2.3.1.298: ultra-long-chain ceramide synthase
This is an abbreviated version!
For detailed information about ultra-long-chain ceramide synthase, go to the full flat file.
Reaction
Synonyms
(dihydro)ceramide synthase, ceramide synthase, ceramide synthase 3, CerS3, LASS3, LASS3-long, longevity assurance homologue 3, mammalian ceramide synthase 3, phytoceramide synthase, sphingoid base N-ultra-long-chain fatty acyl-coA transferase
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Substrates Products
Substrates Products on EC 2.3.1.298 - ultra-long-chain ceramide synthase
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REACTION DIAGRAM
an ultra-long-chain fatty acyl-CoA + phytosphingosine
phytoceramide + CoA
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-
-
-
?
an ultra-long-chain fatty acyl-CoA + sphingosine
an ultra-long-chain ceramide + CoA
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the enzyme uses acyl-CoAs longer than 26 carbon atoms in length
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-
?
arachidoyl-CoA + dihydrosphingosine
CoA + N-arachidoyl-dihydrosphingosine
weak activity
-
-
?
cerotoyl-CoA + dihydrosphingosine
CoA + N-cerotoyl-dihydrosphingosine
weak activity
-
-
?
palmitoyl-CoA + dihydrosphingosine
CoA + N-palmitoyldihydrosphingosine
high activity
-
-
?
sphingosine + 2-hydroxybehenoyl-CoA
N-2-hydroxybehenoylsphingosine + CoA
-
-
-
?
sphingosine + 2-hydroxyeicosanoyl-CoA
N-2-hydroxyeicosanoylsphingosine + CoA
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-
-
?
sphingosine + 2-hydroxylignoceroyl-CoA
N-2-hydroxylignoceroylsphingosine + CoA
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-
-
?
sphingosine + 2-hydroxypalmitoyl-CoA
N-2-hydroxypalmitoylsphingosine + CoA
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-
-
?
sphingosine + 2-hydroxystearoyl-CoA
N-2-hydroxystearoylsphingosine + CoA
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-
-
?
an ultra-long-chain ceramide + CoA
the enzyme exhibits a broad acyl chain preference synthesizing C26-C32 acyl chain ceramides
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-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
the enzyme exhibits a broad acyl chain preference synthesizing C26-C32 acyl chain ceramides
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-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
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-
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
-
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
C26-C36
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-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
the enzyme exhibits a broad acyl chain preference synthesizing C26-C32 acyl chain ceramides
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
-
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
C26-C34
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
-
C26-C36
-
-
?
an ultra-long-chain fatty acyl-CoA + a sphingoid base
an ultra-long-chain ceramide + CoA
the enzyme exhibits a broad acyl chain preference synthesizing C26-C32 acyl chain ceramides
-
-
?
CoA + N-behenoyldihydrosphingosine
-
-
-
?
behenoyl-CoA + dihydrosphingosine
CoA + N-behenoyldihydrosphingosine
-
-
-
?
hexacosanoyl-CoA + sphinganine
hexacosanoyl ceramide + CoA
-
main substrate
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-
?
CoA + N-lignoceroyldihydrosphingosine
highest activity
-
-
?
lignoceroyl-CoA + dihydrosphingosine
CoA + N-lignoceroyldihydrosphingosine
-
-
-
?
montanoyl ceramide + CoA
-
bona fide substrate
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-
?
montanoyl-CoA + sphingosine
montanoyl ceramide + CoA
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bona fide substrate
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-
?
CoA + N-stearoyldihydrosphingosine
-
-
-
?
stearoyl-CoA + dihydrosphingosine
CoA + N-stearoyldihydrosphingosine
highest activity
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-
?
?
-
CERS3 transfers much longer chain fatty acids (C26, C28), forming highly hydrophobic ceramides that are a very important part of the water barrier function of skin
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?
additional information
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CERS activity is assayed using LC-MS/MS for product quantification, crude extracts containing cell membranes are firstly prepared from tissues or cultured cells, reactions contain deuterated dihydrosphingosine (or sphingosine) and a fatty acid substrate linked to CoA (C16:0 to C24:0/24:1), detailed method descritpion and evaluation, overview
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?
additional information
?
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isozyme CerS3 exhibits broad substrate specificity toward medium- to long-chain fatty acyl-CoAs (short-chain having less than C18, medium-chain with C18-C22, and long-chain with more than C22). In HEK-293T cells overproducing both CerS3 and 4-hydroxysphinganine ceramide fatty acyl 2-hydroxylase (FA2H), no 2-hydroxy-C16:0-ceramide is detected, but both medium- and long-chain 2-hydroxy-ceramides. CerS3 may use both medium- and long-chain 2-hydroxy-fatty acyl-CoAs as substrates
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-
?
additional information
?
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isozyme CerS3 exhibits broad substrate specificity toward medium- to long-chain fatty acyl-CoAs (short-chain having less than C18, medium-chain with C18-C22, and long-chain with more than C22). In HEK-293T cells overproducing both CerS3 and 4-hydroxysphinganine ceramide fatty acyl 2-hydroxylase (FA2H), no 2-hydroxy-C16:0-ceramide is detected, but both medium- and long-chain 2-hydroxy-ceramides. CerS3 may use both medium- and long-chain 2-hydroxy-fatty acyl-CoAs as substrates
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?
additional information
?
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the enzyme also uses long-chain and very-long-chain fatty acyl-CoAs as substrate
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?
additional information
?
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the enzyme can also use both medium- and long-chain 2-hydroxy-fatty acyl-CoAs as substrates
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?
additional information
?
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the enzyme can also use both medium- and long-chain 2-hydroxy-fatty acyl-CoAs as substrates
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-
?
additional information
?
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the enzyme also accepts long or very long fatty acyl-CoAs as substrate
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?
additional information
?
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the enzyme also uses long-chain and very-long-chain fatty acyl-CoAs as substrate
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?
additional information
?
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the enzyme exhibits relatively low substrate specificity toward fatty-acyl CoAs
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?