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Entry
map00902                    Pathway                                

Name
Monoterpenoid biosynthesis
Description
Monoterpenoids (C10 terpenoids) are a group of terpenoids consisting of two isoprene units. They are derived from geranyl diphosphate (GPP). Most monoterpenoids are volatile oils with highly distinctive aromas and flavors, such as essential oils, turpentine, and oleoresins of coniferous plants. This map shows some examples. The monoterpene ketone l-menthone is specifically converted to l-menthol and d-neomenthol in mature peppermint leaves. The iridoids constitute a family of highly oxygenated monoterpenes, mixtures of which are present in many medicinal plants, such as valerian. They are derived from geraniol or nerol via oxidation of a terminal methyl group. The cyclopentane ring of loganin can itself be cleaved in a further P450-dependent step, leading to secologanin, which provides the carbon skeleton for many powerfully bioactive secondary metabolites of indole alkaloids.
Class
Metabolism; Metabolism of terpenoids and polyketides
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Monoterpenoid biosynthesis
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Reference
  Authors
Davis EM, Ringer KL, McConkey ME, Croteau R
  Title
Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.
  Journal
Plant Physiol 137:873-81 (2005)
Reference
  Authors
Duetz WA, Fjallman AH, Ren S, Jourdat C, Witholt B
  Title
Biotransformation of D-limonene to (+) trans-carveol by toluene-grown Rhodococcus opacus PWD4 cells.
  Journal
Appl Environ Microbiol 67:2829-32 (2001)
Reference
  Authors
Chen F, Ro DK, Petri J, Gershenzon J, Bohlmann J, Pichersky E, Tholl D
  Title
Characterization of a root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole.
  Journal
Plant Physiol 135:1956-66 (2004)
Reference
PMID:1368150
  Authors
Trudgill PW
  Title
Microbial metabolism of monoterpenes--recent developments.
  Journal
Biodegradation 1:93-105 (1990)
Reference
PMID:1864846
  Authors
Ikeda H, Esaki N, Nakai S, Hashimoto K, Uesato S, Soda K, Fujita T
  Title
Acyclic monoterpene primary alcohol:NADP+ oxidoreductase of Rauwolfia serpentina cells: the key enzyme in biosynthesis of monoterpene alcohols.
  Journal
J Biochem 109:341-7 (1991)
Reference
  Authors
Yamamoto H, Katano N, Ooi A, Inoue K.
  Title
Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450.
  Journal
Phytochemistry 53:7-12 (2000)
Reference
  Authors
Katano N, Yamamoto H, Iio R, Inoue K.
  Title
7-Deoxyloganin 7-hydroxylase in Lonicera japonica cell cultures.
  Journal
Phytochemistry 58:53-8 (2001)
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