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show all sequences of 1.14.14.80

Expression and characterization of CYP52 genes involved in the biosynthesis of sophorolipid and alkane metabolism from Starmerella bombicola

Huang, F.; Peter, A.; Schwab, W.; Appl. Environ. Microbiol. 80, 766-776 (2014)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
gene CYP52E3, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1; gene CYP52M1, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1. 17-Hydroxy linoleic acid is detected in addition to 18-carboxy linoleic acid (cis-9, cis-12-octadecadien-1,18-dioic acid) in the reaction mixture of linoleic acid with CYP52M1-transformed cells; gene CYP52N1, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1
Starmerella bombicola
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.04
-
oleic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
0.046
-
arachidonic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
0.068
-
linoleic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Starmerella bombicola
-
-
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
low activity
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
low activity
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
additional information
Starmerella bombicola
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
myristic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
14-hydroxymyrisitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
best substrate
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
best substrate
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
16-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
stearic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Starmerella bombicola
B8QHP1
formerly Candida bombicola
-
Starmerella bombicola
B8QHP3
formerly Candida bombicola
-
Starmerella bombicola
B8QHP5
formerly Candida bombicola
-
Starmerella bombicola ATCC 22214
B8QHP1
formerly Candida bombicola
-
Starmerella bombicola ATCC 22214
B8QHP3
formerly Candida bombicola
-
Starmerella bombicola ATCC 22214
B8QHP5
formerly Candida bombicola
-
Purification (Commentary)
Commentary
Organism
native enzyme partially by isolation of microsomes; native enzyme partially by isolation of microsomes; native enzyme partially by isolation of microsomes
Starmerella bombicola
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
low activity
744097
Starmerella bombicola
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
low activity
744097
Starmerella bombicola ATCC 22214
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cis-9,10-epoxystearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxy-cis-9,10-epoxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
additional information
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52E3. Product identification und quantification by LC-MS and GC-MS. CYP52E3 displays activity in the resting cell system but not in the in vitro system. No formation of 17-hydroxy linoleic acid. No activity with stearic acid, linoleic acid, alpha-linolenic acid, cis-11-eicosenoic acid, arachidonic acid, hexadecane, octadecane, capric acid, and lauric acid
744097
Starmerella bombicola
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52N1 Product identification und quantification by LC-MS and GC-MS. CYP52N1 displays activity in the resting cell system but not in the in vitro system. No activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid
744097
Starmerella bombicola
?
-
-
-
-
additional information
no activity with C10 to C12 fatty acids, myristic acid is a poor substrate, also no activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid. In coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52M1. Product identification und quantification by LC-MS and GC-MS
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
no activity with C10 to C12 fatty acids, myristic acid is a poor substrate, also no activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid. In coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52M1. Product identification und quantification by LC-MS and GC-MS
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52E3. Product identification und quantification by LC-MS and GC-MS. CYP52E3 displays activity in the resting cell system but not in the in vitro system. No formation of 17-hydroxy linoleic acid. No activity with stearic acid, linoleic acid, alpha-linolenic acid, cis-11-eicosenoic acid, arachidonic acid, hexadecane, octadecane, capric acid, and lauric acid
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52N1 Product identification und quantification by LC-MS and GC-MS. CYP52N1 displays activity in the resting cell system but not in the in vitro system. No activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
myristic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
14-hydroxymyrisitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
best substrate
744097
Starmerella bombicola
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
best substrate
744097
Starmerella bombicola ATCC 22214
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
16-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
stearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
trans-9,10-epoxystearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxy-trans-9,10-epoxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
30
-
Starmerella bombicola
30
-
assay at; assay at
Starmerella bombicola
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
; assay at; assay at
Starmerella bombicola
Cofactor
Cofactor
Commentary
Organism
Structure
cytochrome P450
-
Starmerella bombicola
NADPH
-
Starmerella bombicola
Cloned(Commentary) (protein specific)
Commentary
Organism
gene CYP52M1, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1. 17-Hydroxy linoleic acid is detected in addition to 18-carboxy linoleic acid (cis-9, cis-12-octadecadien-1,18-dioic acid) in the reaction mixture of linoleic acid with CYP52M1-transformed cells
Starmerella bombicola
gene CYP52N1, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1
Starmerella bombicola
gene CYP52E3, DNA and amino acid sequence determination and analysis, recombinant expression in Saccharomyces cerevisiae strains WAT11 and and INVSc1
Starmerella bombicola
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
cytochrome P450
-
Starmerella bombicola
NADPH
-
Starmerella bombicola
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.04
-
oleic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
0.046
-
arachidonic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
0.068
-
linoleic acid
pH 7.0, 30C, recombinant enzyme
Starmerella bombicola
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Starmerella bombicola
-
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
low activity
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
low activity
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
additional information
Starmerella bombicola
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
additional information
Starmerella bombicola ATCC 22214
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
?
-
-
-
myristic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
14-hydroxymyrisitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
best substrate
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
best substrate
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
16-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola ATCC 22214
-
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
stearic acid + [reduced NADPH-hemoprotein reductase] + O2
Starmerella bombicola
-
18-hydroxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
native enzyme partially by isolation of microsomes
Starmerella bombicola
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
low activity
744097
Starmerella bombicola
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-linolenic acid + [reduced NADPH-hemoprotein reductase] + O2
low activity
744097
Starmerella bombicola ATCC 22214
18-hydroxylinolenic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
20-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cis-9,10-epoxystearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxy-cis-9,10-epoxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
linoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxylinoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
additional information
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52E3. Product identification und quantification by LC-MS and GC-MS. CYP52E3 displays activity in the resting cell system but not in the in vitro system. No formation of 17-hydroxy linoleic acid. No activity with stearic acid, linoleic acid, alpha-linolenic acid, cis-11-eicosenoic acid, arachidonic acid, hexadecane, octadecane, capric acid, and lauric acid
744097
Starmerella bombicola
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52N1 Product identification und quantification by LC-MS and GC-MS. CYP52N1 displays activity in the resting cell system but not in the in vitro system. No activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid
744097
Starmerella bombicola
?
-
-
-
-
additional information
no activity with C10 to C12 fatty acids, myristic acid is a poor substrate, also no activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid. In coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52M1. Product identification und quantification by LC-MS and GC-MS
744097
Starmerella bombicola
?
-
-
-
-
additional information
enzyme CYP52M1 oxidizes C16 to C20 fatty acids preferentially. It converts oleic acid (C18:1) more efficiently than stearic acid (C18:0) and linoleic acid (C18:2) and much more effectively than linolenic acid (C18:3). No products are detected when C10 to C12 fatty acids are used as the substrates. CYP52M1 hydroxylates fatty acids at their omega and omega-1 positions. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
no activity with C10 to C12 fatty acids, myristic acid is a poor substrate, also no activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid. In coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52M1. Product identification und quantification by LC-MS and GC-MS
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
enzyme CYP52E3 minor omega-hydroxylation activity against myristic acid, palmitic acid, palmitoleic acid, and oleic acid. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52E3. Product identification und quantification by LC-MS and GC-MS. CYP52E3 displays activity in the resting cell system but not in the in vitro system. No formation of 17-hydroxy linoleic acid. No activity with stearic acid, linoleic acid, alpha-linolenic acid, cis-11-eicosenoic acid, arachidonic acid, hexadecane, octadecane, capric acid, and lauric acid
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
enzyme CYP52N1 oxidizes C14 to C20 saturated and unsaturated fatty acids and preferentially oxidizes palmitic acid, oleic acid, and linoleic acid. It only catalyzes omega-hydroxylation of fatty acids. Transformation efficiency of fatty acids into glucolipids by CYP52M1/UGTA1 is much higher than those by CYP52N1/UGTA1 and CYP52E3/UGTA1 in Starmerella bombicola
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
additional information
in coassays with glucosyltransferase UGTA1, UGTA1 glycosylates all hydroxyl fatty acids generated by CYP52N1 Product identification und quantification by LC-MS and GC-MS. CYP52N1 displays activity in the resting cell system but not in the in vitro system. No activity with hexadecane, octadecane, capric acid, lauric acid, and cis-11-eicosenoic acid
744097
Starmerella bombicola ATCC 22214
?
-
-
-
-
myristic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
14-hydroxymyrisitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
best substrate
744097
Starmerella bombicola
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
best substrate
744097
Starmerella bombicola ATCC 22214
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxyoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
16-hydroxypalmitic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola ATCC 22214
18-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
palmitoleic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
16-hydroxypalmitoleic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
stearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
trans-9,10-epoxystearic acid + [reduced NADPH-hemoprotein reductase] + O2
-
744097
Starmerella bombicola
18-hydroxy-trans-9,10-epoxystearic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
30
-
Starmerella bombicola
30
-
assay at
Starmerella bombicola
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
-
Starmerella bombicola
7
-
assay at
Starmerella bombicola
General Information
General Information
Commentary
Organism
evolution
the enzyme is a member of the cytochrome P450 monooxygenase CYP52 gene family; the enzyme is a member of the cytochrome P450 monooxygenase CYP52 gene family; the enzyme is a member of the cytochrome P450 monooxygenase CYP52 gene family
Starmerella bombicola
metabolism
CYP52M1 is involved in the biosynthesis of sophorolipid; enzyme CYP52E3 might be involved in alkane metabolism in Starmerella bombicola but downstream of the initial oxidation steps; enzyme CYP52N1 might be involved in alkane metabolism in Starmerella bombicola but downstream of the initial oxidation steps
Starmerella bombicola
General Information (protein specific)
General Information
Commentary
Organism
evolution
the enzyme is a member of the cytochrome P450 monooxygenase CYP52 gene family
Starmerella bombicola
metabolism
CYP52M1 is involved in the biosynthesis of sophorolipid
Starmerella bombicola
metabolism
enzyme CYP52N1 might be involved in alkane metabolism in Starmerella bombicola but downstream of the initial oxidation steps
Starmerella bombicola
metabolism
enzyme CYP52E3 might be involved in alkane metabolism in Starmerella bombicola but downstream of the initial oxidation steps
Starmerella bombicola
Other publictions for EC 1.14.14.80
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)
746320
Zhang
Ablation of cytochrome P450 o ...
Mus musculus
Proc. Natl. Acad. Sci. USA
114
3181-3185
2017
-
1
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
746560
Uehara
Marmoset cytochrome P450 4A11 ...
Callithrix jacchus
Xenobiotica
47
553-561
2017
-
-
1
-
-
-
-
-
1
1
-
3
-
4
-
-
-
-
-
3
-
-
4
-
-
-
-
-
-
-
-
3
-
-
-
-
-
1
3
-
-
-
-
-
-
-
1
1
-
3
-
-
-
-
-
3
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
744773
Han
Biochemical analysis of recom ...
Homo sapiens
Drug Metab. Pharmacokinet.
31
445-450
2016
1
-
1
-
3
-
-
17
-
1
-
3
-
1
-
-
1
-
-
2
-
-
3
1
1
-
-
17
1
-
-
3
-
-
-
1
-
1
3
-
3
-
-
-
-
17
-
1
-
3
-
-
-
1
-
2
-
-
3
1
1
-
-
17
1
-
-
-
-
-
-
-
18
18
746057
Bjelica
Fatty acid omega-hydroxylases ...
Solanum tuberosum
Plant Cell Rep.
35
2435-2448
2016
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
744772
Saito
Functional characterization o ...
Homo sapiens
Drug Metab. Pharmacokinet.
30
119-122
2015
-
-
1
-
9
-
-
7
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
9
-
-
-
-
7
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
733174
Huang
Expression and characterizatio ...
Starmerella bombicola
Appl. Environ. Microbiol.
80
766-776
2014
-
-
-
-
-
-
-
3
-
-
-
-
-
6
-
-
-
-
-
-
-
-
14
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
14
-
1
-
-
-
1
-
-
-
-
1
1
-
-
-
744097
Huang
Expression and characterizati ...
Starmerella bombicola, Starmerella bombicola ATCC 22214
Appl. Environ. Microbiol.
80
766-776
2014
-
-
1
-
-
-
-
3
1
-
-
28
-
9
-
-
1
-
-
-
-
-
36
-
2
-
-
-
1
-
-
2
-
-
-
-
-
3
6
-
-
-
-
-
-
3
3
-
-
28
-
-
-
3
-
-
-
-
36
-
3
-
-
-
3
-
-
-
-
2
6
-
-
-
744323
Kim
Kinetic analysis of lauric ac ...
Homo sapiens
Biochemistry
53
6161-6172
2014
1
-
-
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
703412
Nakano
Expression and characterizatio ...
Homo sapiens
Drug Metab. Dispos.
37
2119-2122
2009
-
-
1
-
-
-
1
3
1
-
1
-
-
1
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
1
1
-
3
1
-
1
-
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
706321
Dobritsa
CYP704B1 is a long-chain fatty ...
Arabidopsis thaliana
Plant Physiol.
151
574-589
2009
-
-
1
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
2
-
-
7
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
7
-
-
-
-
-
-
-
-
-
1
1
1
1
-
-
733891
Van Bogaert
Importance of the cytochrome P ...
Starmerella bombicola
FEMS Yeast Res.
9
87-94
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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-
-
-
-
-
-
-
-
-
-
-
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-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
1
1
-
-
734431
Gatica
P450 CYP2C epoxygenase and CYP ...
Rattus norvegicus
J. Lipid Res.
48
924-934
2007
-
1
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
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-
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-
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-
-
-
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-
-
1
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-
-
-
-
-
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-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
1
1
1
-
-
676666
Benveniste
Evolutionary relationship and ...
Arabidopsis thaliana
Plant Sci.
170
326-338
2006
-
-
1
1
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
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