Category:TP5
From Metabolomics.JP
(Difference between revisions)
(→{{Bilingual|セスキテルペン合成酵素|Sesquiterpene Synthase}}) |
(→{{Bilingual|セスキテルペン合成酵素|Sesquiterpene Synthase}}) |
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{| class="wikitable" | {| class="wikitable" | ||
|- | |- | ||
− | | farnesyl diphosphate | + | | farnesyl diphosphate<br/>[[Image:Farnesyl diphosphate.png|100px]] |
|- | |- | ||
− | | | + | |align="center"| [[File:Arrow00d35.png]] |
− | + | ||
− | + | <!---FARNESYL---> | |
− | + | ||
− | + | ||
|- | |- | ||
+ | |rowspan="5" align="center"| farnesyl cation<br/>[[Image:Farnesyl cation.png|100px]] | ||
+ | |colspan="2"| | ||
+ | {| | ||
| farnesane, acyclic ones | | farnesane, acyclic ones | ||
− | |||
| cyclobutane, cyclopentane | | cyclobutane, cyclopentane | ||
− | |||
| cyclofarnesane | | cyclofarnesane | ||
+ | |} | ||
|- | |- | ||
− | | | + | |rowspan="3"|(E,E)-germacradienyl cation<br/>[[Image:(E,E)-Germacradienyl cation.png|100px]] |
+ | * germacrene [[Image:Germacrene A.png|80px]] | ||
+ | * elemene | ||
+ | * lepidozene | ||
+ | * bicyclogermacrene | ||
+ | | eudesmanyl cation <br/>[[Image:Eudesmanyl cation.png|100px]] | ||
− | {| | + | * selinene [[Image:beta-Selinene.png|80px]] |
− | | | + | |
+ | {| | ||
+ | | emmotin, oppositane, farfugin, cycloeudesmane, gorgonane, valerane/Jatamansane | ||
|- | |- | ||
− | | eremophilane (chiloscyphane | + | | vetispiradienyl_cation [[Image:Vetispiradienyl_cation.png|80px]] |
+ | | spirovetivane (= vetispirane) | ||
+ | |} | ||
+ | |- | ||
+ | | eremophilenyl cation<br/>(1,2-CH<sub>3</sub> shift from eudesmanyl cation)<br/>[[Image:Eremophilenyl cation.png|100px]] | ||
+ | eremophilane (chiloscyphane, nardosinane, brasilane (?), cacalol, [http://books.google.co.jp/books?id=5BAPWB67TKUC&pg=PA107&lpg=PA107&dq=%22fukinane+biosynthesis%22&source=bl&ots=3rsiXnan_y&sig=HZGm1AsNYp7JZqtjqkf5iuY59Cg&hl=en&ei=Vs7cTs6UI8LJrAfEpvTvDA&sa=X&oi=book_result&ct=result&resnum=2&ved=0CCMQ6AEwAQ#v=onepage&q&f=false) page 133 fukinane] [[Petasites japonicus]], ishwarane | ||
+ | * eremophilene | ||
+ | * aristolochene [[Image:5-epi-Aristolochene.png|80px]] | ||
|- | |- | ||
| [http://www.orc.wur.nl/UK/Research/Bio-catalyzed+and+bio-based+synthesis+(dr.+M.C.R.+Franssen)/Sesquiterpene+biosynthesis guaiane] (xanthane, carabrane, pseudoguaiane, cubebane, ivaxillarane, valerenane) | | [http://www.orc.wur.nl/UK/Research/Bio-catalyzed+and+bio-based+synthesis+(dr.+M.C.R.+Franssen)/Sesquiterpene+biosynthesis guaiane] (xanthane, carabrane, pseudoguaiane, cubebane, ivaxillarane, valerenane) | ||
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{| class="wikitable" | {| class="wikitable" | ||
| cycloguaiane (aromadendrane, patchoulane, rotundane, bourbonane) | | cycloguaiane (aromadendrane, patchoulane, rotundane, bourbonane) | ||
− | |||
− | |||
|} | |} | ||
|- | |- | ||
+ | | (E,E)-humulyl cation<br/>[[Image:(E,E)-Humulyl cation.png|100px]] | ||
| humulane (caryyllophyllane, bicyclohumulane, [http://stoltz.caltech.edu/seminars/2009_Henry.pdf africanane]) | | humulane (caryyllophyllane, bicyclohumulane, [http://stoltz.caltech.edu/seminars/2009_Henry.pdf africanane]) | ||
+ | * caryophyllene [[Image:(E)-beta-Caryophyllene.png|60px]] | ||
+ | <!---NEROLIDYL---> | ||
|- | |- | ||
− | | bisabolyl cation | + | |rowspan="5"| nerolidyl cation<br/>[[Image:Nerolidyl cation.png|100px]] |
+ | | bisabolyl cation<br/>[[Image:Bisabolyl cation.png|100px]] | ||
| bisabolane | | bisabolane | ||
{| class="wikitable" | {| class="wikitable" | ||
− | | cuparane (herbertane [[liverwort,fungi]], laurane [[Laurencia spp. (marine)]], cyclolaurane, [http://www.springerlink.com/content/h40302g23g830241/ trichothecane] (from scirpane), gymnomitrane | + | | cuparane (herbertane [[liverwort,fungi]], laurane [[Laurencia spp. (marine)]], cyclolaurane, [http://www.springerlink.com/content/h40302g23g830241/ trichothecane] (from scirpane), gymnomitrane |
+ | | thujopsane [[Image:(-)-Sesquithujene.png|80px]] | ||
+ | |widdrane | ||
|} | |} | ||
+ | |||
|- | |- | ||
[http://books.google.co.jp/books?id=rIoXXL7OGCoC&pg=PA126&lpg=PA126&dq=acorane+biosynthesis&source=bl&ots=j7EPQ5aaAk&sig=m5dMiXfi-aaPjlY1OhSuYcU4oGY&hl=en&ei=veTcTpiaJYPLrQe5yMirCw&sa=X&oi=book_result&ct=result&resnum=7&ved=0CE4Q6AEwBg#v=onepage&q=acorane%20biosynthesis&f=false acorane] | [http://books.google.co.jp/books?id=rIoXXL7OGCoC&pg=PA126&lpg=PA126&dq=acorane+biosynthesis&source=bl&ots=j7EPQ5aaAk&sig=m5dMiXfi-aaPjlY1OhSuYcU4oGY&hl=en&ei=veTcTpiaJYPLrQe5yMirCw&sa=X&oi=book_result&ct=result&resnum=7&ved=0CE4Q6AEwBg#v=onepage&q=acorane%20biosynthesis&f=false acorane] | ||
|- | |- | ||
− | | (Z,E)-germacradienyl cation | + | | (Z,E)-germacradienyl cation<br/>[[Image:(Z,E)-Germacradienyl cation.png|100px]] |
+ | | | ||
+ | {| | ||
| cadinane (bulgarane,calamenene, muurolane, amorphane, alliacane/primnatriene, oplopane, mutisianthol, cadalane, copaane) | | cadinane (bulgarane,calamenene, muurolane, amorphane, alliacane/primnatriene, oplopane, mutisianthol, cadalane, copaane) | ||
+ | |} | ||
+ | * cadinene [[Image:(+)-delta-Cadinene.png|80px]] | ||
|- | |- | ||
− | |rowspan="2"| (Z,E)-humulyl cation | + | |rowspan="2"| (Z,E)-humulyl cation<br/>[[Image:(Z,E)-Humulyl cation.png|100px]] |
| [http://onlinelibrary.wiley.com/doi/10.1002/ejoc.200300812/pdf himachalane] (lippifoliane, longipinane, longibornane, longifolane) | | [http://onlinelibrary.wiley.com/doi/10.1002/ejoc.200300812/pdf himachalane] (lippifoliane, longipinane, longibornane, longifolane) | ||
+ | * longifolene [[Image:(+)-Longifolene.png|80px]] | ||
|- | |- | ||
| (proto)illudane (illudane, sterpurane, illudalane, isolactarane, merulane, lactarane, marasmane) --> hirsutane | | (proto)illudane (illudane, sterpurane, illudalane, isolactarane, merulane, lactarane, marasmane) --> hirsutane | ||
|- | |- | ||
− | | cycloheptenyl cation | + | | cycloheptenyl cation<br/>[[Image:Cycloheptenyl cation.png|100px]] |
| [http://www.sciencedirect.com/science/article/pii/S0031942200903273 daucane] (= carotane, isodaucane) | | [http://www.sciencedirect.com/science/article/pii/S0031942200903273 daucane] (= carotane, isodaucane) | ||
|- | |- |
Revision as of 11:36, 12 December 2011
Contents |
Sesquiterpene (C15)
Ring configuration
Germacrane
Sesquiterpenes
Biosynthesis
Overview
- References
Sesquiterpene Synthase
farnesyl diphosphate | |||||
farnesyl cation |
| ||||
(E,E)-germacradienyl cation |
eudesmanyl cation
| ||||
eremophilenyl cation (1,2-CH3 shift from eudesmanyl cation) eremophilane (chiloscyphane, nardosinane, brasilane (?), cacalol, page 133 fukinane Petasites japonicus, ishwarane | |||||
guaiane (xanthane, carabrane, pseudoguaiane, cubebane, ivaxillarane, valerenane)
| |||||
(E,E)-humulyl cation |
humulane (caryyllophyllane, bicyclohumulane, africanane) | ||||
nerolidyl cation |
bisabolyl cation |
bisabolane
| |||
(Z,E)-germacradienyl cation |
| ||||
(Z,E)-humulyl cation |
himachalane (lippifoliane, longipinane, longibornane, longifolane) | ||||
(proto)illudane (illudane, sterpurane, illudalane, isolactarane, merulane, lactarane, marasmane) --> hirsutane | |||||
cycloheptenyl cation |
daucane (= carotane, isodaucane) | ||||
drimenyl cation | drimane (iresin, seco, coloratane) | ||||
furodysyl cation | furodysin (furodysinin) | ||||
chamigranyl cation | chamigrane (secochamigrane) | ||||
Others |
|
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