Terpene: Difference between revisions

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'''Terpenes''' - the large and varied class of [[hydrocarbons]], produced by a wide variety of [[plants]] and some [[mushrooms]]. Very big content of terpents and [[terpenoids]] are in [[conifer]]s, and in row of plants [[essential oils]], though also by some [[insects]] such as swallowtail [[butterfly|butterflies]], which emit terpenes from their [[osmeterium]]. They are the major components of [[resin]], and of [[turpentine]] produced from resin.  
[[File:Résine.jpg|thumb|upright|Many terpenes are derived commercially from conifer resins, such as those made by this [[pine]].]]
*The name "terpene" is derived from the word "[[turpentine]]".
'''Terpenes''' are a large and varied class of [[hydrocarbons]] produced by a wide variety of [[plants]] and some [[mushrooms]]. Terpenes consist of compounds with the formula (C<sub>5</sub>H<sub>8</sub>)<sub>n</sub> for n ≥ 2.  Terpenes are major biosynthetic building blocks. Comprising more than 30,000 compounds, these unsaturated [[hydrocarbons]] are produced predominantly by [[plant]]s, particularly [[Pinophyta|conifers]].<ref name=book>{{cite book|title=Terpenes: Flavors, Fragrances, Pharmaca, Pheromones|author=Eberhard Breitmaier|year= 2006|isbn=9783527609949 |doi=10.1002/9783527609949|publisher=Wiley-VCH}}</ref><ref>{{cite web|url=https://rareterpenes.com/what-are-terpenes-an-overview/|title=What are Terpenes|website=rareterpenes.com|date=13 April 2021 }}</ref> In plants, terpenes and terpenoids are important mediators of ecological [[biological interaction|interaction]]s, while some insects use some terpenes as a form of defense. Other functions of terpenoids include cell growth modulation and plant elongation, light harvesting and photoprotection, and membrane permeability and fluidity control.
 
Terpenes are classified by the number of carbons: [[monoterpenes]] (C<sub>10</sub>), [[sesquiterpenes]] (C<sub>15</sub>), [[diterpenes]] (C<sub>20</sub>), as examples. The terpene [[alpha-pinene]] is a major component of the common [[solvent]], [[turpentine]].
 
The one terpene that has major applications is [[natural rubber]] (i.e., [[polyisoprene]]). The possibility that other terpenes could be used as precursors to produce synthetic [[polymer]]s has been investigated. Many terpenes have been shown to have pharmacological effects. Terpenes are also components of some traditional medicines, such as [[aromatherapy]], and as active ingredients of [[pesticide]]s in agriculture. <ref>{{cite book |last=  Stoker|first= H. Stephen|date= 2007|title=General, Organic, and Biological Chemistry, 4th edition |publisher= Houghton Mifflin Company|page= 337|isbn=978-0-618-73063-6}}</ref>
 
There is a big content of terpents and [[terpenoids]] in [[conifer]]s and in several plants which produce [[essential oils]].  They are produced also by some [[insect]]s such as swallowtail [[butterfly|butterflies]], which emit terpenes from their [[osmeterium]]. They are the major components of [[resin]], and of [[turpentine]] produced from resin.  
 
The name "terpene" is derived from the word "[[turpentine]]".


==Structure==
==Structure==
Major terpenes consist of one or some ''isoprene'' units.   
Major terpenes consist of one or some ''isoprene'' units.   
*Natural [[rubber]] consists of polyisoprene in which the double bonds are [[Geometric isomerism|cis]]. Some plants produce a polyisoprene with trans double bonds, known as [[gutta-percha]].
*Natural rubber consists of polyisoprene in which the double bonds are [[Geometric isomerism|cis]]. Some plants produce a polyisoprene with trans double bonds, known as [[gutta-percha]].
 
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In addition to their roles as end-products in many organisms, terpenes are major biosynthetic building blocks within nearly every living creature.  [[Steroids]], for example, are derivatives of the triterpene [[squalene]].  
In addition to their roles as end-products in many organisms, terpenes are major biosynthetic building blocks within nearly every living creature.  [[Steroids]], for example, are derivatives of the triterpene [[squalene]].  
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==Attribution==
{{WPAttribution}}


==References==
<small>
<references>


==External links==
</references>
*[http://www.chemie.fu-berlin.de/chemistry/oc/terpene/terpene_en.html Institute of Chemistry - terpenes]
</small>
*[http://www.chem.qmul.ac.uk/iubmb/enzyme/glossary/pinene.html Structures of alpha pinene and beta pinene]

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Many terpenes are derived commercially from conifer resins, such as those made by this pine.

Terpenes are a large and varied class of hydrocarbons produced by a wide variety of plants and some mushrooms. Terpenes consist of compounds with the formula (C5H8)n for n ≥ 2. Terpenes are major biosynthetic building blocks. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly conifers.[1][2] In plants, terpenes and terpenoids are important mediators of ecological interactions, while some insects use some terpenes as a form of defense. Other functions of terpenoids include cell growth modulation and plant elongation, light harvesting and photoprotection, and membrane permeability and fluidity control.

Terpenes are classified by the number of carbons: monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene is a major component of the common solvent, turpentine.

The one terpene that has major applications is natural rubber (i.e., polyisoprene). The possibility that other terpenes could be used as precursors to produce synthetic polymers has been investigated. Many terpenes have been shown to have pharmacological effects. Terpenes are also components of some traditional medicines, such as aromatherapy, and as active ingredients of pesticides in agriculture. [3]

There is a big content of terpents and terpenoids in conifers and in several plants which produce essential oils. They are produced also by some insects such as swallowtail butterflies, which emit terpenes from their osmeterium. They are the major components of resin, and of turpentine produced from resin.

The name "terpene" is derived from the word "turpentine".

Structure

Major terpenes consist of one or some isoprene units.

  • Natural rubber consists of polyisoprene in which the double bonds are cis. Some plants produce a polyisoprene with trans double bonds, known as gutta-percha.

Attribution

Some content on this page may previously have appeared on Wikipedia.

References

  1. Eberhard Breitmaier (2006). Terpenes: Flavors, Fragrances, Pharmaca, Pheromones. Wiley-VCH. DOI:10.1002/9783527609949. ISBN 9783527609949. 
  2. What are Terpenes (13 April 2021).
  3. Stoker, H. Stephen (2007). General, Organic, and Biological Chemistry, 4th edition. Houghton Mifflin Company. ISBN 978-0-618-73063-6.