BRENDA - Enzyme Database show
show all sequences of 1.17.1.3

A role for leucoanthocyanidin reductase in the extension of proanthocyanidins

Liu, C.; Wang, X.; Shulaev, V.; Dixon, R.A.; Nat. Plants 2, 16182 (2016)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
gene lar, overexpression of the enzyme in Medicago truncatula hairy roots, conversion of 4beta-(S-cysteinyl)-epicatechin to epicatechin by recombinant LAR
Medicago truncatula
Engineering
Amino acid exchange
Commentary
Organism
K143G
no activity with authentic 4beta-(S-cysteinyl)-epicatechin with recombinant mutant LAR
Medicago truncatula
additional information
a lar-1/anr-1 double mutant displays darkred colour resulting from redirected metabolic flow from anthocyanidin to anthocyanin
Medicago truncatula
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
Medicago truncatula
-
(2R,3S)-catechin + NADP+ + H2O
-
-
?
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
Medicago truncatula ecotype R108
-
(2R,3S)-catechin + NADP+ + H2O
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
Medicago truncatula
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
epicatechin + cysteine + NADP+
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
Medicago truncatula ecotype R108
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
epicatechin + cysteine + NADP+
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Medicago truncatula
Q3KN75
-
-
Medicago truncatula ecotype R108
Q3KN75
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
seed coat
-
Medicago truncatula
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
-
745869
Medicago truncatula
(2R,3S)-catechin + NADP+ + H2O
-
-
-
?
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
-
745869
Medicago truncatula ecotype R108
(2R,3S)-catechin + NADP+ + H2O
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
745869
Medicago truncatula
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner
745869
Medicago truncatula
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
745869
Medicago truncatula ecotype R108
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner
745869
Medicago truncatula ecotype R108
epicatechin + cysteine + NADP+
-
-
-
?
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
22
-
assay at room temperature
Medicago truncatula
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Medicago truncatula
Cofactor
Cofactor
Commentary
Organism
Structure
NADPH
-
Medicago truncatula
Cloned(Commentary) (protein specific)
Commentary
Organism
gene lar, overexpression of the enzyme in Medicago truncatula hairy roots, conversion of 4beta-(S-cysteinyl)-epicatechin to epicatechin by recombinant LAR
Medicago truncatula
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NADPH
-
Medicago truncatula
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
K143G
no activity with authentic 4beta-(S-cysteinyl)-epicatechin with recombinant mutant LAR
Medicago truncatula
additional information
a lar-1/anr-1 double mutant displays darkred colour resulting from redirected metabolic flow from anthocyanidin to anthocyanin
Medicago truncatula
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
Medicago truncatula
-
(2R,3S)-catechin + NADP+ + H2O
-
-
?
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
Medicago truncatula ecotype R108
-
(2R,3S)-catechin + NADP+ + H2O
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
Medicago truncatula
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
epicatechin + cysteine + NADP+
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
Medicago truncatula ecotype R108
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
epicatechin + cysteine + NADP+
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
seed coat
-
Medicago truncatula
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
-
745869
Medicago truncatula
(2R,3S)-catechin + NADP+ + H2O
-
-
-
?
2,3-trans-3,4-cis-leucocyanidin + NADPH + H+
-
745869
Medicago truncatula ecotype R108
(2R,3S)-catechin + NADP+ + H2O
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
745869
Medicago truncatula
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner
745869
Medicago truncatula
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner in hairy roots. 4beta-(S-Cysteinyl)-epicatechin provides the extension unit during procyanidin polymerization
745869
Medicago truncatula ecotype R108
epicatechin + cysteine + NADP+
-
-
-
?
4beta-(S-cysteinyl)-epicatechin + NADPH + H+
enzyme LAR generates epicatechin from epicatechin-cysteine conjugate in an NADPH-dependent manner
745869
Medicago truncatula ecotype R108
epicatechin + cysteine + NADP+
-
-
-
?
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
22
-
assay at room temperature
Medicago truncatula
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Medicago truncatula
Expression
Organism
Commentary
Expression
Medicago truncatula
overexpression of the myeloblastosis (MYB)14 or MYB5 transcription factors induces proanthocyanidin biosynthesis in hairy roots, LAR is induced in MYB5 overexpressing hairy roots
up
General Information
General Information
Commentary
Organism
metabolism
flavan-3-ols are synthesized through the flavonoid pathway via leucoanthocyanidin and anthocyanidin. Leucoanthocyanidin can be converted to (+)-flavan-3-ol, e.g. (+)-catechin, by leucoanthocyanidin reductase (LAR) or to anthocyanidin by anthocyanidin synthase (ANS)
Medicago truncatula
additional information
molecular modelling and molecular docking of epicatechin-cysteine to MtLAR, based on the crystal structure of Vitis vinifera LAR
Medicago truncatula
physiological function
role for leucoanthocyanidin reductase in the extension of proanthocyanidins. Monomeric flavan-3-ols do not dimerize in autopolymerization assays, whereas procyanidin B2 oligomerizes, either alone or with monomeric flavan-3-ols, suggesting that formation of epicatechin carbocation is a crucial step for proanthocyanidin assembly
Medicago truncatula
General Information (protein specific)
General Information
Commentary
Organism
metabolism
flavan-3-ols are synthesized through the flavonoid pathway via leucoanthocyanidin and anthocyanidin. Leucoanthocyanidin can be converted to (+)-flavan-3-ol, e.g. (+)-catechin, by leucoanthocyanidin reductase (LAR) or to anthocyanidin by anthocyanidin synthase (ANS)
Medicago truncatula
additional information
molecular modelling and molecular docking of epicatechin-cysteine to MtLAR, based on the crystal structure of Vitis vinifera LAR
Medicago truncatula
physiological function
role for leucoanthocyanidin reductase in the extension of proanthocyanidins. Monomeric flavan-3-ols do not dimerize in autopolymerization assays, whereas procyanidin B2 oligomerizes, either alone or with monomeric flavan-3-ols, suggesting that formation of epicatechin carbocation is a crucial step for proanthocyanidin assembly
Medicago truncatula
Expression (protein specific)
Organism
Commentary
Expression
Medicago truncatula
overexpression of the myeloblastosis (MYB)14 or MYB5 transcription factors induces proanthocyanidin biosynthesis in hairy roots, LAR is induced in MYB5 overexpressing hairy roots
up
Other publictions for EC 1.17.1.3
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
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205
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1
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24
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1
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A role for leucoanthocyanidin ...
Medicago truncatula, Medicago truncatula ecotype R108
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2
16182
2016
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1
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2
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4
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4
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1
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6
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1
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1
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6
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2
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4
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12
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15
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12
15
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1
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Fagopyrum tataricum
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9
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1
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3
3
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726337
Wang
Isolation and characterization ...
Populus trichocarpa
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2013
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727256
Liu
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BMC Plant Biol.
13
202
2013
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1
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746103
Pang
Mewan, K.M.; Sumner, L.W.; Yu ...
Camellia sinensis
Plant Physiol.
161
1103-1116
2013
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5
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1
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728054
Yuan
Molecular cloning and characte ...
Populus trichocarpa
J. Exp. Bot.
63
2513-2524
2012
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1
1
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714393
Wang
-
Isolation and expression of ge ...
Diospyros kaki, Diospyros kaki Luotian-tianshi
Biol. Plant.
54
707-710
2010
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715907
Mauge
Crystal structure and catalyti ...
Vitis vinifera
J. Mol. Biol.
397
1079-1091
2010
-
-
1
1
-
-
-
-
-
-
-
1
-
4
-
-
1
1
-
-
-
-
2
2
-
-
-
-
-
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1
-
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1
1
1
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1
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1
-
-
-
-
2
2
-
-
-
-
-
-
-
-
-
1
1
-
-
-
716027
Lacampagne
-
Involvement of abscisic acid i ...
Vitis vinifera
J. Plant Growth Regul.
29
81-90
2010
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
1
-
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1
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1
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1
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1
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1
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-
-
1
-
-
-
-
-
1
-
-
1
-
1
-
-
-
1
-
-
-
-
2
2
-
-
-
700789
Gagne
Leucoanthocyanidin reductase a ...
Vitis vinifera
Plant Physiol. Biochem.
47
282-290
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
6
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
676629
Paolocci
Ectopic expression of a basic ...
Lotus corniculatus
Plant Physiol.
143
504-516
2007
-
-
-
-
1
-
-
-
-
-
-
-
-
5
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
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-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
676650
Pfeiffer
Biosynthesis of flavan 3-ols b ...
Malus domestica, Vitis vinifera
Plant Physiol. Biochem.
44
323-334
2006
-
-
-
-
-
-
-
-
-
-
-
-
-
7
-
-
-
-
-
2
-
-
15
-
3
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
15
-
4
-
-
-
-
4
-
-
-
-
-
-
-
-
676588
Bogs
Proanthocyanidin synthesis and ...
Vitis vinifera
Plant Physiol.
139
652-663
2005
-
-
-
-
-
-
-
-
-
-
-
2
-
3
-
-
-
-
-
5
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
8
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
654366
Xie
Anthocyanidin reductases from ...
Arabidopsis thaliana, Medicago truncatula
Arch. Biochem. Biophys.
422
91-102
2004
-
-
2
-
-
-
8
2
-
1
-
4
-
4
-
-
2
-
-
-
-
-
12
-
2
-
-
-
2
-
-
3
-
-
-
-
-
2
3
-
-
-
-
8
-
2
-
1
-
4
-
-
-
2
-
-
-
-
12
-
2
-
-
-
2
-
-
-
-
-
-
-
-
-
654372
Punyasiri
Flavonoid biosynthesis in the ...
Camellia sinensis
Arch. Biochem. Biophys.
431
22-30
2004
-
-
-
-
-
-
-
-
-
-
-
1
-
6
-
-
1
-
-
1
1
-
6
-
1
-
-
-
2
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
1
1
-
6
-
1
-
-
-
2
-
-
-
-
-
-
-
-
-
636457
Tanner
Proanthocyanidin biosynthesis ...
Desmodium uncinatum
J. Biol. Chem.
278
31647-31656
2003
-
-
1
1
-
-
15
6
-
-
2
3
-
8
-
-
1
-
-
1
1
-
8
1
1
-
-
-
1
1
-
2
1
-
-
-
-
2
3
1
-
-
-
16
1
8
-
-
4
3
-
-
-
1
-
2
2
-
8
2
1
-
-
-
2
2
-
-
-
-
-
-
-
-
636459
Xie
Role of anthocyanidin reductas ...
Arabidopsis thaliana, Medicago truncatula
Science
299
396-399
2003
-
-
-
-
-
-
-
-
-
-
-
2
-
10
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
636455
Joseph
-
Proanthocyanidin synthesis in ...
Onobrychis viciifolia
Aust. J. Plant Physiol.
25
271-278
1998
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
1
1
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
636458
Tanner
Synthesis of 3,4-cis[3H]leucoc ...
Hordeum vulgare, Onobrychis viciifolia
Anal. Biochem.
209
274-277
1993
-
-
-
-
-
2
-
1
-
-
-
2
-
2
-
-
-
-
-
2
-
2
4
-
-
-
-
-
2
2
-
4
-
-
-
-
-
-
4
-
-
2
-
-
-
1
-
-
-
2
-
-
-
-
-
2
-
2
4
-
-
-
-
-
2
2
-
-
-
-
-
-
-
-
347999
Stafford
Flavan-3-ol biosynthesis. The ...
Pseudotsuga menziesii
Plant Physiol.
76
184-186
1984
-
-
-
-
-
-
-
1
-
-
-
1
-
1
-
-
-
-
-
2
-
-
3
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
2
-
-
3
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-