson, K.H.: The Chemistry of Tanning Processes. New York: Academic Press 1956

    Google Scholar 

  • Hadley, E.H.: Aldehydes. In: Encyclopedia of Chemistry, 3rd ed. C.A. Hampel, G.G., Hawley (eds.), p. 41–42. New York: Van Nostrand 1975

    Google Scholar 

  • Halmi, N.S., Davies, J.: Comparison of aldehyde-fuchsin staining, metachromasia and periodic acid-Schiff reactivity of various tissues. J. Histochem. Cytochem. 1, 447–459 (1953)

    Google Scholar 

  • Harms, H.: Handbuch der Farbstoffe für die Mikroskopie. Teil II, 3. Lieferung. Kamp-Lintfort: Staufen Verlag 1958

    Google Scholar 

  • Hückel, W.: Organische Chemie. 2. Aufl. Leipzig: Akademische Verlagsgesellschaft 1941

    Google Scholar 

  • Hückel, W.: Theoretische Grundlagen der organischen Chemie, I. Band, 9. Aufl. Leipzig: Akademische Verlagsgesellschaft Geest & Portig 1961

    Google Scholar 

  • Magnus: Aldehydgrün. In: Enzyklopädie der Mikroskopischen Technik P. Ehrlich, R. Krause, M. Moose, H. Rosin and K. Weigert (eds.), Bd. I, p. 14. Berlin, Wien: Urban & Schwarzenberg 1910

    Google Scholar 

  • McGregor, R.: Diffusion and Sorption in Fibres and Films. Vol. I. London, New York: Academic Press 1974

    Google Scholar 

  • McOmie, J.F.W.: Protective Groups in Organic Chemistry. London, New York: Plenum Press 1973

    Google Scholar 

  • Meloan, S.N., Puchtler, H.: Are-investigation of early elastica stains Anat. Rec. (in press)

  • Meyer, R., Gnehm, R.: Die Theerfarbstoffe. Dritter Theil (1895–1897). Braunschweig: Friedrich Vieweg und Sohn 1897

    Google Scholar 

  • Miller, W.v., Plöchl, J.: Über Aldehydgrün. Ber. Dtsch. chem. Ges. 24, 1700–1715 (1891)

    Google Scholar 

  • Mowry, R.W.: Aldehyde fuchsin staining, direct or after oxidation: problems and remedies, with special reference to human pancreatic B cells, pituitaries, and elastic fibers. Stain Technol. 53, 141–154 (1978)

    Google Scholar 

  • Nietzki, R.: Chemie der organischen Farbstoffe. 5. Aufl. Berlin: Springer 1906

    Google Scholar 

  • Ortman, R., Forbes, W.F., Balasurbramanian, A.: Concerning the staining properties of aldehyde basic fuchsin. J. Histochem. Cytochem. 14, 104–111 (1966)

    Google Scholar 

  • Pearse, A.G.E.: Histochemistry, Theoretical and Applied, 3rd ed., vol. 1. Boston: Little Brown & Co. 1968

    Google Scholar 

  • Prud'homme, M.: Nouvelle synthése de la parafuchsine et de ses dérivés mono-, di-, tri- et tétraalcoylés. Bull. Soc. Chem. 15, 142–146 (1896)

    Google Scholar 

  • Puchtler, H., Sweat, F., Bates, R., Brown, J.H.: On the mechanism of resorcin-fuchsin staining. J. Histochem. Cytochem. 9, 553–559 (1961)

    Google Scholar 

  • Puchtler, H., Sweat, F.: Influence of various pretreatments on the staining properties of connective tissue fibers. Ann. d'Histochim. 8, suppl. 1, 189–198 (1963)

    Google Scholar 

  • Puchtler, H., Sweat, F.: A selective stain for renal basement membranes. Stain Technol. 39, 163–166 (1964a)

    Google Scholar 

  • Puchtler, H., Sweat, F.: Histochemical specifity of staining methods for connective tissue fibers: Resorcin-fuchsin and Van Gieson's picro-fuchsin. Histochemie 4, 24–34 (1964b)

    Google Scholar 

  • Puchtler, H., Meloan, S.N., Brewton, B.R.: On the history of basic fuchsin and aldehyde-Schiff reactions from 1862 to 1935. Histochemistry 41, 185–194 (1975)

    Google Scholar 

  • Puchtler, H., Meloan, S.N., Pollard, G.R.: Light microscopic distinction between elastin, pseudoelastica (type III collagen?) and interstitial collagen. Histochemistry 49, 1–14 (1976)

    Google Scholar 

  • Puchtler, H., Waldrop, F.S., Meloan, S.N.: Effects of acetylation and benzoylation on dye binding: Investigation of molecular alterations in models. Histochemistry 58, 65–70

  • Rath, H.: Lehrbuch der Textilchemie. 3. Aufl. Berlin, Heidelberg, New York: Academic Press 1974

    Google Scholar 

  • Schiff, H.: Note sur l'action des aldéhydes sur la rosaniline. C.R. Acad. Sci. (Paris) 61, 45–75 (1865)

    Google Scholar 

  • Schiff, H.: Eine neue Reihe organischer Diamine. Justus Liebigs Ann. Chem. 140, 92–137 (1866)

    Google Scholar 

  • Schubert, F.: Lehrbuch der technischen Chemie. 2. Aufl. Erlangen: Ferdinand Enke 1866

    Google Scholar 

  • Scott, H.R., Clayton, B.P.: A comparison of the staining affinities of aldehyde-fuchsin and the Schiff reagent. J. Histochem. Cytochem. 1, 336–346 (1953)

    Google Scholar 

  • Sumner, B.E.H.: A histochemical study of aldehyde fuchsin staining. J. Royal Microsc. Soc. 84, 329–338 (1965)

    Google Scholar 

  • Trelstad, R.L.: Vertebrate collagen heterogeneity. Devel. Biol. 38, f13–f16 (1974)

    Google Scholar 

  • Venkataraman, K.: The Chemistry of Synthetic Dyes, Vol. 1. New York: Academic Press 1952

    Google Scholar 

  • Wagner, E.C.: A rationalization of acid-induced reactions of methylene-bis-amines, methylene-amines, and of formaldehyde and amines. J. Org. Chem. 19, 1862–1881 (1954)

    Google Scholar 

  • Walker, J.F.: Formaldehyde. 3rd ed. New York: Reinhold 1964

    Google Scholar 

  • Younker, T.D., Waldrop, F.S., Puchtler, H.: Dye binding by collagens and elastin: Effects of dye configurations and solvents. J. South Carolina Med. Ass. 74, 59 (1978)

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Puchtler, H., Meloan, S.N. & Waldrop, F.S. Aldehyde-fuchsin: Historical and chemical considerations. Histochemistry 60, 113–123 (1979). https://doi.org/10.1007/BF00495747

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00495747

Keywords

Navigation