BRENDA - Enzyme Database
show all sequences of 2.4.1.85

The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity

Jones, P.R.; Moller, B.L.; Hoj, P.B.; J. Biol. Chem. 274, 35483-35491 (1999)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
bovine serum albumin
activates
Sorghum bicolor
dithiothreitol
requirement, 5 mM
Sorghum bicolor
Cloned(Commentary)
Cloned (Commentary)
Organism
cloning of a full-length cDNA encoding enzyme, expression in Escherichia coli JM109, 492-amino acids translation product
Sorghum bicolor
General Stability
General Stability
Organism
activity is largely uneffected by both freezing at -80C and addition of glycerol, DTT stabilizes
Sorghum bicolor
Inhibitors
Inhibitors
Commentary
Organism
Structure
4-hydroxybenzaldehyde
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
4-hydroxymandelonitrile
possibly an inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
benzaldehyde
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
Dhurrin
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
mandelonitrile
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
sambunigrin
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
soluble
-
Sorghum bicolor
-
-
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
52900
-
x * 52900, calculated from the amino acid sequence
Sorghum bicolor
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
UDPglucose + (S)-4-hydroxymandelonitrile
Sorghum bicolor
endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
Sorghum bicolor
?
Organism
Organism
UniProt
Commentary
Textmining
Sorghum bicolor
Q9SBL1
Pacific seeds, Australia, cultivar MR31
-
Purification (Commentary)
Purification (Commentary)
Organism
420fold, native and recombinant enzyme, expressed in Escherichia coli JM109
Sorghum bicolor
Source Tissue
Source Tissue
Commentary
Organism
Textmining
seedling
etiolated
Sorghum bicolor
-
Storage Stability
Storage Stability
Organism
4C, 2 days, lowering the concentration of DTT from 5 to 2 mM results in a 10fold decrease in activity
Sorghum bicolor
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
additional information
exclusively specific for the presence of a benzyl group in the substrate, no substrate: acetone cyanohydrin, hydroquinone, p-hydroxybenzaldehyde, gentisic acid, caffeic acid, 2-hydroxy cinnamic acid, resveratrol, salicylic acid, p-hydroxymandelic acid, quercetin, caynidin, biochanin A, naringenin, apigenin, indole acetic acid, tomatidine
489461
Sorghum bicolor
additional information
-
-
-
?
UDPalpha-D-glucose + benzoic acid
at 4% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + 1-O-benzoyl-beta-D-glucose
-
-
-
?
UDPglucose + (S)-4-hydroxymandelonitrile
C-terminal region encodes the UDPglucose binding domain
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
identical with dhurrin
489461
Sorghum bicolor
?
UDPglucose + (S)-4-hydroxymandelonitrile
stereospecific for the S-enantiomer
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
identical with dhurrin
489461
Sorghum bicolor
?
UDPglucose + (S)-4-hydroxymandelonitrile
endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
489461
Sorghum bicolor
?
UDPglucose + (S)-mandelonitrile
at 78% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + (S)-mandelonitrile beta-D-glucoside
-
-
-
?
UDPglucose + benzyl alcohol
at 13% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + benzylglucoside
-
-
-
?
UDPglucose + geraniol
at 11% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + geraniol glucoside
-
489461
Sorghum bicolor
?
Subunits
Subunits
Commentary
Organism
?
x * 50000-55000, SDS-PAGE
Sorghum bicolor
?
x * 52900, calculated from the amino acid sequence
Sorghum bicolor
Synonyms
Synonyms
Commentary
Organism
sbHMNGT
-
Sorghum bicolor
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
30
-
assay at
Sorghum bicolor
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
additional information
-
theoretical pI of 5.3
Sorghum bicolor
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
bovine serum albumin
activates
Sorghum bicolor
dithiothreitol
requirement, 5 mM
Sorghum bicolor
Cloned(Commentary) (protein specific)
Commentary
Organism
cloning of a full-length cDNA encoding enzyme, expression in Escherichia coli JM109, 492-amino acids translation product
Sorghum bicolor
General Stability (protein specific)
General Stability
Organism
activity is largely uneffected by both freezing at -80C and addition of glycerol, DTT stabilizes
Sorghum bicolor
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
4-hydroxybenzaldehyde
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
4-hydroxymandelonitrile
possibly an inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
benzaldehyde
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
Dhurrin
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
mandelonitrile
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
sambunigrin
potent inhibitor, 1 mg/ml bovine serum albumin protects
Sorghum bicolor
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
soluble
-
Sorghum bicolor
-
-
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
52900
-
x * 52900, calculated from the amino acid sequence
Sorghum bicolor
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
UDPglucose + (S)-4-hydroxymandelonitrile
Sorghum bicolor
endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
Sorghum bicolor
?
Purification (Commentary) (protein specific)
Commentary
Organism
420fold, native and recombinant enzyme, expressed in Escherichia coli JM109
Sorghum bicolor
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
seedling
etiolated
Sorghum bicolor
-
Storage Stability (protein specific)
Storage Stability
Organism
4C, 2 days, lowering the concentration of DTT from 5 to 2 mM results in a 10fold decrease in activity
Sorghum bicolor
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
additional information
exclusively specific for the presence of a benzyl group in the substrate, no substrate: acetone cyanohydrin, hydroquinone, p-hydroxybenzaldehyde, gentisic acid, caffeic acid, 2-hydroxy cinnamic acid, resveratrol, salicylic acid, p-hydroxymandelic acid, quercetin, caynidin, biochanin A, naringenin, apigenin, indole acetic acid, tomatidine
489461
Sorghum bicolor
additional information
-
-
-
?
UDPalpha-D-glucose + benzoic acid
at 4% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + 1-O-benzoyl-beta-D-glucose
-
-
-
?
UDPglucose + (S)-4-hydroxymandelonitrile
C-terminal region encodes the UDPglucose binding domain
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
identical with dhurrin
489461
Sorghum bicolor
?
UDPglucose + (S)-4-hydroxymandelonitrile
stereospecific for the S-enantiomer
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
identical with dhurrin
489461
Sorghum bicolor
?
UDPglucose + (S)-4-hydroxymandelonitrile
endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form
489461
Sorghum bicolor
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
489461
Sorghum bicolor
?
UDPglucose + (S)-mandelonitrile
at 78% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + (S)-mandelonitrile beta-D-glucoside
-
-
-
?
UDPglucose + benzyl alcohol
at 13% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + benzylglucoside
-
-
-
?
UDPglucose + geraniol
at 11% of the rate with p-hydroxymandelonitrile
489461
Sorghum bicolor
UDP + geraniol glucoside
-
489461
Sorghum bicolor
?
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 50000-55000, SDS-PAGE
Sorghum bicolor
?
x * 52900, calculated from the amino acid sequence
Sorghum bicolor
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
30
-
assay at
Sorghum bicolor
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
additional information
-
theoretical pI of 5.3
Sorghum bicolor
Other publictions for EC 2.4.1.85
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
Synonyms
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)
736574
Gnanasekaran
Transfer of the cytochrome P45 ...
Sorghum bicolor
J. Exp. Bot.
67
2495-2506
2016
-
2
1
-
1
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-
-
1
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1
-
7
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1
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1
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1
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2
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-
-
-
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-
1
1
-
-
-
736976
Blomstedt
Metabolic consequences of knoc ...
Sorghum bicolor
Plant Cell Physiol.
57
373-386
2016
-
-
1
-
1
-
-
-
1
-
-
1
-
6
-
-
-
-
-
1
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2
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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
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2
-
-
-
-
-
-
-
-
-
-
3
3
-
-
-
723366
Jensen
Homology modeling of the three ...
Sorghum bicolor
Phytochemistry
72
2113-2123
2011
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-
-
-
-
-
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1
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1
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2
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1
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1
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-
-
-
-
-
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-
1
1
-
-
-
694605
Nielsen
Metabolon formation in dhurrin ...
Sorghum bicolor
Phytochemistry
69
88-98
2008
-
-
1
-
1
-
-
-
3
-
-
-
-
4
-
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-
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1
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1
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1
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3
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703819
Franks
A seed coat cyanohydrin glucos ...
Prunus dulcis
Funct. Plant Biol.
35
236-246
2008
-
-
1
-
-
-
-
1
-
-
-
1
-
1
-
-
1
-
-
4
-
-
2
-
1
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-
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-
1
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1
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1
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1
-
4
-
-
2
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
660260
Thorsoe
Determination of catalytic key ...
Sorghum bicolor
Plant Physiol.
139
664-673
2005
-
-
1
-
3
-
-
1
-
-
-
-
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6
-
-
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-
-
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1
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2
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1
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1
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3
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1
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1
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1
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-
660383
Kristensen
Metabolic engineering of dhurr ...
Sorghum bicolor
Proc. Natl. Acad. Sci. USA
102
1779-1784
2005
-
1
1
-
-
-
-
-
-
-
-
-
-
11
-
-
-
-
-
-
-
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-
-
1
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-
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-
-
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1
1
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660095
Hansen
The in vitro substrate regiosp ...
Sorghum bicolor
Phytochemistry
64
143-151
2003
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-
-
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-
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9
-
-
-
-
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12
-
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18
-
3
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9
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9
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18
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-
9
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-
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-
-
-
-
-
-
489461
Jones
The UDP-glucose:p-hydroxymande ...
Sorghum bicolor
J. Biol. Chem.
274
35483-35491
1999
2
-
1
-
-
1
6
-
1
-
1
1
-
10
-
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1
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1
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1
8
2
1
1
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1
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2
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1
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1
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6
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8
2
1
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1
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489460
Surkin Wurtele
Subcellular localization of a ...
Sorghum bicolor
Plant Physiol.
70
1732-1737
1982
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2
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5
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4892
Kojima
Tissue distributions of dhurri ...
Sorghum bicolor
Plant Physiol.
63
1022-1028
1979
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-
-
-
-
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-
-
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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
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-
489458
Reay
The purification and propertie ...
Sorghum bicolor
J. Biol. Chem.
249
5826-5830
1974
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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3
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9
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1
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1
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1
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1
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4
1
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9
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1
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1
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