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Title

Chemical tools to investigate sphingolipid metabolism and functions

AuthorsDelgado Cirilo, Antonio ; Casas, Josefina ; Llebaria, Amadeu ; Abad, José Luis ; Fabriàs, Gemma
KeywordsAnalogues
Biosynthesis
Enzimes
Inhibitors
Metabolism
Sphingolipids
Issue Date25-Jun-2007
PublisherJohn Wiley & Sons
CitationChemMedChem 2(5): 580-606 (2007)
AbstractSphingolipids comprise an important group of biomolecules, some of which have been shown to play important roles in the regulation of many cell functions. From a structural standpoint, they all share a long 2-amino-1,3-diol chain, which can be either saturated (sphinganine), hydroxylated at C4 (phytosphingosine), or unsaturated at C4 (sphingosine) as in most mammalian cells. N-acylation of sphingosine leads to ceramide, a key intermediate in sphingolipd metabolism that can be enzymatically modified at the C1-OH position to other biologically important sphingolipids, such as sphingomyelin or glycosphingolipids. In addition, both ceramide and sphingosine can be phosphorylated at C1-OH to give ceramide-1-phosphate and sphingosine-1-phosphate, respectively. To better understand the biological and biophysical roles of sphingolipids, many efforts have been made to design synthetic analogues as chemical tools able to unravel their structure–activity relationships, and to alter their cellular levels. This last approach has been thoroughly studied by the development of specific inhibitors of some key enzymes that play an important role in biosynthesis or metabolism of these intriguing lipids. With the above premises in mind, the aim of this review is to collect, in a systematic way, the recent efforts described in the literature leading to the development of new chemical entities specifically designed to achieve the above goals.
Description27 pages, 46 figures.-- PMID: 17252619 [PubMed].
Publisher version (URL)http://dx.doi.org/10.1002/cmdc.200600195
URIhttp://hdl.handle.net/10261/9514
DOI10.1002/cmdc.200600195
ISSN1860-7187
Appears in Collections:(IQAC) Artículos
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