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Hexadecenoic fatty acid positional isomers and De Novo PUFA synthesis in colon cancer cells
- Source :
- International journal of molecular sciences, 20 (2019): 832. doi:10.3390/ijms20040832, info:cnr-pdr/source/autori:Scanferlato R.; Bortolotti M.; Sansone A.; Chatgilialoglu C.; Polito L.; de Spirito M.; Maulucci G.; Bolognesi A.; Ferreri C./titolo:Hexadecenoic fatty acid positional isomers and De Novo PUFA synthesis in colon cancer cells/doi:10.3390%2Fijms20040832/rivista:International journal of molecular sciences (Print)/anno:2019/pagina_da:832/pagina_a:/intervallo_pagine:832/volume:20, International Journal of Molecular Sciences, International Journal of Molecular Sciences, Vol 20, Iss 4, p 832 (2019), Volume 20, Issue 4
- Publication Year :
- 2019
- Publisher :
- Molecular Diversity Preservation International MDPI, Basel (Matthaeustrasse 11), 2019.
-
Abstract
- Palmitic acid metabolism involves delta-9 and delta-6 desaturase enzymes forming palmitoleic acid (9cis-16:1<br />n-7 series) and sapienic acid (6cis-16:1<br />n-10 series), respectively. The corresponding biological consequences and lipidomic research on these positional monounsaturated fatty acid (MUFA) isomers are under development. Furthermore, sapienic acid can bring to the de novo synthesis of the n-10 polyunsaturated fatty acid (PUFA) sebaleic acid (5cis,8cis-18:2), but such transformations in cancer cells are not known. The model of Caco-2 cell line was used to monitor sapienic acid supplementation (150 and 300 &mu<br />M) and provide evidence of the formation of n-10 fatty acids as well as their incorporation at levels of membrane phospholipids and triglycerides. Comparison with palmitoleic and palmitic acids evidenced that lipid remodelling was influenced by the type of fatty acid and positional isomer, with an increase of 8cis-18:1, n-10 PUFA and a decrease of saturated fats in case of sapienic acid. Cholesteryl esters were formed only in cases with sapienic acid. Sapienic acid was the less toxic among the tested fatty acids, showing the highest EC50s and inducing death only in 75% of cells at the highest concentration tested. Two-photon fluorescent microscopy with Laurdan as a fluorescent dye provided information on membrane fluidity, highlighting that sapienic acid increases the distribution of fluid regions, probably connected with the formation of 8cis-18:1 and the n-10 PUFA in cell lipidome. Our results bring evidence for MUFA positional isomers and de novo PUFA synthesis for developing lipidomic analysis and cancer research.
- Subjects :
- Fluidity Functional two-photon microscopy Lipidomic analysis Membrane lipidomics Membrane remodelling Positional isomerismPUFA biosynthesis
Palmitic Acid
lcsh:Chemistry
Fatty Acids, Monounsaturated
Palmitic acid
chemistry.chemical_compound
0302 clinical medicine
membrane lipidomic
Palmitoleic acid
lcsh:QH301-705.5
Phospholipids
Spectroscopy
chemistry.chemical_classification
0303 health sciences
Chemistry
General Medicine
3. Good health
Computer Science Applications
colon cancer
Linoleic Acids
Biochemistry
030220 oncology & carcinogenesis
Colonic Neoplasms
lipids (amino acids, peptides, and proteins)
Cholesterol Esters
lipidomic analysi
positional isomerism
Laurdan
PUFA biosynthesis
Polyunsaturated fatty acid
Sapienic acid
membrane remodelling
membrane lipidomics
lipidomic analysis
fluidity
functional two-photon microscopy
Palmitic Acids
PUFA biosynthesi
Settore FIS/07 - FISICA APPLICATA (A BENI CULTURALI, AMBIENTALI, BIOLOGIA E MEDICINA)
Linoleoyl-CoA Desaturase
Article
Catalysis
Inorganic Chemistry
03 medical and health sciences
Fatty Acids, Omega-3
Humans
biochemistry
Physical and Theoretical Chemistry
Molecular Biology
030304 developmental biology
Cell Membrane
Organic Chemistry
Fatty acid
Metabolism
De novo synthesis
lcsh:Biology (General)
lcsh:QD1-999
Microscopy, Fluorescence
Caco-2 Cells
Subjects
Details
- Language :
- English
- Database :
- OpenAIRE
- Journal :
- International journal of molecular sciences, 20 (2019): 832. doi:10.3390/ijms20040832, info:cnr-pdr/source/autori:Scanferlato R.; Bortolotti M.; Sansone A.; Chatgilialoglu C.; Polito L.; de Spirito M.; Maulucci G.; Bolognesi A.; Ferreri C./titolo:Hexadecenoic fatty acid positional isomers and De Novo PUFA synthesis in colon cancer cells/doi:10.3390%2Fijms20040832/rivista:International journal of molecular sciences (Print)/anno:2019/pagina_da:832/pagina_a:/intervallo_pagine:832/volume:20, International Journal of Molecular Sciences, International Journal of Molecular Sciences, Vol 20, Iss 4, p 832 (2019), Volume 20, Issue 4
- Accession number :
- edsair.doi.dedup.....5c388f16430be2502e9b7196c8b01e77
- Full Text :
- https://doi.org/10.3390/ijms20040832