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 inInsect biochemistry and molecular biology Vol. 43; no. 11; pp. 991 - 996
Main Authors Aboshi, Takako, Shimizu, Nobuhiro, Nakajima, Yuji, Honda, Yoshiyuki, Kuwahara, Yasumasa, Amano, Hiroshi, Mori, Naoki
Format Journal Article
LanguageEnglish
Published England 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. [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.
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
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Issue 11
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
Language English
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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)
URI https://dx.doi.org/10.1016/j.ibmb.2013.08.002
https://www.ncbi.nlm.nih.gov/pubmed/23973745
https://search.proquest.com/docview/1443418282
Volume 43
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