In chemistry, a selenosulfide refers to distinct classes of

inorganic In chemistry, an inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds, that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as ''inorganic chemis ...

and

organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. Th ...

s containing sulfur and selenium. The organic derivatives contain Se-S bonds, whereas the inorganic derivatives are more variable.

Organic selenosulfides

These species are classified as both

organosulfur Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfur ...

and organoselenium compounds. They are hybrids of organic

disulfide In biochemistry, a disulfide (or disulphide in British English) refers to a functional group with the structure . The linkage is also called an SS-bond or sometimes a disulfide bridge and is usually derived by the coupling of two thiol groups. In ...

s and organic

diselenide Diselenide may refer to: *Diselane, H-Se-Se-H *Carbon diselenide, CSe2, a yellow-orange oily liquid with pungent odor * Any organic chemical compound with a selenium-selenium bond, R-Se-Se-R **Diphenyl diselenide, (C6H5)–Se–Se–(C6H5) *Chalco ...

Preparation, structure, and reactivity

Selenosulfides have been prepared by the reaction of selenyl halides with thiols: : The equilibrium between diselenides and disulfides lies on the left: :RSeSeR + R'SSR' 2 RSeSR' Because of the facility of this equilibrium, many of the best characterized examples of selenosulfides are cyclic, whereby S-Se bonds are stabilized intramolecularly. One example is the 1,8-selenosulfide of

naphthalene Naphthalene is an organic compound with formula . It is the simplest polycyclic aromatic hydrocarbon, and is a white crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08 ppm by mass. As an aromat ...

. The selenium-sulfur bond length is about 220 picometers, the average of a typical S-S and Se-Se bond.

Occurrence

Selenosulfide groups can be found in almost all living organisms as part of various

peroxidase Peroxidases or peroxide reductases ( EC numberbr>1.11.1.x are a large group of enzymes which play a role in various biological processes. They are named after the fact that they commonly break up peroxides. Functionality Peroxidases typically ca ...

enzymes, such as

glutathione peroxidase Glutathione peroxidase (GPx) () is the general name of an enzyme family with peroxidase activity whose main biological role is to protect the organism from oxidative damage. The biochemical function of glutathione peroxidase is to reduce lipid ...

and

thioredoxin reductase Thioredoxin reductases (TR, TrxR) () are enzymes that reduce thioredoxin (Trx). Two classes of thioredoxin reductase have been identified: one class in bacteria and some eukaryotes and one in animals. In bacteria TrxR also catalyzes the reductio ...

. They are formed by the oxidative coupling of

selenocysteine Selenocysteine (symbol Sec or U, in older publications also as Se-Cys) is the 21st proteinogenic amino acid. Selenoproteins contain selenocysteine residues. Selenocysteine is an analogue of the more common cysteine with selenium in place of th ...

and

cysteine Cysteine (symbol Cys or C; ) is a semiessential proteinogenic amino acid with the formula . The thiol side chain in cysteine often participates in enzymatic reactions as a nucleophile. When present as a deprotonated catalytic residue, s ...

residues. This reaction is powered by the decomposition of cellular peroxides, which can be highly damaging and a source of

oxidative stress Oxidative stress reflects an imbalance between the systemic manifestation of reactive oxygen species and a biological system's ability to readily detoxify the reactive intermediates or to repair the resulting damage. Disturbances in the normal re ...

. Selenocysteine has a lower

reduction potential Redox potential (also known as oxidation / reduction potential, ''ORP'', ''pe'', ''E_'', or E_) is a measure of the tendency of a chemical species to acquire electrons from or lose electrons to an electrode and thereby be reduced or oxidised respe ...

than cysteine, making it very suitable for proteins that are involved in

antioxidant Antioxidants are compounds that inhibit oxidation, a chemical reaction that can produce free radicals. This can lead to polymerization and other chain reactions. They are frequently added to industrial products, such as fuels and lubricants ...

activity. Selenosulfides have been identified in some species of ''

Allium ''Allium'' is a genus of monocotyledonous flowering plants that includes hundreds of species, including the cultivated onion, garlic, scallion, shallot, leek, and chives. The generic name ''Allium'' is the Latin word for garlic,Gledhill, ...

'' and in roasted coffee. The mammalian version of the protein

contains a

residue which forms a thioselenide (analogous to a

) upon oxidation.

Inorganic selenosulfides

Some inorganic

selenide sulfide In chemistry, a selenosulfide refers to distinct classes of inorganic and organic compounds containing sulfur and selenium. The organic derivatives contain Se-S bonds, whereas the inorganic derivatives are more variable. Organic selenosulfides ...

compounds are also known. Simplest is the material selenium sulfide, which has medicinal properties. It adopt the diverse structures of elemental sulfur but with some S atoms replaced by Se. Other inorganic

compounds occur as minerals and as pigments. One example is antimony selenosulfide. The

pigment A pigment is a colored material that is completely or nearly insoluble in water. In contrast, dyes are typically soluble, at least at some stage in their use. Generally dyes are often organic compounds whereas pigments are often inorganic comp ...

cadmium red Cadmium pigments are a class of pigments that contain cadmium. Most of the cadmium produced worldwide has been for use in rechargeable nickel–cadmium batteries, which have been replaced by other rechargeable nickel-chemistry cell varietie ...

consists of cadmium sulfoselenide. It is a solid solution of

cadmium sulfide Cadmium sulfide is the inorganic compound with the formula CdS. Cadmium sulfide is a yellow solid.Egon Wiberg, Arnold Frederick Holleman (2001''Inorganic Chemistry'' Elsevier It occurs in nature with two different crystal structures as the rare mi ...

, which is yellow, and

cadmium selenide Cadmium selenide is an inorganic compound with the formula Cd Se. It is a black to red-black solid that is classified as a II-VI semiconductor of the n-type. Much of the current research on this compound is focused on its nanoparticles. Stru ...

, which is dark brown. It is used as an artist's pigment.Hugo Müller, Wolfgang Müller, Manfred Wehner, Heike Liewald "Artists' Colors" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. Unlike the organic selenosulfides and unlike selenide sulfide itself, no S-Se bond exists in CdS_1−xSe_x or in Sb₂S_3−xSe_x.

References

{{Selenides Organoselenium compounds Organosulfur compounds Cadmium compounds Selenides Semiconductor materials Optical materials Mixed anion compounds Sulfides