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1-oleoyl-2-acyl-[glycerolipid] + reduced ferredoxin [iron-sulfur] cluster + O2 + H+
1-linoleoyl-2-acyl-[glycerolipid] + oxidized ferredoxin [iron-sulfur] cluster + H2O
a 1-oleoyl-2-acyl-[glycerolipid] + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+
a 1-linoleoyl-2-acyl-[glycerolipid] + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
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oleic acid + reduced acceptor + O2
linoleic acid + acceptor + H2O
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additional information
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1-oleoyl-2-acyl-[glycerolipid] + reduced ferredoxin [iron-sulfur] cluster + O2 + H+
1-linoleoyl-2-acyl-[glycerolipid] + oxidized ferredoxin [iron-sulfur] cluster + H2O
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1-oleoyl-2-acyl-[glycerolipid] + reduced ferredoxin [iron-sulfur] cluster + O2 + H+
1-linoleoyl-2-acyl-[glycerolipid] + oxidized ferredoxin [iron-sulfur] cluster + H2O
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additional information
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analysis of content in polyunsaturated and hydroxylated fatty acids in the cells, mass spectrometric analysis, overview
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additional information
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the enzyme produces a range of DELTA12- and DELTA15-polyunsaturated fatty acids. The major products of CpFad2 are linoleic and hexadecadienoic acid (D9,D12-16:2), accompanied by alpha-linolenic acid and hexadecatrienoic acid (DELTA9,DELTA12,DELTA15-16:3). Using GC/MS analysis of trimethylsilyl derivatives, ricinoleic acid (12-hydroxy-9-octadecenoic acid) is identified as an additional product
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additional information
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unambiguous identification of the triunsaturated product of CpFad2 as DELTA9,DELTA12,DELTA15-16:3 with terminal (n-1) double bond by comparing its spectrum to that of DELTA9,DELTA12,DELTA15-16:3 methylester
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additional information
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analysis of content in polyunsaturated and hydroxylated fatty acids in the cells, mass spectrometric analysis, overview
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additional information
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the enzyme produces a range of DELTA12- and DELTA15-polyunsaturated fatty acids. The major products of CpFad2 are linoleic and hexadecadienoic acid (D9,D12-16:2), accompanied by alpha-linolenic acid and hexadecatrienoic acid (DELTA9,DELTA12,DELTA15-16:3). Using GC/MS analysis of trimethylsilyl derivatives, ricinoleic acid (12-hydroxy-9-octadecenoic acid) is identified as an additional product
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additional information
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unambiguous identification of the triunsaturated product of CpFad2 as DELTA9,DELTA12,DELTA15-16:3 with terminal (n-1) double bond by comparing its spectrum to that of DELTA9,DELTA12,DELTA15-16:3 methylester
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additional information
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the enzyme produces linoleic acid and alpha-linolenic acid, overview
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additional information
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absence of desaturation activity of RKD12 for C16 substrates
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additional information
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the enzyme produces linoleic acid and alpha-linolenic acid, overview
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additional information
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absence of desaturation activity of RKD12 for C16 substrates
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evolution
bifunctional DELTA12/DELTA15-desaturases are widely found in fungi species belonging to Ascomycota and Basidiomycota. Enzyme RKD12 shares higher homology to the Cop-odeA, it only exhibits DELTA12 and DELTA15 desaturation activity on C18 substrates without preference
evolution
three different copies of the genes FAD2 and FAD3 are identified, which contain three histidine rich motifs (HXCGHX, HRXHH andHVXHH) and six highly conserved transmembrane domains. Comparing their sequences, the CsFAD2copies accommodate four conservative changes (E36D, R48H, V97A, and A177P) and two semi-conservative ones (V63I and L249M), whereas only one semi-conservative change (A327S) is detected in CsFAD3 but with two extra amino acids (H147 and G148)
evolution
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bifunctional DELTA12/DELTA15-desaturases are widely found in fungi species belonging to Ascomycota and Basidiomycota. Enzyme RKD12 shares higher homology to the Cop-odeA, it only exhibits DELTA12 and DELTA15 desaturation activity on C18 substrates without preference
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metabolism
Solanum tuberosum L., cv. Desnitsa plants of wild type are transformed with desA gene of DELTA12-acyl-lipid desaturase from Synechocystis sp. PCC 6803. The transformed plants differ from the wild-type by elevated polyunsaturated fatty acids content in membrane lipids and greater resistance to oxidative stress under hypothermia
metabolism
the enzyme is involved in the biosynthesis of linoleic acid
metabolism
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the enzyme is involved in the biosynthesis of linoleic acid
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physiological function
DELTA12-fatty acid desaturase CpFAD2 from Candida parapsilosis is a multifunctional desaturase producing a range of polyunsaturated and hydroxylated fatty acids
physiological function
for better adaptation to low temperatures, YM25235 may have evolved some adaptative mechanisms that might include the alteration of unsaturation levels of fatty acids in membrane lipids involving th enzyme
physiological function
increased RKD12 mRNA expression level and PUFAs content at low temperature might be helpful for the cold adaptation of Rhodosporidium kratochvilovae YM25235
physiological function
the enzyme is involved in growth of Yarrowia lipolytica at low temperature
physiological function
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DELTA12-fatty acid desaturase CpFAD2 from Candida parapsilosis is a multifunctional desaturase producing a range of polyunsaturated and hydroxylated fatty acids
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physiological function
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for better adaptation to low temperatures, YM25235 may have evolved some adaptative mechanisms that might include the alteration of unsaturation levels of fatty acids in membrane lipids involving th enzyme
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physiological function
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increased RKD12 mRNA expression level and PUFAs content at low temperature might be helpful for the cold adaptation of Rhodosporidium kratochvilovae YM25235
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expressed in Bacillus subtilis
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expressed in Solanum tuberosum cultivar Desnitsa
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gene CsFAD2, variant FAD2-1, genetic structure, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative real-time PCR enzyme expression analysis, subcloning in Escherichia coli strain XL1-Blue, and functional recombinant expression in Saccharomyces cerevisiae strain W303-1A. The recombinant CsFAD2 shows conversion of 18:1DELTA9 to 18:2DELTA9,12, slightly better at 30°C than at 22°C, and it is also able to desaturate palmitoleic acid (16:1DELTA9) to hexadecadienoic acid (16:2DELTA9,12). Fatty acid composition of Saccharomyces cerevisiae cells overexpressing CsFAD2 microsomal desaturase and grown at two different temperatures, overview
gene CsFAD2, variant FAD2-2, genetic structure, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative real-time PCR enzyme expression analysis, subcloning in Escherichia coli strain XL1-Blue, and functional recombinant expression in Saccharomyces cerevisiae strain W303-1A. The recombinant CsFAD2 shows conversion of 18:1DELTA9 to 18:2DELTA9,12, slightly better at 30°C than at 22°C, and it is also able to desaturate palmitoleic acid (16:1DELTA9) to hexadecadienoic acid (16:2DELTA9,12). Fatty acid composition of Saccharomyces cerevisiae cells overexpressing CsFAD2 microsomal desaturase and grown at two different temperatures, overview
gene CsFAD2, variant FAD2-3, genetic structure, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative real-time PCR enzyme expression analysis, subcloning in Escherichia coli strain XL1-Blue, and functional recombinant expression in Saccharomyces cerevisiae strain W303-1A . The recombinant CsFAD2 shows conversion of 18:1DELTA9 to 18:2DELTA9,12, slightly better at 30°C than at 22°C, and it is also able to desaturate palmitoleic acid (16:1DELTA9) to hexadecadienoic acid (16:2DELTA9,12). Fatty acid composition of Saccharomyces cerevisiae cells overexpressing CsFAD2 microsomal desaturase and grown at two different temperatures, overview
gene FAD2, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, overexpression in Saccharomyces cerevisiae strain BY4741 supplemented with linoleic acid (DELTA9,DELTA12-18:2) and hexadecadienoic acid (DELTA9,DELTA12-16:2) leads to accumulation of DELTA15-PUFAs, i.e., alpha-linolenic acid (DELTA9,DELTA12,DELTA15-18:3) and hexadecatrienoic acid with an unusual terminal double bond (DELTA9,DELTA12,DELTA15-16:3) results in production of a range of DELTA12- and DELTA15-PUFAs. The major products of CpFad2 are linoleic and hexadecadienoic acid (DELTA9,DELTA12-16:2), accompanied by alpha-linolenic acid and hexadecatrienoic acid (DELTA9,DELTA12,DELTA15-16:3). Ricinoleic acid (12-hydroxy-9-octadecenoic acid) is an additional product of CpFad2 identified by GC/MS analysis
gene RKD12, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative real-time PCR enzyme expression analysis, recombinant expression in Saccharomyces cerevisiae
heterologous expression in Saccharomyces cerevisiae. Plasmid pYES2-egFAD2 is transformed into Saccharomyces cerevisiae strain INVSc1 using lithium acetate method for expression under the induction of galactose
overexpression in Saccharomyces cerevisiae
recombinant expression of hybrid gene of Synechococcus vulcanus DELTA12 (desA) acyllipid desaturase in Nicotiana tabacum cv. Wisconsin, as chimeric enzyme DesA-LicBM3 with reporter thermostable lichenase of Clostridium thermocellum, expression with or without the sequence coding for transit peptide of Rubisco small subunit of Arabidopsis thaliana under control of the 35S CaMV constitutive promoter using the Agrobacterium tumefaciens strain GV3101-mediated transformation method, measurement of recombinant lichenase activity. Plants expressing RTP::desA::licBM3 gene coding for DELTA12 desaturase with the transit peptide for transport into chloroplasts causes a reliable increase of DELTA9,12-18:2 fatty acids and a decrease of DELTA9,12,15-18:3 fatty acids
RKD12 is further transformed into Saccharomyces cerevisiae for functional characterization
Solanum tuberosum L., cv. Desnitsa plants of wild type are transformed with desA gene of DELTA12-acyl-lipid desaturase from Synechocystis sp. PCC 6803. The transformed plants differ from the wild-type by elevated polyunsaturated fatty acids content in membrane lipids and greater resistance to oxidative stress under hypothermia
the introduction of the desA gene into potato plants promotes rapid growth as compared to the control plants, which, in turn, is accompanied by changes in the accumulation of pigments and phenolic compounds. The transformed plants show faster growth and faster ontogenesis as compared to controls, which is accompanied with changes in the accumulation of photosynthetic pigments (chlorophylls a and b, carotenoids) and phenolic compounds, including flavonoids in the leaves. These characteristics are pronounced to a high degree in Line II plants with high expression rates of the desA gene, whereas Line I plants (moderate expression rate) are similar to control plants in many parameters
transgenic lines of Nicotiana tabacum expressing hybrid genes of Synechocystis sp. PCC 6803 DELTA12 (desA) acyl-lipid desaturase and Synechococcus vulcanus DELTA9 (desC) acyl-lipid desaturase with or without sequence coding for transit peptide of Rubisco small subunit of Arabidopsis thaliana under control of a constitutive promoter are established
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a culture temperature downshift from 28C to 15C induces the enzyme
desA expression is repressed during the lag phase at low temperature in presence of unsaturated fatty acids, in a CasK/R(two-component system)-independent manner
the promoter activity of the desA gene encoding the DELTA5 fatty acid desaturase, providing unsaturated fatty acids required for low temperature adaptation, is repressed in the casK/R mutant grown at 12°C versus 37°C. The CasK/R two-component system activates desA expression during Bacillus cereus growth at low temperature, allowing an optimal unsaturation of the fatty acids. In contrast, desA expression is repressed during the lag phase at low temperature in presence of unsaturated fatty acids, in a CasK/R-independent manner
the transcription of FAD2 is upregulated in response to n-alkanes and fatty acids, and to lower temperature. The transcript levels of FAD2 are higher in the cells cultured in the medium containing n-dodecane, n-octadecane, or oleic acid at 30°C, when compared with that in the medium containing glucose. The transcript level of FAD2 is higher at 12°C, compared with that at 30°C
the two-component system CasK/R activates desA expression during Bacillis cereus growth at low temperature, allowing an optimal unsaturation of the fatty acids
a culture temperature downshift from 28C to 15C induces the enzyme
a culture temperature downshift from 28C to 15C induces the enzyme
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desA expression is repressed during the lag phase at low temperature in presence of unsaturated fatty acids, in a CasK/R(two-component system)-independent manner
desA expression is repressed during the lag phase at low temperature in presence of unsaturated fatty acids, in a CasK/R(two-component system)-independent manner
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the two-component system CasK/R activates desA expression during Bacillis cereus growth at low temperature, allowing an optimal unsaturation of the fatty acids
the two-component system CasK/R activates desA expression during Bacillis cereus growth at low temperature, allowing an optimal unsaturation of the fatty acids
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Demin, I.; Naraikina, N.; Tsedendambaev, V.; Moshkov, I.; Trunova, T.
Integration of the cyanobacterial DesA gene for DELTA12-acyl-lipid desaturase improves potato tolerance to paraquat-induced oxidative stress
Russ. J. Plant Physiol.
58
660-666
2011
Synechocystis sp.
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brenda
Chazarreta Cifre, L.; Alemany, M.; de Mendoza, D.; Altabe, S.
Exploring the biosynthesis of unsaturated fatty acids in Bacillus cereus ATCC 14579 and functional characterization of novel acyl-lipid desaturases
Appl. Environ. Microbiol.
79
6271-6279
2013
Bacillus cereus, Bacillus cereus ATCC 14579
brenda
Sakamoto, T.; Wada, H.; Nishida, I.; Ohmori, M.; Murata, N.
Identification of conserved domains in the DELTA12 desaturases of cyanobacteria
Plant Mol. Biol.
24
643-650
1994
Synechocystis sp. (Q55230), Trichormus variabilis (Q79F72)
brenda
Tezaki, S.; Iwama, R.; Kobayashi, S.; Shiwa, Y.; Yoshikawa, H.; Ohta, A.; Horiuchi, H.; Fukuda, R.
DELTA12-fatty acid desaturase is involved in growth at low temperature in yeast Yarrowia lipolytica
Biochem. Biophys. Res. Commun.
488
165-170
2017
Yarrowia lipolytica (Q6CF55)
brenda
Zagoskina N.V, Z.N.; Pryadekhina E.V, P.E.; Lapshin P.V, L.P.; Yureva N.O, Y.N.; Goldenkova-Pavlova I.V, G.I.
Morphophysiological and biochemical characteristics of potato plants with various expression rates of the DELTA12 acyl-lipid desaturase gene
Biol. Bull.
41
126-132
2014
Synechocystis sp. PCC 6803 (P20388)
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brenda
Cui, J.; He, S.; Ji, X.; Lin, L.; Wei, Y.; Zhang, Q.
Identification and characterization of a novel bifunctional DELTA12/DELTA15-fatty acid desaturase gene from Rhodosporidium kratochvilovae
Biotechnol. Lett.
38
1155-1164
2016
Rhodotorula kratochvilovae (A0A024B710), Rhodotorula kratochvilovae YM25235 (A0A024B710)
brenda
Diomande, S.E.; Doublet, B.; Vasai, F.; Guinebretiere, M.H.; Broussolle, V.; Brillard, J.
Expression of the genes encoding the CasK/R two-component system and the DesA desaturase during Bacillus cereus cold adaptation
FEMS Microbiol. Lett.
363
fnw174
2016
Bacillus cereus, Bacillus cereus (A0A063CBY7), Bacillus cereus ATCC 14579 (A0A063CBY7)
brenda
Sun, R.; Gao, L.; Yu, X.; Zheng, Y.; Li, D.; Wang, X.
Identification of a DELTA12 fatty acid desaturase from oil palm (Elaeis guineensis Jacq.) involved in the biosynthesis of linoleic acid by heterologous expression in Saccharomyces cerevisiae
Gene
591
21-26
2016
Elaeis guineensis (A0A1B0YC62), Elaeis guineensis Jacq. (A0A1B0YC62)
brenda
Rodriguez-Rodriguez, M.; Salas, J.; Venegas-Caleron, M.; Garces, R.; Martinez-Force, E.
Molecular cloning and characterization of the genes encoding a microsomal oleate DELTA12 desaturase (CsFAD2) and linoleate DELTA15 desaturase (CsFAD3) from Camelina sativa
Ind. Crops Prod.
89
405-415
2016
Camelina sativa (E7CCB4), Camelina sativa (E7CCB6), Camelina sativa (M4HN37)
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brenda
Haritos, V.S.; Horne, I.; Damcevski, K.; Glover, K.; Gibb, N.
Unexpected functional diversity in the fatty acid desaturases of the flour beetle Tribolium castaneum and identification of key residues determining activity
Insect Biochem. Mol. Biol.
51
62-70
2014
Tribolium castaneum (A0A096XDB7)
brenda
Bucek, A.; Matouskova, P.; Sychrova, H.; Pichova, I.; Hruskova-Heidingsfeldova, O.
DELTA12-Fatty acid desaturase from Candida parapsilosis is a multifunctional desaturase producing a range of polyunsaturated and hydroxylated fatty acids
PLoS ONE
9
e93322
2014
Candida parapsilosis (C3W956), Candida parapsilosis CP-69 (C3W956)
brenda
Naraikina N.V, N.N.; Sinkevich M.S, S.M.; Demin I.N, D.I.; Selivanov A.A, S.A.; Moshkov I.E, M.I.; Trunova T.I, T.T.
Changes in the activity of superoxide dismutase isoforms in the course of low-temperature adaptation in potato plants of wild type and transformed with DELTA12-acyl-lipid desaturase gene
Russ. J. Plant Physiol.
61
332-338
2014
Synechocystis sp. (P20388)
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brenda
Gerasymenko, I.; Sakhno, L.; Kyrpa, T.; Ostapchuk, A.; Hadjiev, T.; Goldenkova-Pavlova, I.; Sheludko, Y.
Characterization of Nicotiana tabacum plants expressing hybrid genes of cyanobacterial DELTA9 or DELTA12 acyl-lipid desaturases and thermostable lichenase
Russ. J. Plant Physiol.
62
283-291
2015
Synechocystis sp. PCC 6803 (P20388), Synechocystis sp. (P20388)
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brenda