Osmeterium
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The osmeterium is a defensive organ found in all papilionid larvae, in all stages. The organ is situated in the
prothoracic The prothorax is the foremost of the three segments in the thorax of an insect, and bears the first pair of legs. Its principal sclerites (exoskeletal plates) are the pronotum (dorsal), the prosternum (ventral), and the propleuron (lateral) on ea ...
segment and can be everted when the larva feels threatened. The everted organ resembles a fleshy forked tongue (not unlike a snake tongue), and this along with the large eye-like spots on the body might be used to startle birds and small reptiles. The osmeterial organ remains inside the body in the thoracic region in an inverted position and is everted when the larva is disturbed in any way emitting a foul, disagreeable odor which serves to repel
ants Ants are eusocial insects of the family Formicidae and, along with the related wasps and bees, belong to the order Hymenoptera. Ants evolved from vespoid wasp ancestors in the Cretaceous period. More than 13,800 of an estimated total of 22,00 ...
, small
spiders Spiders ( order Araneae) are air-breathing arthropods that have eight legs, chelicerae with fangs generally able to inject venom, and spinnerets that extrude silk. They are the largest order of arachnids and rank seventh in total species dive ...
and
mantids Mantidae is one of the largest families in the order of praying mantises, based on the type species '' Mantis religiosa''; however, most genera are tropical or subtropical. Historically, this was the only family in the order, and many referen ...
. To humans, this odour is rather strong but pleasant, usually smelling like a concentrated scent of the caterpillar’s food plant and pineapple. The constitution of the osmeterial secretion varies from species to species and contains monoterpene hydrocarbons, sesquiterpenic compounds or a mixture of aliphatic acids and
esters In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are ...
The fine structure of the osmeterium of '' Papilio demoleus libanius'' Fruhstorfer has been studied and found to contain 3 types of specialised cells for synthesis, acid secretion, and storage of the osmeterial secretion.


Structure

The fine structure of the osmeterium gland of ''Papilio'' larvae consists of the following cell types. *Ellipsoid gland cells have an extensively infolded basal
plasma membrane The cell membrane (also known as the plasma membrane (PM) or cytoplasmic membrane, and historically referred to as the plasmalemma) is a biological membrane that separates and protects the interior of all cells from the outside environment (t ...
, abundant
ribosome Ribosomes ( ) are macromolecular machines, found within all cells, that perform biological protein synthesis (mRNA translation). Ribosomes link amino acids together in the order specified by the codons of messenger RNA (mRNA) molecules to ...
s and whorls of
smooth endoplasmic reticulum The endoplasmic reticulum (ER) is, in essence, the transportation system of the eukaryotic cell, and has many other important functions such as protein folding. It is a type of organelle made up of two subunits – rough endoplasmic reticulum ( ...
. The
apical Apical means "pertaining to an apex". It may refer to: *Apical ancestor, refers to the last common ancestor of an entire group, such as a species (biology) or a clan (anthropology) *Apical (anatomy), an anatomical term of location for features loc ...
plasma membrane bears long
microvilli Microvilli (singular: microvillus) are microscopic cellular membrane protrusions that increase the surface area for diffusion and minimize any increase in volume, and are involved in a wide variety of functions, including absorption, secretion, ...
extending into a mass of granular material containing electron-lucid cavities. Tangential slits occur in the
epicuticle The cuticle forms the major part of the integument of the Arthropoda. It includes most of the material of the exoskeleton of the insects, Crustacea, Arachnida, and Myriapoda. Morphology In arthropods, the integument, the external "skin", or ...
. These cells are presumed to be organic acid-secreting cells. *Tubular arm cells contain heterogeneous, electron-dense inclusions, extensively-branched nuclei and large
mitochondria A mitochondrion (; ) is an organelle found in the Cell (biology), cells of most Eukaryotes, such as animals, plants and Fungus, fungi. Mitochondria have a double lipid bilayer, membrane structure and use aerobic respiration to generate adenosi ...
, sometimes distended with electron-dense material. The apical plasma membrane bears short microvilli. The inner, dense epicuticle forms a complex ramifying system. These glandular cells presumably synthesize and secrete the mature secretion. Specific study of ''Papilio demoleus libanius'' Fruhstorfer shows the possible existence of a third type of cell *Slack cells, loosely surround the ellipsoid gland cells. These cells possess papillae, well-developed, rough endoplasmic reticulum, and numerous secretory vacuoles of various sizes and electron density. They may function as storage cells.


Osmeterial secretion

The osmetrial secretion consists of a mixture of volatile
organic acids An organic acid is an organic compound with acidic properties. The most common organic acids are the carboxylic acids, whose acidity is associated with their carboxyl group â€“COOH. Sulfonic acids, containing the group â€“SO2OH, are rel ...
, such as
isobutyric acid Isobutyric acid, also known as 2-methylpropanoic acid or isobutanoic acid, is a carboxylic acid with structural formula ( CH3)2CH COOH. It is an isomer of ''n''- butyric acid. It is classified as a short-chain fatty acid. Deprotonation or esterif ...
and
2-methylbutyric acid 2-Methylbutanoic acid, also known as 2-methylbutyric acid is a branched-chain alkyl carboxylic acid with the chemical formula CH3CH2CH(CH3)CO2H, classified as a short-chain fatty acid. It exists in two enantiomeric forms, (''R'')- and (''S'')-2-m ...
. The secretion of ''
Papilio demodocus ''Papilio demodocus'', the citrus swallowtail or Christmas butterfly, is a swallowtail butterfly which commonly occurs over the entirety of sub-Saharan Africa, including Madagascar, besides the southern Arabian Peninsula. The caterpillars feed ...
'' pre-final
larva A larva (; plural larvae ) is a distinct juvenile form many animals undergo before metamorphosis into adults. Animals with indirect development such as insects, amphibians, or cnidarians typically have a larval phase of their life cycle. The ...
l
instar An instar (, from the Latin '' Ä«nstar'', "form", "likeness") is a developmental stage of arthropods, such as insects, between each moult (''ecdysis''), until sexual maturity is reached. Arthropods must shed the exoskeleton in order to grow or ass ...
contains methyl 3-hydroxybutanoate,
3-hydroxybutanoic acid β-Hydroxybutyric acid, also known as 3-hydroxybutyric acid or BHB, is an organic compound and a beta hydroxy acid with the chemical formula CH3CH(OH)CH2CO2H; its conjugate base is β-hydroxybutyrate, also known as 3-hydroxybutyrate. β-Hydroxyb ...
,
α-pinene α-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is an alkene and it contains a reactive four-membered ring. It is found in the oils of many species of many coniferous trees, notably the pine. It is also ...
,
myrcene Myrcene, or β-myrcene, is a monoterpene. A colorless oil, it occurs widely in essential oils. It is produced mainly semi-synthetically from '' Myrcia'', from which it gets its name. It is an intermediate in the production of several fragrances. Π...
,
limonene Limonene is a colorless liquid aliphatic hydrocarbon classified as a cyclic monoterpene, and is the major component in the oil of citrus fruit peels. The -isomer, occurring more commonly in nature as the fragrance of oranges, is a flavoring ag ...
,
β-phellandrene Phellandrenes are a pair of organic compounds that have a similar molecular structure and similar chemical properties. α-Phellandrene and β-phellandrene are cyclic monoterpenes and are double-bond isomers. In α-phellandrene, both double bon ...
, (''Z'')-ocimene, (''E'')-ocimene,
β-caryophyllene Caryophyllene (), more formally (−)-β-caryophyllene, (BCP), is a natural bicyclic sesquiterpene that is a constituent of many essential oils, especially clove oil, the oil from the stems and flowers of ''Syzygium aromaticum'' (cloves), the esse ...
, (''E'')-β-farnesene, and
germacrene A Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect ph ...
, as well as a number of unidentified
sesquiterpenoid Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many unique combinations. Biochemical modificati ...
s. and that of its final instar contains
2-methylpropanoic acid Isobutyric acid, also known as 2-methylpropanoic acid or isobutanoic acid, is a carboxylic acid with structural formula (methyl, CH3)2CHcarboxyl group, COOH. It is an isomer of ''n''-butyric acid. It is classified as a short-chain fatty acid. Dep ...
, 2-methylbutanoic acid, and their methyl and ethyl esters as major constituents. Volatile components of the secretion of ''
Parnassius glacialis ''Parnassius glacialis'', the glacial Apollo or Japanese clouded Apollo, is a high-altitude butterfly found in Japan, eastern China, and Korea. It is a member of the snow Apollo genus (''Parnassius'') of the swallowtail family (Papilionidae). De ...
'' (
Parnassiinae The Parnassiinae or snow Apollos are a subfamily of the swallowtail butterfly family, Papilionidae. The subfamily includes about 50 medium-sized, white or yellow species. The snow Apollos are high-altitude butterflies and are distributed across ...
,
Parnassiini The Parnassiini are a tribe of swallowtail butterflies. Genera The tribe is thought to consist of two genera: * ''Hypermnestra'' * ''Parnassius ''Parnassius'' is a genus of northern circumpolar and montane (alpine and Himalayan) butterfl ...
) consisted of
isobutyric acid Isobutyric acid, also known as 2-methylpropanoic acid or isobutanoic acid, is a carboxylic acid with structural formula ( CH3)2CH COOH. It is an isomer of ''n''- butyric acid. It is classified as a short-chain fatty acid. Deprotonation or esterif ...
,
2-methylbutyric acid 2-Methylbutanoic acid, also known as 2-methylbutyric acid is a branched-chain alkyl carboxylic acid with the chemical formula CH3CH2CH(CH3)CO2H, classified as a short-chain fatty acid. It exists in two enantiomeric forms, (''R'')- and (''S'')-2-m ...
, and their methyl esters. That of ''
Sericinus montela ''Sericinus'' is a genus of swallowtail butterflies placed in the subfamily Parnassiinae. The genus has a complex history and a multiplicity of names have been applied to its single species. ''Sericinus montela'', the dragon swallowtail, is the ...
'' (
Parnassiinae The Parnassiinae or snow Apollos are a subfamily of the swallowtail butterfly family, Papilionidae. The subfamily includes about 50 medium-sized, white or yellow species. The snow Apollos are high-altitude butterflies and are distributed across ...
,
Zerynthiini The Zerynthiini are a tribe of swallowtail butterflies. Genera The tribe is thought to consist of four genera: * '' Allancastria'' * '' Bhutanitis'' * ''Sericinus ''Sericinus'' is a genus of swallowtail butterflies placed in the subfamily ...
) was characterized as
monoterpene Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen funct ...
hydrocarbon In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or ex ...
s comprising β-myrcene (major), α-pinene,
sabinene Sabinene is a natural bicyclic monoterpene with the molecular formula C10H16. It is isolated from the essential oils of a variety of plants including Marjoram, holm oak (''Quercus ilex'') and Norway spruce (''Picea abies''). It has a strained ...
, limonene, and β-phellandrene, and of ''
Pachliopta aristolochiae ''Pachliopta aristolochiae'', the common rose, is a swallowtail butterfly belonging to the genus ''Pachliopta'', the roses, or red-bodied swallowtails. It is a common butterfly which is extensively distributed across south and southeast Asia. R ...
'' (
Papilioninae Papilioninae is a subfamily of the butterfly family Papilionidae. Papilioninae are found worldwide, but most species are distributed in the tropics. There are roughly 480 species, of which 27 occur in North America. Tribes This subfamily consis ...
,
Troidini Troidini is a tribe of swallowtail butterflies that consists of some 135 species in 12 genera. Members of this tribe are superlatively large among butterflies (in terms of both wingspan and surface area) and are often strikingly coloured. Genera ...
) was composed of numerous sesquiterpene hydrocarbons, including α-himachalene, α-amorphene, and germacrene A, and a few oxygenated sesquiterpenoids. Studies on osmeterial secretion makes it possible to classify the Papilionid species into two large categories on the basis of the chemical property of osmeterial secretion. *One is a group in which the chemical constitution of osmeterial secretion of the last larval instar markedly differs in quality from those of the younger larvae. The results derived from ''
Papilio protenor ''Papilio protenor'', the spangle, is a butterfly found in India belonging to the Swallowtail butterfly, swallowtail family. Morphology Male ''Upperside'': velvety indigo-blue black, duller on the forewing than on the hindwing. Forewing with pa ...
'', '' P. demodocus'' and other ''Papilio'' species ('' P. helenus'', '' P. machaon'', '' P. memnon'', '' P. bianor'', '' P. maccki'', '' P. xuthus'', etc., unpublished work) may assign the genus ''Papilio'' (tribe Papilionini) to this group, which can be termed 'heterogeneous type'. *The genera ''
Luehdorfia ''Luehdorfia'' is a genus of butterflies in the family Papilionidae Swallowtail butterflies are large, colorful butterflies in the family Papilionidae, and include over 550 species. Though the majority are tropical, members of the family ...
'' (tribe
Zerynthiini The Zerynthiini are a tribe of swallowtail butterflies. Genera The tribe is thought to consist of four genera: * '' Allancastria'' * '' Bhutanitis'' * ''Sericinus ''Sericinus'' is a genus of swallowtail butterflies placed in the subfamily ...
), '' Graphium'' (tribe
Graphiini Leptocircini is a tribe of swallowtail butterflies that includes the genera '' Eurytides'' (kite swallowtails), '' Graphium'' (swordtails), and ''Lamproptera'' (dragontails). Taxonomy The tribe consists of roughly 140 species in nine genera wor ...
) and ''
Atrophaneura Red-bodied swallowtails or ruby swallowtail ( due to the color ) are butterflies in the swallowtail family, that belong to the genera ''Atrophaneura'', ''Byasa'', ''Losaria'', or ''Pachliopta''. They are generally found in Asia (Indomalayan r ...
'' (tribe
Troidini Troidini is a tribe of swallowtail butterflies that consists of some 135 species in 12 genera. Members of this tribe are superlatively large among butterflies (in terms of both wingspan and surface area) and are often strikingly coloured. Genera ...
) apparently belong to the other group, in which no qualitative change of osmeterial secretion occurs at the last larval ecdysis. This group can be designated as 'homogeneous type', which is further subdivisible into three types. **Monoterpene - ''Luehdorfia'' (Zerynthiini, Parnassiinae) **Sesquiterpene - ''Atrophaneura'' (Troidini, Papilionnae) **Aliphatic acid and ester - ''Graphium'' (Graphiini, Papilioninae)


Function

Eversion of the osmeterial gland is demonstrably effective in reducing predation by ants and small spiders, and its chemical constituents have been shown to repel or kill ants,HONDA, KEIICHI. Defensive potential of components of the larval osmeterial secretion of papilionid butterflies against ants. Physiological Entomology - Blackwell Publishing Ltd

DO - 10.1111/j.1365-3032.1983.tb00346.x
and mantids.


References


External links

{{commons category
Tree of Life
Papilionidae Insect anatomy