- MeSH
- Alzheimerova nemoc * epidemiologie etiologie metabolismus MeSH
- biologické markery krev metabolismus MeSH
- cholesterol izolace a purifikace krev metabolismus MeSH
- depresivní poruchy * epidemiologie etiologie metabolismus MeSH
- diabetes mellitus 2. typu epidemiologie komplikace metabolismus MeSH
- lidé MeSH
- metaanalýza jako téma MeSH
- metabolismus lipidů * genetika imunologie účinky léků MeSH
- nemoci nervového systému epidemiologie etiologie metabolismus MeSH
- nenasycené mastné kyseliny izolace a purifikace krev metabolismus MeSH
- neuropsychiatrie metody trendy MeSH
- pilotní projekty MeSH
- postižení klasifikace psychologie MeSH
- statistika jako téma MeSH
- věkové faktory MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- práce podpořená grantem MeSH
- Geografické názvy
- Česká republika MeSH
- MeSH
- analýza potravin ekonomika metody normy MeSH
- kvalita jídla MeSH
- kyseliny mastné mononenasycené izolace a purifikace klasifikace MeSH
- kyseliny mastné omega-3 izolace a purifikace klasifikace MeSH
- kyseliny mastné omega-6 izolace a purifikace klasifikace MeSH
- laboratoře využití MeSH
- lidé MeSH
- mastné kyseliny analýza klasifikace MeSH
- mléko ekonomika chemie využití MeSH
- náhražky mléka chemie klasifikace MeSH
- nápoje analýza ekonomika MeSH
- nenasycené mastné kyseliny izolace a purifikace normy MeSH
- nutriční hodnota MeSH
- ovocné a zeleninové šťávy analýza ekonomika využití MeSH
- potravinářský průmysl trendy MeSH
- sójové mléko ekonomika chemie klasifikace MeSH
- statistika jako téma MeSH
- trans nenasycené mastné kyseliny izolace a purifikace klasifikace MeSH
- vápník izolace a purifikace MeSH
- Check Tag
- lidé MeSH
This study describes the identification of very long chain polyunsaturated fatty acids (VLCPUFAs) in three strains of dinoflagellates (Amphidinium carterae, Cystodinium sp., and Peridinium aciculiferum). The strains were cultivated and their lipidomic profiles were obtained by high resolution mass spectrometry with the aid of positive and negative electrospray ionization (ESI) mode by Orbitrap apparatus. Hydrophilic interaction liquid chromatography (HILIC/ESI) was used to separate major lipid classes of the three genera of dinoflagellates by neutral loss scan showing the ion [M + H-28:8](+), where 28:8 was octacosaoctaenoic acid, and by precursor ion scanning of ions at m/z 407, which was an ion corresponding to the structure of acyl of 28:8 acid (C27H39COO(-)). Based on these analyzes, it was found that out of more than a dozen lipid classes present in the total lipids, only two classes of neutral lipids, i.e. major triacylglycerols and minor diacylglycerols contain VLCPUFAs. In polar lipids, VLCPUFAs were identified only in phosphatidic acid (PA) and phosphatidyl choline (PC) or in their lyso-forms (LPA and LPC). Further analysis of individual lipid classes by reversed-phase high-performance liquid chromatography (RP-HPLC) showed the presence of triacylglycerols (TAGs) containing VLCPUFAs, i.e. molecular species of the sn-28:7/28:8/28:8, sn-26:7/28:7/28:8, or sn-26:7/28:8/28:8 types. These TAGs are the longest and most unsaturated TAGs isolated from a natural source that have yet been synthesized. In the case of PA and PC, tandem MS identified sn-28:8/16:0-PA and sn-28:8/16:0-PC and the corresponding lyso-forms (28:8-LPC and 28:8-LPA). All these results indicate that TAGs containing VLCPUFAs are biosynthesized in dinoflagellates in the same manner as in higher eukaryotic organisms, which means that the PA, after conversion to DAG, serves as a precursor in the biosynthesis of other phospholipids, e.g. PC, and, after further acylation, also of TAG.
- MeSH
- chinoliny MeSH
- chromatografie kapalinová metody MeSH
- chromatografie s reverzní fází MeSH
- Dinoflagellata chemie MeSH
- fosfatidylcholiny analýza MeSH
- fosfolipidy MeSH
- hydrofobní a hydrofilní interakce MeSH
- morfinany MeSH
- nenasycené mastné kyseliny chemie izolace a purifikace MeSH
- Publikační typ
- časopisecké články MeSH
Jasmonates (JAs) are plant hormones that integrate external stress stimuli with physiological responses. (+)-7-iso-JA-L-Ile is the natural JA ligand of COI1, a component of a known JA receptor. The upstream JA biosynthetic precursor cis-(+)-12-oxo-phytodienoic acid (cis-(+)-OPDA) has been reported to act independently of COI1 as an essential signal in several stress-induced and developmental processes. Wound-induced increases in the endogenous levels of JA/JA-Ile are accompanied by two to tenfold increases in the concentration of OPDA, but its means of perception and metabolism are unknown. To screen for putative OPDA metabolites, vegetative tissues of flowering Arabidopsis thaliana were extracted with 25% aqueous methanol (v/v), purified by single-step reversed-phase polymer-based solid-phase extraction, and analyzed by high throughput mass spectrometry. This enabled the detection and quantitation of a low abundant OPDA analog of the biologically active (+)-7-iso-JA-L-Ile in plant tissue samples. Levels of the newly identified compound and the related phytohormones JA, JA-Ile and cis-(+)-OPDA were monitored in wounded leaves of flowering Arabidopsis lines (Col-0 and Ws) and compared to the levels observed in Arabidopsis mutants deficient in the biosynthesis of JA (dde2-2, opr3) and JA-Ile (jar1). The observed cis-(+)-OPDA-Ile levels varied widely, raising questions concerning its role in Arabidopsis stress responses.
- MeSH
- Arabidopsis chemie MeSH
- cyklopentany chemie izolace a purifikace MeSH
- diazoniové sloučeniny MeSH
- isoleucin analogy a deriváty chemie MeSH
- květy chemie MeSH
- listy rostlin metabolismus MeSH
- nenasycené mastné kyseliny chemie izolace a purifikace metabolismus MeSH
- oxylipiny chemie izolace a purifikace MeSH
- pyridiny MeSH
- regulátory růstu rostlin metabolismus MeSH
- stereoizomerie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
Regioisomers and enantiomers of triacylglycerols (TAGs) containing any combination of stearidonic (18:4n-3) and octadecapentaenoic (18:5n-3) acids were prepared by organic synthesis. Gradient polar organic liquid chromatography/high resolution atmospheric pressure chemical ionization-tandem mass spectrometry (NARP-LC/HRMS(2)-APCI) and chiral liquid chromatography were used for the separation and identification of molecular species of these TAGs. Further, NARP-LC and chiral LC were used to separate natural mixtures of TAGs obtained from the haptophyte alga Coccolithophora sp. cultivated in a salinity range from 7.5 to 60‰. The ratio of regioisomers and enantiomers was found to change with increasing salinity of the culture medium. This can be explained by variable activity of acyltransferases in cells exposed to salt stress.
- MeSH
- atmosférický tlak MeSH
- kyseliny mastné omega-3 chemie izolace a purifikace MeSH
- nenasycené mastné kyseliny chemie izolace a purifikace MeSH
- stereoizomerie MeSH
- tandemová hmotnostní spektrometrie MeSH
- triglyceridy chemie izolace a purifikace MeSH
- vysokoúčinná kapalinová chromatografie MeSH
- Publikační typ
- časopisecké články MeSH
Liquid chromatography-atmospheric pressure chemical ionization mass spectrometry (LC-MS/APCI) with a chiral phase was used for separation of triacylglycerols (TAG) obtained either by organic synthesis or isolated from different algal species. We present chromatographic characteristics and tandem mass spectra of enantiomers and positional isomers (regioisomers) of C16, C18 and C20 polyunsaturated fatty acids. The retention time was found to depend on the structure of the given TAG, increasing with increasing number of double bonds and decreasing with increasing number of the carbons in TAG, with the exception of dieicosapentaenoyl-palmitoyl-glycerols.
- MeSH
- Chlorophyta chemie MeSH
- hmotnostní spektrometrie metody MeSH
- molekulární struktura MeSH
- nenasycené mastné kyseliny analýza chemie izolace a purifikace MeSH
- stereoizomerie MeSH
- tandemová hmotnostní spektrometrie metody MeSH
- triglyceridy analýza chemie MeSH
- vysokoúčinná kapalinová chromatografie metody normy MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
Aim: Identifi cation of cyclopropyl fatty acids in walnut oil.Method: GC/MS method was developed for the determination of eight cyclopropyl fatty acids in walnut (Juglansregia) oil. Results: Monocyclopropane acids: methyl 9-cyclopropyl-nonanoate, 6,7-methylene-, 8,9-methylene-, 9,10-methylene-,11,12-methylene octadecanoates, and dicyclic acid – methyl 9,10,12,13-dimethylene octadecanoate, tricyclic acid– methyl 9,10,12,13,15,16-trimethylene octadecanoate, and unsaturated - methyl 2-octylcyclopropene-1-octanoate weredetected in walnut oil by GC-MS and their mass spectra studied. Four cyclic fatty acids were identifi ed for the fi sttime in seed oils. Conclusions: Eight cyclopropyl fatty acids were detected in the Mediterranean nuts for the fi rst time.
- MeSH
- Bacteria enzymologie izolace a purifikace MeSH
- cyklopropany izolace a purifikace MeSH
- estery MeSH
- hmotnostní spektrometrie metody využití MeSH
- Juglans MeSH
- kyseliny linolenové izolace a purifikace MeSH
- nenasycené mastné kyseliny izolace a purifikace MeSH
- oleje rostlin MeSH
- rostliny MeSH
- sluneční záření MeSH
- Streptomyces enzymologie izolace a purifikace MeSH
- MeSH
- apoptóza imunologie účinky léků MeSH
- cytochromy c farmakologie fyziologie účinky léků MeSH
- kaspasy farmakologie fyziologie MeSH
- klinické zkoušky jako téma MeSH
- laktalbumin farmakologie imunologie terapeutické užití MeSH
- lékařská onkologie dějiny metody trendy MeSH
- lidé MeSH
- mateřské mléko imunologie MeSH
- mitochondriální membrány fyziologie imunologie MeSH
- molekulární biologie metody trendy MeSH
- nenasycené mastné kyseliny izolace a purifikace metabolismus MeSH
- papilom farmakoterapie MeSH
- permeabilita buněčné membrány fyziologie účinky léků MeSH
- Check Tag
- lidé MeSH
- Geografické názvy
- Švédsko MeSH
- MeSH
- analýza potravin * metody normy zákonodárství a právo MeSH
- biopotraviny normy MeSH
- esenciální mastné kyseliny izolace a purifikace MeSH
- kakaovník * klasifikace MeSH
- kyseliny mastné mononenasycené izolace a purifikace MeSH
- kyseliny mastné neesterifikované izolace a purifikace MeSH
- lidé MeSH
- mastné kyseliny * analýza klasifikace MeSH
- nenasycené mastné kyseliny izolace a purifikace MeSH
- potraviny klasifikace normy škodlivé účinky MeSH
- preventivní lékařství MeSH
- statistika jako téma MeSH
- trans nenasycené mastné kyseliny izolace a purifikace MeSH
- Check Tag
- lidé MeSH
- Geografické názvy
- Česká republika MeSH
AIMS/HYPOTHESIS: Intake of n-3 polyunsaturated fatty acids reduces adipose tissue mass, preferentially in the abdomen. The more pronounced effect of marine-derived eicosapentaenoic (EPA) and docosahexaenoic (DHA) acids on adiposity, compared with their precursor alpha-linolenic acid, may be mediated by changes in gene expression and metabolism in white fat. METHODS: The effects of EPA/DHA concentrate (6% EPA, 51% DHA) admixed to form two types of high-fat diet were studied in C57BL/6J mice. Oligonucleotide microarrays, cDNA PCR subtraction and quantitative real-time RT-PCR were used to characterise gene expression. Mitochondrial proteins were quantified using immunoblots. Fatty acid oxidation and synthesis were measured in adipose tissue fragments. RESULTS: Expression screens revealed upregulation of genes for mitochondrial proteins, predominantly in epididymal fat when EPA/DHA concentrate was admixed to a semisynthetic high-fat diet rich in alpha-linolenic acid. This was associated with a three-fold stimulation of the expression of genes encoding regulatory factors for mitochondrial biogenesis and oxidative metabolism (peroxisome proliferator-activated receptor gamma coactivator 1 alpha [Ppargc1a, also known as Pgc1alpha] and nuclear respiratory factor-1 [Nrf1] respectively). Expression of genes for carnitine palmitoyltransferase 1A and fatty acid oxidation was increased in epididymal but not subcutaneous fat. In the former depot, lipogenesis was depressed. Similar changes in adipose gene expression were detected after replacement of as little as 15% of lipids in the composite high-fat diet with EPA/DHA concentrate, while the development of obesity was reduced. The expression of Ppargc1a and Nrf1 was also stimulated by n-3 polyunsaturated fatty acids in 3T3-L1 cells. CONCLUSIONS/INTERPRETATION: The anti-adipogenic effect of EPA/DHA may involve a metabolic switch in adipocytes that includes enhancement of beta-oxidation and upregulation of mitochondrial biogenesis.
- MeSH
- epididymis metabolismus účinky léků MeSH
- faktor 1 související s NF-E2 genetika účinky léků MeSH
- karnitin-O-palmitoyltransferasa genetika účinky léků MeSH
- kultivované buňky MeSH
- kyselina alfa-linolenová farmakologie MeSH
- kyselina eikosapentaenová farmakologie MeSH
- kyseliny dokosahexaenové farmakologie MeSH
- lipogeneze účinky záření MeSH
- mitochondriální proteiny metabolismus účinky léků MeSH
- mitochondrie metabolismus účinky léků MeSH
- myši inbrední C57BL MeSH
- myši MeSH
- nenasycené mastné kyseliny farmakologie izolace a purifikace metabolismus MeSH
- obezita prevence a kontrola MeSH
- oxidace-redukce MeSH
- podkožní tuk metabolismus účinky léků MeSH
- regulace genové exprese účinky záření MeSH
- rybí oleje chemie MeSH
- trans-aktivátory genetika účinky léků MeSH
- tuková tkáň metabolismus účinky léků MeSH
- tukové buňky metabolismus účinky léků MeSH
- zvířata MeSH
- Check Tag
- mužské pohlaví MeSH
- myši MeSH
- zvířata MeSH
- Publikační typ
- srovnávací studie MeSH