Biosynthesis of linoleic acid in Tyrophagus mites (Acarina: Acaridae)
We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9, 12-octadecadienoic acid] via a Δ12-desaturation step, although animals in general and vertebrates in particular appear to lack this ability. When th...
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Published in | Insect biochemistry and molecular biology Vol. 43; no. 11; pp. 991 - 996 |
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Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
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Elsevier Ltd
01.11.2013
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Abstract | We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9, 12-octadecadienoic acid] via a Δ12-desaturation step, although animals in general and vertebrates in particular appear to lack this ability. When the mites were fed on dried yeast enriched with d31-hexadecanoic acid (16:0), d27-octadecadienoic acid (18:2), produced from d31-hexadecanoic acid through elongation and desaturation reactions, was identified as a major fatty acid component of phosphatidylcholines (PCs) and phosphatidylethanolamines (PEs) in the mites. The double bond position of d27-octadecadienoic acid (18:2) of PCs and PEs was determined to be 9 and 12, respectively by dimethyldisulfide (DMDS) derivatization. Furthermore, the GC/MS retention time of methyl 9, 12-octadecadienoate obtained from mite extracts agreed well with those of authentic linoleic acid methyl ester. It is still unclear whether the mites themselves or symbiotic microorganisms are responsible for inserting a double bond into the Δ12 position of octadecanoic acid. However, we present here the unique metabolism of fatty acids in the mites.
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•Octadecadienoic acid was identified as a major component of phospholipids in two Tyrophagus mites.•We analyzed phospholipids of the mites fed on dry yeast enriched with d31-hexadecanoic acid.•d31-Hexadecanoic acid was elongated to d31-octadecanoic acid and then desaturated into d27-linoleic acid.•These results indicated that the Tyrophagus mites have the ability to biosynthesize linoleic acid from hexadecanoic acid. |
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AbstractList | We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9, 12-octadecadienoic acid] via a Δ12-desaturation step, although animals in general and vertebrates in particular appear to lack this ability. When the mites were fed on dried yeast enriched with d31-hexadecanoic acid (16:0), d27-octadecadienoic acid (18:2), produced from d31-hexadecanoic acid through elongation and desaturation reactions, was identified as a major fatty acid component of phosphatidylcholines (PCs) and phosphatidylethanolamines (PEs) in the mites. The double bond position of d27-octadecadienoic acid (18:2) of PCs and PEs was determined to be 9 and 12, respectively by dimethyldisulfide (DMDS) derivatization. Furthermore, the GC/MS retention time of methyl 9, 12-octadecadienoate obtained from mite extracts agreed well with those of authentic linoleic acid methyl ester. It is still unclear whether the mites themselves or symbiotic microorganisms are responsible for inserting a double bond into the Δ12 position of octadecanoic acid. However, we present here the unique metabolism of fatty acids in the mites.
[Display omitted]
•Octadecadienoic acid was identified as a major component of phospholipids in two Tyrophagus mites.•We analyzed phospholipids of the mites fed on dry yeast enriched with d31-hexadecanoic acid.•d31-Hexadecanoic acid was elongated to d31-octadecanoic acid and then desaturated into d27-linoleic acid.•These results indicated that the Tyrophagus mites have the ability to biosynthesize linoleic acid from hexadecanoic acid. We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9, 12-octadecadienoic acid] via a Δ12-desaturation step, although animals in general and vertebrates in particular appear to lack this ability. When the mites were fed on dried yeast enriched with d31-hexadecanoic acid (16:0), d27-octadecadienoic acid (18:2), produced from d31-hexadecanoic acid through elongation and desaturation reactions, was identified as a major fatty acid component of phosphatidylcholines (PCs) and phosphatidylethanolamines (PEs) in the mites. The double bond position of d27-octadecadienoic acid (18:2) of PCs and PEs was determined to be 9 and 12, respectively by dimethyldisulfide (DMDS) derivatization. Furthermore, the GC/MS retention time of methyl 9, 12-octadecadienoate obtained from mite extracts agreed well with those of authentic linoleic acid methyl ester. It is still unclear whether the mites themselves or symbiotic microorganisms are responsible for inserting a double bond into the Δ12 position of octadecanoic acid. However, we present here the unique metabolism of fatty acids in the mites. We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9, 12-octadecadienoic acid] via a Δ12-desaturation step, although animals in general and vertebrates in particular appear to lack this ability. When the mites were fed on dried yeast enriched with d₃₁-hexadecanoic acid (16:0), d₂₇-octadecadienoic acid (18:2), produced from d₃₁-hexadecanoic acid through elongation and desaturation reactions, was identified as a major fatty acid component of phosphatidylcholines (PCs) and phosphatidylethanolamines (PEs) in the mites. The double bond position of d₂₇-octadecadienoic acid (18:2) of PCs and PEs was determined to be 9 and 12, respectively by dimethyldisulfide (DMDS) derivatization. Furthermore, the GC/MS retention time of methyl 9, 12-octadecadienoate obtained from mite extracts agreed well with those of authentic linoleic acid methyl ester. It is still unclear whether the mites themselves or symbiotic microorganisms are responsible for inserting a double bond into the Δ12 position of octadecanoic acid. However, we present here the unique metabolism of fatty acids in the mites. |
Author | Nakajima, Yuji Mori, Naoki Honda, Yoshiyuki Shimizu, Nobuhiro Kuwahara, Yasumasa Amano, Hiroshi Aboshi, Takako |
Author_xml | – sequence: 1 givenname: Takako surname: Aboshi fullname: Aboshi, Takako organization: Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan – sequence: 2 givenname: Nobuhiro surname: Shimizu fullname: Shimizu, Nobuhiro organization: Department of Bioenvironmental Science, Kyoto Gakuen University, Kameoka City, Kyoto 621-8555, Japan – sequence: 3 givenname: Yuji surname: Nakajima fullname: Nakajima, Yuji organization: Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan – sequence: 4 givenname: Yoshiyuki surname: Honda fullname: Honda, Yoshiyuki organization: Yamaguchi Prefectural Agriculture & Forestry, General Technology Center, OouchiMihori, Yamaguchi, Yamaguchi 753-0214, Japan – sequence: 5 givenname: Yasumasa surname: Kuwahara fullname: Kuwahara, Yasumasa organization: Department of Bioenvironmental Science, Kyoto Gakuen University, Kameoka City, Kyoto 621-8555, Japan – sequence: 6 givenname: Hiroshi surname: Amano fullname: Amano, Hiroshi organization: Division of Environmental Science & Technology, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan – sequence: 7 givenname: Naoki surname: Mori fullname: Mori, Naoki email: mokurin@kais.kyoto-u.ac.jp organization: Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan |
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Keywords | LPE Tyrophagus mites Δ12-Desaturase CDL Essential fatty acids LC/MS Biosynthesis of linoleic acid PC PE DMDS PI ESI GC/MS LPC lysophosphatidylcholine dimethyldisulfide lyso phospatidylethanolamine curved desolvation line electron spray ionization phosphatidylethanolamine phosphatidylinositol phosphatidylcholine liquid chromatography mass spectrometry gas chromatography mass spectrometry |
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Snippet | We report here that Tyrophagus similis and Tyrophagus putrescentiae (Astigmata: Acaridae) have the ability to biosynthesize linoleic acid [(9Z, 12Z)-9,... |
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SubjectTerms | Acaridae - chemistry Acaridae - metabolism Animals biosynthesis Biosynthesis of linoleic acid derivatization Essential fatty acids fatty acid metabolism gas chromatography Gas Chromatography-Mass Spectrometry linoleic acid Linoleic Acid - biosynthesis Linoleic Acid - chemistry mass spectrometry microsymbionts mites Molecular Structure phosphatidylcholines phosphatidylethanolamines stearic acid Tyrophagus mites Tyrophagus putrescentiae vertebrates yeasts Δ12-Desaturase |
Title | Biosynthesis of linoleic acid in Tyrophagus mites (Acarina: Acaridae) |
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