21275-74-1Relevant articles and documents
Convergent evolution of bacterial ceramide synthesis
Stankeviciute, Gabriele,Tang, Peijun,Ashley, Ben,Chamberlain, Joshua D.,Hansen, Matthew E. B.,Coleman, Aimiyah,D’Emilia, Rachel,Fu, Larina,Mohan, Eric C.,Nguyen, Hung,Guan, Ziqiang,Campopiano, Dominic J.,Klein, Eric A.
, p. 305 - 312 (2022/01/06)
The bacterial domain produces numerous types of sphingolipids with various physiological functions. In the human microbiome, commensal and pathogenic bacteria use these lipids to modulate the host inflammatory system. Despite their growing importance, their biosynthetic pathway remains undefined since several key eukaryotic ceramide synthesis enzymes have no bacterial homolog. Here we used genomic and biochemical approaches to identify six proteins comprising the complete pathway for bacterial ceramide synthesis. Bioinformatic analyses revealed the widespread potential for bacterial ceramide synthesis leading to our discovery of a Gram-positive species that produces ceramides. Biochemical evidence demonstrated that the bacterial pathway operates in a different order from that in eukaryotes. Furthermore, phylogenetic analyses support the hypothesis that the bacterial and eukaryotic ceramide pathways evolved independently. [Figure not available: see fulltext.]
Synthesis of a panel of carbon-13-labelled (glyco)sphingolipids
Wisse, Patrick,Gold, Henrik,Mirzaian, Mina,Ferraz, Maria J.,Lutteke, Ginger,Van Den Berg, Richard J. B. H. N.,Van Den Elst, Hans,Lugtenburg, Johan,Van Der Marel, Gijsbert A.,Aerts, Johannes M. F. G.,Codée, Jeroen D. C.,Overkleeft, Herman S.
, p. 2661 - 2677 (2015/04/27)
The synthesis of a focussed library of sphingolipids differing in the number and position of 13C labels is described. The synthesised sphingolipids differ in substitution at both the sphingosine amine (either palmitoylated or unmodified) and the sphingosine primary hydroxyl (unmodified or glycosylated). Moreover, 13C atoms are incorporated into either the sphingosine or the palmitate moiety, or both. This set of compounds is intended for use in relative quantitative lipidomics studies to gain insight into sphingolipid metabolism in healthy and diseased (lysosomal storage disorders) patients and animal models. The synthesis of a focussed library of sphingolipids differing in the number and position of 13C labels is described. 13C atoms are incorporated into either the sphingosine or the palmitate moiety, or both. This set of compounds is intended for use in relative quantitative lipidomics studies to gain insight into sphingolipid metabolism.
The synthesis and biological characterization of a ceramide library
Chang, Young-Tae,Choi, Jaehwa,Ding, Sheng,Prieschl, Eva E.,Baumruker, Thomas,Lee, Jae-Mok,Chung, Sung-Kee,Schultz, Peter G.
, p. 1856 - 1857 (2007/10/03)
A facile synthesis of a combinatorial ceramide library and their activities in the NF-κB pathway and in apoptosis induction/prevention were demonstrated. A novel NF-κB activating molecule was discovered among ceramide containing β-galactose, and the structural requirements of ceramides for apoptosis induction was elucidated. Copyright