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Information on EC 2.3.1.24 - sphingosine N-acyltransferase and Organism(s) Mus musculus and UniProt Accession Q924Z4

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EC Tree
IUBMB Comments
Acts on sphingosine or its 2-epimer.
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This record set is specific for:
Mus musculus
UNIPROT: Q924Z4
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Word Map
The taxonomic range for the selected organisms is: Mus musculus
The enzyme appears in selected viruses and cellular organisms
Synonyms
ceramide synthase, cers6, cers5, cers4, lass5, ceramide synthase 6, lass6, ceramide synthase 5, sphinganine n-acyltransferase, (dihydro)ceramide synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
acyltransferase, sphingosine
-
-
-
-
ceramide synthase
-
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ceramide synthase 5
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ceramide synthase 6
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ceramide synthetase
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-
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LAG1 longevity assurance homolog 5
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longevity assurance homolog 5
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SpAT
-
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sphinganine N-acyl transferase synthase
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sphinganine N-acyltransferase
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sphingosine acyltransferase
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-
-
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TRAM homolog 4
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translocating chain-associating membrane protein homolog 4
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trh1-like
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additional information
-
see also EC 2.3.1.299 and EC 2.3.1.297
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
-
-
-
-
PATHWAY SOURCE
PATHWAYS
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-, -
SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:sphingosine N-acyltransferase
Acts on sphingosine or its 2-epimer.
CAS REGISTRY NUMBER
COMMENTARY hide
37257-09-3
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
tetracosanoyl-CoA + sphingosine
CoA + N-tetracosanoylsphingosine
show the reaction diagram
-
-
-
?
3-dehydrosphinganine + palmitoyl-CoA
N-palmitoyl-3-dehydrosphinganine
show the reaction diagram
-
-
-
-
?
acyl-CoA + sphingosine
?
show the reaction diagram
LASS5 is the major ceramide synthase gene product involved in sphingolipid production that may also regulate PtdCho metabolism in pulmonary epithelia
-
-
?
D-erythro-sphinganine + palmitoyl-CoA
N-palmitoyl-D-sphinganine
show the reaction diagram
-
low activity
-
-
?
palmitoyl-CoA + sphingosine
CoA + N-palmitoylsphingosine
show the reaction diagram
-
-
-
?
sphinganine + palmitoyl-CoA
N-palmitoyl-DL-dihydrosphingosine + CoA
show the reaction diagram
-
-
-
-
?
sphinganine + palmitoyl-CoA
N-palmitoylsphinganine + CoA
show the reaction diagram
sphingosine + lauroyl-CoA
N-lauroylsphingosine + CoA
show the reaction diagram
low activity
-
-
?
sphingosine + myristoyl-CoA
N-myristoylsphingosine + CoA
show the reaction diagram
-
-
-
?
sphingosine + oleoyl-CoA
N-oleoylsphingosine + CoA
show the reaction diagram
low activity
-
-
?
sphingosine + palmitoyl-CoA
N-palmitoylsphingosine + CoA
show the reaction diagram
sphingosine + stearoyl-CoA
N-stearoylsphingosine + CoA
show the reaction diagram
low activity
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acyl-CoA + sphingosine
?
show the reaction diagram
LASS5 is the major ceramide synthase gene product involved in sphingolipid production that may also regulate PtdCho metabolism in pulmonary epithelia
-
-
?
sphinganine + palmitoyl-CoA
N-palmitoylsphinganine + CoA
show the reaction diagram
-
-
-
?
additional information
?
-
the enzyme catalyzes the synthesis of significantly more 17C16- and 17C24:1-ceramides and significantly less 17C22:0-, 17C24:0, and 17C26:0-ceramides in vivo, analysis of sphingosine and ceramidases in different cells, overview
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
activates
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid
-
-
fumonisin B1
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
daunorubicin
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an anthracycline used in the treatment of leukemia, increases the enzyme activity and ceramide production, and inhibits the apoptosis of leukmeia cells, 70% increase of activity in microsomes at 0.01 mM in treatment of cell cultures for 6 h
additional information
-
vincristine (100 nM), methotrexate (200 nM), etoposide (0.003 mM), and cis-platinum (0.05 mM) do not stimulate ceramide synthase
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00107 - 0.0077
sphingosine
0.0546 - 0.0629
tetracosanoyl-CoA
additional information
additional information
-
kinetics in presence of daunorubicin
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
-
inhibition kinetics
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000049
-
endoplasmic reticulum-derived membrane vesicles, pH 7.5, 37°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2
-
assay at
7.4
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
isoform CerS2
SwissProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
mouse lung epithelial cell
Manually annotated by BRENDA team
-
cerebellar
Manually annotated by BRENDA team
high expression level
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
mainly, the enzyme faces the cytosolic side of the endoplasmic reticulum, so that substrates have free access to the active site
Manually annotated by BRENDA team
the C-terminus of Lass6 is exposed to the cytosolic side of the endoplasmic reticulum membrane
Manually annotated by BRENDA team
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low enzyme level
Manually annotated by BRENDA team
membrane-associated
Manually annotated by BRENDA team
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membrane vesicles derived from endoplasmic reticlum and Golgi membranes, mouse liver smooth and rough ER vesicles
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
metabolism
physiological function
additional information
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CERS2_MOUSE
380
6
45024
Swiss-Prot
Secretory Pathway (Reliability: 2)
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
-
phosphoprotein
isoform Cers2 is phosphorylated at the cytoplasmic C-terminalregion
glycoprotein
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
S341A
mutation in potential phosphorylation site, about 45% of wild-type activity, substrate tetracosanoyl-CoA
S349A
mutation in potential phosphorylation site, about 90% of wild-type activity, substrate tetracosanoyl-CoA
T346A
mutation in potential phosphorylation site, about 80% of wild-type activity, substrate tetracosanoyl-CoA
H212A
site-directed mutagenesis
N18Q
site-directed mutagenesis, a glycosylation site mutant
N285Q
site-directed mutagenesis, a putative glycosylation site mutant
additional information
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged LASS5 from MLE cells by nickel affinity chromatography and ultrafiltration
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, sequence comparisons, phylogenetic tree, recombinant expression of HA-tagged enzyme in HEK-293T cells
DNA and amino acid sequence determination and analysis, sequence comparisons, phylogenetic tree, recombinant expression of HA-tagged enzyme in HEK-293T cells, and recombinant expression of C-terminally GFP-tagged Lass6
expression of wild-type and mutant enzymes in Escherichia coli strain BJ5183, and transient expression in HEK293A cells, HT29 cells, and SW620 cells from an adenovirus vector
gene CERS5, stable recombinant ectopic overexpression of N-terminally FLAG3-tagged CerS5 in HEK-293 or HeLa cells, the level of FLAG-tagged CerS5 remains constant after exposure to cisplatin, doxorubicin, or UV light
gene Cers5, transient recombinant expression of His-tagged LASS5 in MLE cells
MLE cells transiently transfected with His-tagged LASS5 plasmid
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
CerS6 is upregulated in alcoholic steatosis
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
isoform CerS6 is specifically upregulated in experimental alcoholic steatosis in vivo and in vitro. In vivo ceramide reduction by inhibition of de novo ceramide synthesis reduces PLIN2 and hepatic steatosis in alcohol-fed mice, and improves glucose homeostasis in control and Etoh mice, but only de novo synthesis inhibition. Inhibition of ceramide synthesis during alcohol feeding has minimal effect on body composition, food intake, and energy expenditure
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Xu, Z.; Zhou, J.; McCoy, D.M.; Mallampalli, R.K.
LASS5 is the predominant ceramide synthase isoform involved in de novo sphingolipid synthesis in lung epithelia
J. Lipid Res.
46
1229-1238
2005
Mus musculus (Q9D6K9), Mus musculus
Manually annotated by BRENDA team
Tirodkar, T.S.; Lu, P.; Bai, A.; Scheffel, M.J.; Gencer, S.; Garrett-Mayer, E.; Bielawska, A.; Ogretmen, B.; Voelkel-Johnson, C.
Expression of ceramide synthase 6 transcriptionally activates acid ceramidase in a c-Jun N-terminal kinase (JNK)-dependent manner
J. Biol. Chem.
290
13157-13167
2015
Mus musculus (Q8C172)
Manually annotated by BRENDA team
Mizutani, Y.; Kihara, A.; Igarashi, Y.
Mammalian Lass6 and its related family members regulate synthesis of specific ceramides
Biochem. J.
390
263-271
2005
Mus musculus (Q8C172), Mus musculus (Q9D6K9), Mus musculus
Manually annotated by BRENDA team
Sridevi, P.; Alexander, H.; Laviad, E.L.; Pewzner-Jung, Y.; Hannink, M.; Futerman, A.H.; Alexander, S.
Ceramide synthase 1 is regulated by proteasomal mediated turnover
Biochim. Biophys. Acta
1793
1218-1227
2009
Mus musculus (Q9D6K9)
Manually annotated by BRENDA team
Bose, R.; Verheji, M.; Haimovitz-Friedman, A.; Scotto, K.; Fuks, Z.; Kolesnick, R.
Ceramide synthase mediates daunorubicin-induced apoptosis an alternative mechanism for generating death signals
Cell
82
405-414
1995
Homo sapiens, Mus musculus
Manually annotated by BRENDA team
Choi, S.; Snider, J.M.; Olakkengil, N.; Lambert, J.M.; Anderson, A.K.; Ross-Evans, J.S.; Cowart, L.A.; Snider, A.J.
Myristate-induced endoplasmic reticulum stress requires ceramide synthases 5/6 and generation of C14-ceramide in intestinal epithelial cells
FASEB J.
32
5724-5736
2018
Mus musculus (Q8C172), Mus musculus (Q9D6K9)
Manually annotated by BRENDA team
Mandon, E.C.; Ehses, I.; Rother, J.; van Echten, G.; Sandhoff, K.
Subcellular localization and membrane topology of serine palmitoyltransferase, 3-dehydrosphinganine reductase, and sphinganine N-acyltransferase in mouse liver
J. Biol. Chem.
267
11144-11148
1992
Mus musculus
Manually annotated by BRENDA team
Merrill, A.H.; van Echten, G.; Wang, E.; Sandhoff, K.
Fumonisin B1 inhibits sphingosine (sphinganine) N-acyltransferase and de novo sphingolipid biosynthesis in cultured neurons in situ
J. Biol. Chem.
268
27299-27306
1993
Mus musculus, Mus musculus NMRI
Manually annotated by BRENDA team
Sassa, T.; Hirayama, T.; Kihara, A.
Enzyme activities of the ceramide synthases CERS2-6 are regulated by phosphorylation in the C-terminal region
J. Biol. Chem.
291
7477-7487
2016
Homo sapiens (Q8IU89), Homo sapiens (Q8N5B7), Homo sapiens (Q96G23), Homo sapiens (Q9HA82), Homo sapiens (Q9NTG7), Mus musculus (Q924Z4), Mus musculus
Manually annotated by BRENDA team
Xu, Z.; Zhou, J.; McCoy, D.M.; Mallampalli, R.K.
LASS5 is the predominant ceramide synthase isoform involved in de novo sphingolipid synthesis in lung epithelia
J. Lipid Res.
46
1229-1238
2005
Mus musculus (Q9D6K9), Mus musculus, Mus musculus C57BL/6 (Q9D6K9)
Manually annotated by BRENDA team
Williams, B.; Correnti, J.; Oranu, A.; Lin, A.; Scott, V.; Annoh, M.; Beck, J.; Furth, E.; Mitchell, V.; Senkal, C.E.; Obeid, L.; Carr, R.M.
A novel role for ceramide synthase 6 in mouse and human alcoholic steatosis
FASEB J.
32
130-142
2018
Homo sapiens (Q6ZMG9), Homo sapiens, Mus musculus (Q8C172), Mus musculus
Manually annotated by BRENDA team
Kim, M.H.; Ahn, H.K.; Lee, E.J.; Kim, S.J.; Kim, Y.R.; Park, J.W.; Park, W.J.
Hepatic inflammatory cytokine production can be regulated by modulating sphingomyelinase and ceramide synthase 6
Int. J. Mol. Med.
39
453-462
2017
Mus musculus (Q8C172)
Manually annotated by BRENDA team