In chemistry, a disulfide (or disulphide in British English) is a compound containing a R−S−S−R′ functional group or the S
2 anion. In inorganic chemistry, the anion appears in a few rare minerals. Compounds of the form R−S−S−H are usually called persulfides instead.
Disulfide bridges also appear as a common post-translational modification in proteins.
The sulfide minerals are a class of minerals containing sulfide (S) or disulfide (S2−2) as the major anion. Some sulfide minerals are economically important as metal ores. The sulfide class also includes the selenides, the tellurides, the arsenides, the antimonides, the bismuthinides, the sulfarsenides and the sulfosalts. Sulfide minerals are inorganic compounds.
Cysteine (/ˈsɪstɪiːn/; symbol Cys or C) is a semiessential proteinogenic amino acid with the formula HS−CH2−CH(NH2)−COOH. The thiol side chain in cysteine enables the formation of disulfide bonds, and often participates in enzymatic reactions as a nucleophile. Cysteine is chiral, but both D and L-cysteine are found in nature. L‑Cysteine is a protein monomer in all biota, and D-cysteine acts as a signaling molecule in mammalian nervous systems. Cysteine is named after its discovery in urine, which comes from the urinary bladder or cyst, from Greek κύστις kýstis, "bladder".
The thiol is susceptible to oxidation to give the disulfide derivative cystine, which serves an important structural role in many proteins. In this case, the symbol Cyx is sometimes used. The deprotonated form can generally be described by the symbol Cym as well.
Mycothiol (MSH or AcCys-GlcN-Ins) is an unusual thiol compound found in the Actinomycetota. It is composed of a cysteine residue with an acetylated amino group linked to glucosamine, which is then linked to inositol. The oxidized, disulfide form of mycothiol (MSSM) is called mycothione, and is reduced to mycothiol by the flavoprotein mycothione reductase. Mycothiol biosynthesis and mycothiol-dependent enzymes such as mycothiol-dependent formaldehyde dehydrogenase and mycothione reductase have been proposed to be good drug targets for the development of treatments for tuberculosis.