Category:TP5
From Metabolomics.JP
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m (→{{Bilingual|セスキテルペン合成酵素|Sesquiterpene Synthase}}) |
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=={{Bilingual|生合成|Biosynthesis}}== | =={{Bilingual|生合成|Biosynthesis}}== | ||
==={{Bilingual|概要|Overview}}=== | ==={{Bilingual|概要|Overview}}=== | ||
+ | Two major classes of terpene synthases exist: "transoid" and "cisoid" synthase. | ||
+ | Transoid synthase directly ionizes ('trans','trans')-farnesyl diphosphate, whereas | ||
+ | Cisoid synthase first isomerizes C2-C3 double bond to produce the neutral (3'R')- or (3'S')-nerolidyl diphosphate (enzyme-bound) and then ionizes it. | ||
+ | |||
+ | {| class="wikitable" style="text-align:right" | ||
+ | ! Substrate || Type || Intermediate | ||
+ | |- | ||
+ | | rowspan="2"| Farnesyl diphosphate (FPP)<br/>[[Image:Farnesyl_diphosphate.png]] | ||
+ | | Transoid synthase on (2-''trans'',6-''trans'')-FPP<br/> | ||
+ | | [[Image:Farnesyl_cation.png]] | ||
+ | |- | ||
+ | | Cisoid synthase on (2-''cis'',6-''trans'')-FPP<br/> | ||
+ | | (nerolidyl cation)<br/>[[Image:Nerolidyl_cation.png]] | ||
+ | |} | ||
Latest revision as of 13:17, 22 July 2014
Contents |
[edit] Sesquiterpene (C15)
[edit] Ring configuration
[edit] Germacrane
[edit] Sesquiterpenes
[edit] Biosynthesis
[edit] Overview
Two major classes of terpene synthases exist: "transoid" and "cisoid" synthase. Transoid synthase directly ionizes ('trans','trans')-farnesyl diphosphate, whereas Cisoid synthase first isomerizes C2-C3 double bond to produce the neutral (3'R')- or (3'S')-nerolidyl diphosphate (enzyme-bound) and then ionizes it.
Substrate | Type | Intermediate |
---|---|---|
Farnesyl diphosphate (FPP) |
Transoid synthase on (2-trans,6-trans)-FPP |
|
Cisoid synthase on (2-cis,6-trans)-FPP |
(nerolidyl cation) |
- References
[edit] Sesquiterpene Synthase
farnesyl diphosphate | ||||||||
farnesyl cation |
| |||||||
(E,E)-germacradiene |
eudesmane (= selinane) |
vetispiradienyl cation | ||||||
eremophilane (= 14(10→5) abeoeudesmane)
| ||||||||
guaiane |
cycloguaiane | |||||||
(E,E)-humulane |
caryophyllane | |||||||
africanane | ||||||||
drimane |
||||||||
nerolidyl cation |
bisabolane |
chamigrane ... 6,11-cyclobisabolane | ||||||
cuparane (= 7,11-cyclobisabolane)
|
trichothecane [1]
| |||||||
(Z,E)-germacradiene |
cadinane | |||||||
(Z,E)-humulane |
himachalane | |||||||
protoilludane |
hirsutane | |||||||
cycloheptenyl cation |
daucane (= carotane) | |||||||
furodysin | ||||||||
others |
|
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