Category:TP5

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m (→‎{{Bilingual|セスキテルペン合成酵素|Sesquiterpene Synthase}})
m (→‎{{Bilingual|セスキテルペン合成酵素|Sesquiterpene Synthase}})
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<!---FARNESYL--->
 
<!---FARNESYL--->
 
|-
 
|-
−
|rowspan="5" align="center"| farnesyl cation<br/>[[Image:Farnesyl cation.png|100px]]
+
|rowspan="6" align="center"| farnesyl cation<br/>[[Image:Farnesyl cation.png|100px]]
 
|colspan="2"|
 
|colspan="2"|
 
{|
 
{|
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|rowspan="3"|(E,E)-germacradienyl cation<br/>[[Image:(E,E)-Germacradienyl cation.png|100px]]
 
|rowspan="3"|(E,E)-germacradienyl cation<br/>[[Image:(E,E)-Germacradienyl cation.png|100px]]
 
* germacrane [[Image:Germacrene A.png|80px]]
 
* germacrane [[Image:Germacrene A.png|80px]]
−
* elemane
 
 
* lepidozane and bicyclogermacrane
 
* lepidozane and bicyclogermacrane
 
| eudesmanyl cation <br/>[[Image:Eudesmanyl cation.png|100px]]
 
| eudesmanyl cation <br/>[[Image:Eudesmanyl cation.png|100px]]
 
* cycloeudesmane
 
* cycloeudesmane
 +
* elemane ... 7,8 seco form
 
* emmotin ... 14(10&rarr;1) abeo form
 
* emmotin ... 14(10&rarr;1) abeo form
 
* eudesmane (previously selinane) [[Image:beta-Selinene.png|80px]] (selinene)
 
* eudesmane (previously selinane) [[Image:beta-Selinene.png|80px]] (selinene)
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* patchoulane ... 1,11-cyclo form
 
* patchoulane ... 1,11-cyclo form
 
|-
 
|-
−
| (E,E)-humulyl cation<br/>[[Image:(E,E)-Humulyl cation.png|100px]]
+
|rowspan="2"| (E,E)-humulyl cation<br/>[[Image:(E,E)-Humulyl cation.png|100px]]
 
* humulane
 
* humulane
 
* bicyclohumulane
 
* bicyclohumulane
−
* caryophyllane [[Image:(E)-beta-Caryophyllene.png|60px]]
 
 
| africanyl cation<br/>  
 
| africanyl cation<br/>  
 
* [http://stoltz.caltech.edu/seminars/2009_Henry.pdf africanane])  
 
* [http://stoltz.caltech.edu/seminars/2009_Henry.pdf africanane])  
−
 
+
|-
 +
| caryophyllenyl cation<br/>
 +
* caryophyllane [[Image:(E)-beta-Caryophyllene.png|60px]]
 
|  
 
|  
 
<!---NEROLIDYL--->
 
<!---NEROLIDYL--->

Revision as of 16:50, 12 December 2011

Contents

Sesquiterpene (C15)

Ring configuration

Germacrane


Sesquiterpenes

Biosynthesis

Overview

References


Sesquiterpene Synthase

farnesyl diphosphate
Farnesyl diphosphate.png
Arrow00d35.png
farnesyl cation
Farnesyl cation.png
farnesane, acyclic ones cyclobutane, cyclopentane cyclofarnesane
(E,E)-germacradienyl cation
(E,E)-Germacradienyl cation.png
  • germacrane Germacrene A.png
  • lepidozane and bicyclogermacrane
eudesmanyl cation
Eudesmanyl cation.png
  • cycloeudesmane
  • elemane ... 7,8 seco form
  • emmotin ... 14(10→1) abeo form
  • eudesmane (previously selinane) Beta-Selinene.png (selinene)
  • farfugin ... 14(10→9) abeo form
  • gorgonane 11(7→6) abeo form
  • oppositane ... 8(7→6) abeo form
  • valerane (= jatamansane) 15(4→5) abeo form
vetispiradienyl_cation Vetispiradienyl cation.png → spirovetivane (= vetispirane)
eremophilenyl cation (14(10→5) abeoeudesmane)
Eremophilenyl cation.png
  • eremophilane
  • aristolane ... 6,11-cyclo form 5-epi-Aristolochene.png
  • chiloscyphane ...8(7→6) abeo form
  • nardosinane ... 11(7→6) abeo form
  • brasilane?
  • cacalol ... 14(5→6) abeo form
  • fukinane ... 9(8→7) abeo form Petasites japonicus
  • ishwarane?
guaiane
  • xanthane, carabrane ... 4,5 seco form
  • pseudoguaiane ... 15(4→5) abeo form
  • valerenane ... 8(7→6) abeo form

Cycloguaianes

  • cubebane ... 1,6-cyclo form
  • ivaxillarane ... 8,10-cyclo form
  • aromadendrane ... 6,11- cyclo form
  • rotundane ... 10,12-cyclo form
  • bourbonane ... 6,10-cyclo form
  • patchoulane ... 1,11-cyclo form
(E,E)-humulyl cation
(E,E)-Humulyl cation.png
  • humulane
  • bicyclohumulane
africanyl cation
caryophyllenyl cation
  • caryophyllane (E)-beta-Caryophyllene.png
nerolidyl cation
Nerolidyl cation.png 		bisabolyl cation
Bisabolyl cation.png
  • bisabolane
  • thujopsane (-)-Sesquithujene.png
  • bisabolane → 6,10-cyclization → acorane
  • bisabolane → 7,11-cyclization → cuparane
  • cuparane → methyl shift → herbertane liverwort,fungi
  • cuparane → methyl shift → laurane Laurencia spp. (marine)
  • cuparane → 2 methyl shifts →trichothecane [1]
gymnomitrane widdrane
(Z,E)-germacradienyl cation
(Z,E)-Germacradienyl cation.png
cadinane (bulgarane,calamenene, muurolane, amorphane, alliacane/primnatriene, oplopane, mutisianthol, cadalane, copaane)
  • cadinene (+)-delta-Cadinene.png
(Z,E)-humulyl cation
(Z,E)-Humulyl cation.png 		himachalane (lippifoliane, longipinane, longibornane, longifolane)
  • longifolene (+)-Longifolene.png
(proto)illudane (illudane, sterpurane, illudalane, isolactarane, merulane, lactarane, marasmane) --> hirsutane
cycloheptenyl cation
Cycloheptenyl cation.png 		daucane (= carotane, isodaucane)
drimenyl cation drimane (iresin, seco, coloratane)
furodysyl cation furodysin (furodysinin)
chamigranyl cation chamigrane (secochamigrane)
Others
pinguisane, picrotoxane, perforane, pacifigorgiane, asteriscane, botrydial
Tricyclic
Cedrane (isocedrane)
Prezizaane (zizaane)



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