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2.3.1.24: sphingosine N-acyltransferase

This is an abbreviated version!
For detailed information about sphingosine N-acyltransferase, go to the full flat file.

Word Map on EC 2.3.1.24

Reaction

an acyl-CoA
+
sphingosine
=
CoA
+
a ceramide

Synonyms

(dihydro)ceramide synthase, acyl-CoA : sphingosine N-acyltramferase, acyl-CoA : sphingosine N-acyltransferase, acyltransferase, sphingosine, C16:0-CerS, CER2, Cer3, ceramide synthase, ceramide synthase 4, ceramide synthase 5, ceramide synthase 6, ceramide synthetase, CerS, CerS4, CerS45, CerS5, CerS6, CNAG_02086, CNAG_02087, CNAG_06717, DLag1, Drosophila longevitiy assurance gene-1 homologue, fatty acyl-CoA:sphingosine acyltransferase, LAC1, LAG1, LAG1 longevity assurance homolog 2, LAG1 longevity assurance homolog 5, LAG12, LASS5, Lass6, LOH2, longevity assurance homolog 5, longevity assurance homolog 6, longevity assurance homologue 5, longevity assurance homologue 6, More, schlank, SpAT, sphinganine N-acyl transferase synthase, sphinganine N-acyltransferase, sphingosine acyltransferase, sphingosine N-acyltransferase, sphingosine/sphinganine acyltransferase, TcCerS, TcCERS1, TRAM homolog 4, translocating chain-associating membrane protein homolog 4, trh1-like, trh4

ECTree

     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.24 sphingosine N-acyltransferase

Inhibitors

Inhibitors on EC 2.3.1.24 - sphingosine N-acyltransferase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate
-
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid
-
-
FTY720
inhibits ceramide synthases and upregulates dihydrosphingosine 1-phosphate formation in human lung endothelial cells. FTY720 is a sphingosine analogue and in clinical trials as an immunomodulator. Multifaceted mode of interaction between FTY720 and CerS. Conversion to FTY720-phosphate is necessary for its clinical efficacy. FTY720 inhibits ceramide synthesis using C18-CoA to a greater extent than other acyl-CoAs, dependence on acyl-CoA chain length of inhibition of CerS activity by FTY720. Sphinganine first binds to CerS to form an E-S (CerS-sphinganine) complex, and only after formation of this complex can FTY720 bind. The binding sites of FTY720 and acyl-CoA appear to be distinct, but the interaction between sphinganine binding and FTY720 binding nevertheless impacts the rate of the reaction with respect to acyl-CoA. FTY720 inhibits ceramide synthesis at high sphinganine concentrations in vivo, but not at low concentrations, supporting a complex, possibly allosteric mode of interaction between sphinganine and FTY720 and is consistent with uncompetitive inhibitors being most effective at high substrate concentrations. FTY720 acts as a noncompetitive inhibitor toward C18-CoA. The inhibition of FTY720 toward C18-CoA is allosteric under the normal reaction conditions. Sphingolipid composition of HEK cells treated with FTY720, overview; inhibits ceramide synthases and upregulates dihydrosphingosine 1-phosphate formation in human lung endothelial cells. FTY720 is a sphingosine analogue and in clinical trials as an immunomodulator. Multifaceted mode of interaction between FTY720 and CerS. FTY720 inhibits ceramide synthesis using C18-CoA to a greater extent than other acyl-CoAs. Sphinganine first binds to CerS to form an E-S (CerS-sphinganine) complex, and only after formation of this complex can FTY720 bind. The binding sites of FTY720 and acyl-CoA appear to be distinct, but the interaction between sphinganine binding and FTY720 binding nevertheless impacts the rate of the reaction with respect to acyl-CoA. FTY720 inhibits ceramide synthesis at high sphinganine concentrations in vivo, but not at low concentrations, supporting a complex, possibly allosteric mode of interaction between sphinganine and FTY720 and is consistent with uncompetitive inhibitors being most effective at high substrate concentrations
fumonisin
-
nixtamalization and rinsing with water effectively reduce both the concentration and ceramide synthase inhibitory activity of readily extractable fumonisins in masa and tortilla products prepared using a commercial process. The data provided no evidence for the formation of biologically active fumonisin reaction products during nixtamalization, baking, or frying
fumonisin B1
Fumonisin B2
Triton X-100
-
additional information
-