Sclerotization is a biochemical process that produces the rigid shell of sclerotin that comprises an insect's

chitin Chitin ( C8 H13 O5 N)n ( ) is a long-chain polymer of ''N''-acetylglucosamine, an amide derivative of glucose. Chitin is probably the second most abundant polysaccharide in nature (behind only cellulose); an estimated 1 billion tons of chit ...

ous exoskeleton. It is prominent in the thicker, armored parts of

insect Insects (from Latin ') are pancrustacean hexapod invertebrates of the class Insecta. They are the largest group within the arthropod phylum. Insects have a chitinous exoskeleton, a three-part body (head, thorax and abdomen), three pairs ...

s and

arachnid Arachnida () is a class of joint-legged invertebrate animals ( arthropods), in the subphylum Chelicerata. Arachnida includes, among others, spiders, scorpions, ticks, mites, pseudoscorpions, harvestmen, camel spiders, whip spiders and ...

s, especially in the biting mouthparts and

sclerite A sclerite ( Greek , ', meaning " hard") is a hardened body part. In various branches of biology the term is applied to various structures, but not as a rule to vertebrate anatomical features such as bones and teeth. Instead it refers most commonl ...

s of scorpions and beetles.

Molecular mechanism

Sclerotization entails crosslinking of oxygen-reactive derivatives of

dopamine Dopamine (DA, a contraction of 3,4-dihydroxyphenethylamine) is a neuromodulatory molecule that plays several important roles in cells. It is an organic chemical of the catecholamine and phenethylamine families. Dopamine constitutes about 8 ...

. The reaction of the dopamine derivatives toward oxygen is catalyzed by diverse enzymes such as

laccase Laccases () are multicopper oxidases found in plants, fungi, and bacteria. Laccases oxidize a variety of phenolic substrates, performing one-electron oxidations, leading to crosslinking. For example, laccases play a role in the formation of l ...

, which convert the

catechol Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is a toxic organic compound with the molecular formula . It is the ''ortho'' isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amoun ...

groups to

quinone The quinones are a class of organic compounds that are formally "derived from aromatic compounds benzene.html" ;"title="uch as benzene">uch as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with ...

s. The resulting quinones are susceptible to nucleophilic attack by amines and thiols, which decorate the side-chains of proteins. These reactions gives rise to color (typically brown), loss of solubility, and rigidification that accompany sclerotization.{{cite journal , doi=10.1007/s00726-005-0298-2, title=When Quinones Meet Amino Acids: Chemical, Physical and Biological Consequences, year=2006, last1=Bittner, first1=S., journal=Amino Acids, volume=30, issue=3, pages=205–224, pmid=16601927, s2cid=22027672 SclerotizationReaction

References

Structural proteins

Molecular mechanism

See also

References