Category:FLI

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  |FLIJ||[[:Category:FLIJ|alpha-Methoxynbenzoin]]<br>[[Image:Flij.png|90px]]
 
  |FLIJ||[[:Category:FLIJ|alpha-Methoxynbenzoin]]<br>[[Image:Flij.png|90px]]
 
  |}
 
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==Overview==
  
 
{{Twocolumn|
 
{{Twocolumn|
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===Links to familiar names <small>耳にする名前</small>===
 
===Links to familiar names <small>耳にする名前</small>===
 
<div style="column-count:2; -moz-column-count:2;">
 
<div style="column-count:2; -moz-column-count:2;">
* Daidzein
+
* Daidzein ...
* Genistein
+
* Genistein ...
 +
* Medicarpin ... The major phytoalexin in alfalfa (''Medicago sativa'').
 
</div>
 
</div>
  
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==Biosynthesis==
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{{Twocolumn|
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This pathway is said to exist as an enzyme complex at ER membrane. <ref>Hrazdina G: Compartmentation in aromatic metabolism. In HA Stafford, RK Ibrahim, eds, Recent Advances in Phytochemistry. Plenum Press, New York, 1992 pp 1–23</ref>
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|
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この経路はER膜に局在する酵素複合体を形成すると言われている。
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}}
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{| class="wikitable collapsible"
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! colspan=4| Structural Genes (continued from [[:Category:FL|Flavonoid]])
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|-
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! Abbrev. || Name || Origin || Information
 +
|-
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| IFS
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| isoflavone synthase
 +
| cytochrome P450 oxygenase family <ref>Akashi T, Aoki T, Ayabe S: Cloning and functional expression of a cytochrome P450 cDNA encoding 2-hydroxyisoflavanone synthase involved in biosynthesis of the isoflavonoid skeleton in licorice. Plant Physiol 1999 121:821-828</ref>
 +
<ref>Steele CL, Gijzen M, Qutob D, Dixon RA: Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean. Arch Biochem Biophys 1999 367: 146–150</ref>
 +
<ref>Jung W, Yu O, Sze-Mei CL, O’Keefe DP, Odell J, Fader G, McGonigle B: Identification and expression of isoflavone synthase, the key enzyme for biosynthesis of isoflavones in legumes. Nat Biotechnol 2000 18: 208–213</ref>
 +
| Use both liquiritigenin and naringenin as substrates to produce genistein and daidzein, respectively.
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|-
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| IOMT
 +
| isoflavone O-methyltransferase
 +
|
 +
|-
 +
| I2'H
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| isoflavone 2'-hydroxylase
 +
| cytochrome P450 oxygenase family<ref>Akashi T, Aoki T, Ayabe S: CYP81E1, a cytochrome P450 cDNA of licorice (Glycyrrhiza echinata L.), encodes isoflavone 29-hydroxylase. 1998 Biochem Biophys Res Comm 251: 67–70</ref>
 +
|
 +
|-
 +
| IFR
 +
| isoflavone reductase
 +
|
 +
|-
 +
| VR
 +
| vestitone reductase
 +
|
 +
|-
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| DMID
 +
| 7,2'-dihydroxy,4'-methyxyisoflavanol dehydratase
 +
|
 +
|}
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 +
<references/>
 
==Database statistics データベース統計==<!--- see FL1--->
 
==Database statistics データベース統計==<!--- see FL1--->
 
{{#def:FLI|{{#SearchTitle:FLI|}}}}
 
{{#def:FLI|{{#SearchTitle:FLI|}}}}

Revision as of 21:30, 22 September 2009

Isoflavonoid


Flavonoid Top Molecule Index Author Index Journals Structure Search Food New Input

Upper classes : FL Flavonoid

2nd Class
FLIA Isoflavone
Flia.png
FLIB Isoflavanone
Flib.png
FLIC Isoflavan
Flic.png
FLID Pterocarpane
Flid.png
FLIE Coumestan
Flie.png
FLIF Rotenoid
Flif.png
FLIG Coumaranochromone
Flig.png
FLIH 3-Arylcoumarin
Flih.png
FLII 2-Arylbenzofuran
Flii.png
FLIJ alpha-Methoxynbenzoin
Flij.png

Contents

Overview

The discovery of isoflavonoid was in 1842, when Reinsch and Hlasiwetz obtained ononin from the roots of spiny restharrow (Ononis spinosa L.). Its structure was later determined by Baker et al. as Formononetin 7-O-glucoside (1933). Since then, most isoflavonoids have been found in Fabaceae (bean family).

First isoflavonoid found in non-bean family was iridin from the rhizomes of Iris florentina (Iridaceae) by de Laire and Tiemann (1893). The first structural identification was Prunetin from Prunus species in 1910 by Finnemore.

  • Reinsch H, Repert. Pharm. 26:12-31, 1842; Reinsch H, Repert. Pharm. 28:18-25, 1842.
  • Hlasiwetz H, J. Prakt. Chem. 65:419-450, 1855; Hlasiwetz H, Sitzungsber. Kais. Akad. Wiss. Wien, Math.-Naturwiss. Kl. 15:142-168, 1855.
  • de Laire G and Tiemann F, Chem. Ber., 26:2010, 1893.

Links to familiar names 耳にする名前

  • Daidzein ...
  • Genistein ...
  • Medicarpin ... The major phytoalexin in alfalfa (Medicago sativa).

Biosynthesis

This pathway is said to exist as an enzyme complex at ER membrane. [1]

Structural Genes (continued from Flavonoid)
Abbrev. Name Origin Information
IFS isoflavone synthase cytochrome P450 oxygenase family [2]

[3] [4]

Use both liquiritigenin and naringenin as substrates to produce genistein and daidzein, respectively.
IOMT isoflavone O-methyltransferase
I2'H isoflavone 2'-hydroxylase cytochrome P450 oxygenase family[5]
IFR isoflavone reductase
VR vestitone reductase
DMID 7,2'-dihydroxy,4'-methyxyisoflavanol dehydratase
  1. Hrazdina G: Compartmentation in aromatic metabolism. In HA Stafford, RK Ibrahim, eds, Recent Advances in Phytochemistry. Plenum Press, New York, 1992 pp 1–23
  2. Akashi T, Aoki T, Ayabe S: Cloning and functional expression of a cytochrome P450 cDNA encoding 2-hydroxyisoflavanone synthase involved in biosynthesis of the isoflavonoid skeleton in licorice. Plant Physiol 1999 121:821-828
  3. Steele CL, Gijzen M, Qutob D, Dixon RA: Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean. Arch Biochem Biophys 1999 367: 146–150
  4. Jung W, Yu O, Sze-Mei CL, O’Keefe DP, Odell J, Fader G, McGonigle B: Identification and expression of isoflavone synthase, the key enzyme for biosynthesis of isoflavones in legumes. Nat Biotechnol 2000 18: 208–213
  5. Akashi T, Aoki T, Ayabe S: CYP81E1, a cytochrome P450 cDNA of licorice (Glycyrrhiza echinata L.), encodes isoflavone 29-hydroxylase. 1998 Biochem Biophys Res Comm 251: 67–70

Database statistics データベース統計

Subcategories

This category has the following 10 subcategories, out of 10 total.

F

  • [×] FLIA(empty)
  • [×] FLIB(empty)
  • [×] FLIC(empty)
  • [×] FLID(empty)

F cont.

  • [×] FLIE(empty)
  • [×] FLIF(empty)
  • [×] FLIG(empty)
  • [×] FLIH(empty)

F cont.

  • [×] FLII(empty)
  • [×] FLIJ(empty)
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