Eosin is the name of several fluorescent acidic compounds which bind to and from salts with basic, or eosinophilic, compounds like proteins containing basic amino acid residues such as

histidine Histidine (symbol His or H) is an essential amino acid that is used in the biosynthesis of proteins. It contains an Amine, α-amino group (which is in the protonated –NH3+ form under Physiological condition, biological conditions), a carboxylic ...

arginine Arginine is the amino acid with the formula (H2N)(HN)CN(H)(CH2)3CH(NH2)CO2H. The molecule features a guanidinium, guanidino group appended to a standard amino acid framework. At physiological pH, the carboxylic acid is deprotonated (−CO2−) a ...

and

lysine Lysine (symbol Lys or K) is an α-amino acid that is a precursor to many proteins. Lysine contains an α-amino group (which is in the protonated form when the lysine is dissolved in water at physiological pH), an α-carboxylic acid group ( ...

, and stains them dark red or pink as a result of the actions of

bromine Bromine is a chemical element; it has chemical symbol, symbol Br and atomic number 35. It is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between th ...

on eosin. In addition to staining proteins in the

cytoplasm The cytoplasm describes all the material within a eukaryotic or prokaryotic cell, enclosed by the cell membrane, including the organelles and excluding the nucleus in eukaryotic cells. The material inside the nucleus of a eukaryotic cell a ...

, it can be used to stain

collagen Collagen () is the main structural protein in the extracellular matrix of the connective tissues of many animals. It is the most abundant protein in mammals, making up 25% to 35% of protein content. Amino acids are bound together to form a trip ...

and muscle fibers for examination under the

microscope A microscope () is a laboratory equipment, laboratory instrument used to examine objects that are too small to be seen by the naked eye. Microscopy is the science of investigating small objects and structures using a microscope. Microscopic ...

. Structures that stain readily with eosin are termed eosinophilic. In the field of

histology Histology, also known as microscopic anatomy or microanatomy, is the branch of biology that studies the microscopic anatomy of biological tissue (biology), tissues. Histology is the microscopic counterpart to gross anatomy, which looks at large ...

Eosin Y Eosin Y, also called C.I. 45380 or C.I. Acid Red 87, is a member of the triarylmethane dyes. It is produced from fluorescein by bromination. Use Eosin Y is commonly used as the red dye in red inks. It is commonly used in histology, most nota ...

is the form of eosin used most often as a histologic stain.

History and etymology

Eosin was named by its inventor

Heinrich Caro Heinrich Caro (February 13, 1834 – September 11, 1910) was a German chemist. Caro was of Sephardic Jewish origin He started his study of chemistry at the Humboldt University of Berlin, Friedrich Wilhelms University and later chemistry and dy ...

after the nickname (

Eos In ancient Greek mythology and Ancient Greek religion, religion, Eos (; Ionic Greek, Ionic and Homeric Greek ''Ēṓs'', Attic Greek, Attic ''Héōs'', "dawn", or ; Aeolic Greek, Aeolic ''Aúōs'', Doric Greek, Doric ''Āṓs'') is the go ...

) of a childhood friend, Anna Peters. It was commercialized (mainly for the textile industry) in 1874, in the same year when it was invented.

Variants

There are actually two very closely related compounds commonly referred to as ''eosin''. Most often used is in

eosin Y Eosin Y, also called C.I. 45380 or C.I. Acid Red 87, is a member of the triarylmethane dyes. It is produced from fluorescein by bromination. Use Eosin Y is commonly used as the red dye in red inks. It is commonly used in histology, most nota ...

, which is a tetra-bromo derivative of

fluorescein Fluorescein is an organic compound and dye based on the xanthene tricyclic structural motif, formally belonging to Triarylmethane dye, triarylmethine dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. ...

and has a very slightly yellowish cast. It is also known as ''eosin'' Y ws, eosin yellowish, Acid Red 87, C.I. 45380, bromoeosine, bromofluoresceic acid, and D&C Red No. 22. The other eosin compound is eosin B, which is a dibromo derivative and has a very faint bluish cast. It is also known as eosin bluish, Acid Red 91, C.I. 45400, Saffrosine, Eosin Scarlet, and imperial red. The two dyes are interchangeable, and the use of one or the other is a matter of preference and tradition. Food dye tetraiodofluorescein was historically known as Bluish Eosine, Eosin J or iodo-eosine but is now called erythrosine or Red 3.

Uses

Use in histology

Eosin is most often used as a counterstain to

hematoxylin Haematoxylin American and British English spelling differences#ae and oe, or hematoxylin (), also called natural black 1 or Colour Index International, C.I. 75290, is a chemical compound, compound extracted from wood#Heartwood and sapwood, heart ...

in H&E (haematoxylin and eosin) staining. H&E staining is one of the most commonly used techniques in

. Tissue stained with

haematoxylin Haematoxylin American and British English spelling differences#ae and oe, or hematoxylin (), also called natural black 1 or Colour Index International, C.I. 75290, is a chemical compound, compound extracted from wood#Heartwood and sapwood, heart ...

and eosin shows

stained pink-orange and nuclei stained darkly, either blue or purple. Eosin also stains

red blood cells Red blood cells (RBCs), referred to as erythrocytes (, with -''cyte'' translated as 'cell' in modern usage) in academia and medical publishing, also known as red cells, erythroid cells, and rarely haematids, are the most common type of blood cel ...

intensely red. For staining, eosin Y is typically used in concentrations of 1 to 5 percent weight by volume, dissolved in water or

ethanol Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound with the chemical formula . It is an Alcohol (chemistry), alcohol, with its formula also written as , or EtOH, where Et is the ps ...

. For prevention of mold growth in aqueous solutions, thymol is sometimes added. A small concentration (0.5 percent) of

acetic acid Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main compone ...

usually gives a deeper red stain to the tissue. It is listed as an IARC class 3 carcinogen.

Other uses

Veld met irissen bij Arles - s0037V1962 - Van Gogh Museum

Eosin is also used as a red dye in inks; however, the molecule, especially that of eosin Y, tends to degrade over time, leaving behind its bromine atoms, hence causing paint incorporating such a dye to obtain a darker brown tinge over time. A notable user of eosin dye was the Post-Impressionist painter Van Gogh.

References

External links

Eosin Y - Applications information
{{Authority control Fluorone dyes Staining dyes Bromoarenes