S1P and plasmalogen derived fatty aldehydes in cellular signaling and functions.
Hexadecenal
Long-chain fatty aldehydes
Lysoplasmalogenase
Plasmalogenase
S1P
S1P Lyase
Journal
Biochimica et biophysica acta. Molecular and cell biology of lipids
ISSN: 1879-2618
Titre abrégé: Biochim Biophys Acta Mol Cell Biol Lipids
Pays: Netherlands
ID NLM: 101731727
Informations de publication
Date de publication:
07 2020
07 2020
Historique:
received:
06
10
2019
revised:
24
01
2020
accepted:
09
03
2020
pubmed:
17
3
2020
medline:
23
10
2020
entrez:
16
3
2020
Statut:
ppublish
Résumé
Long-chain fatty aldehydes are present in low concentrations in mammalian cells and serve as intermediates in the interconversion between fatty acids and fatty alcohols. The long-chain fatty aldehydes are generated by enzymatic hydrolysis of 1-alkyl-, and 1-alkenyl-glycerophospholipids by alkylglycerol monooxygenase, plasmalogenase or lysoplasmalogenase while hydrolysis of sphingosine-1-phosphate (S1P) by S1P lyase generates trans ∆2-hexadecenal (∆2-HDE). Additionally, 2-chloro-, and 2-bromo- fatty aldehydes are produced from plasmalogens or lysoplasmalogens by hypochlorous, and hypobromous acid generated by activated neutrophils and eosinophils, respectively while 2-iodofatty aldehydes are produced by excess iodine in thyroid glands. The 2-halofatty aldehydes and ∆2-HDE activated JNK signaling, BAX, cytoskeletal reorganization and apoptosis in mammalian cells. Further, 2-chloro- and 2-bromo-fatty aldehydes formed GSH and protein adducts while ∆2-HDE formed adducts with GSH, deoxyguanosine in DNA and proteins such as HDAC1 in vitro. ∆2-HDE also modulated HDAC activity and stimulated H3 and H4 histone acetylation in vitro with lung epithelial cell nuclear preparations. The α-halo fatty aldehydes elicited endothelial dysfunction, cellular toxicity and tissue damage. Taken together, these investigations suggest a new role for long-chain fatty aldehydes as signaling lipids, ability to form adducts with GSH, proteins such as HDACs and regulate cellular functions.
Identifiants
pubmed: 32171908
pii: S1388-1981(20)30073-1
doi: 10.1016/j.bbalip.2020.158681
pmc: PMC7214093
mid: NIHMS1575179
pii:
doi:
Substances chimiques
Aldehydes
0
Plasmalogens
0
Histone Deacetylases
EC 3.5.1.98
Aldehyde-Lyases
EC 4.1.2.-
sphingosine 1-phosphate lyase (aldolase)
EC 4.1.2.27
2-hexadecenal
Z79H35Z0RU
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
158681Subventions
Organisme : NHLBI NIH HHS
ID : P01 HL060678
Pays : United States
Organisme : NHLBI NIH HHS
ID : P01 HL126609
Pays : United States
Informations de copyright
Copyright © 2020 Elsevier B.V. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of competing interest The authors declare no conflict of interest and no financial obligations.
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