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Literature summary extracted from

  • Pou, A.; Abad, J.L.; Ordonez, Y.F.; Garrido, M.; Casas, J.; Fabrias, G.; Delgado, A.
    From the configurational preference of dihydroceramide desaturase-1 towards DELTA6-unsaturated substrates to the discovery of a new inhibitor (2017), Chem. Commun. (Camb.), 53, 4394-4397 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.19.17 GT11
-
Homo sapiens
1.14.19.17 additional information DELTA6-monoenoic ceramide inhibit Des1 Homo sapiens
1.14.19.17 N-((2S,3R,6E)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide substrate inhibition, non-competitive type of inhibition Homo sapiens
1.14.19.17 N-((2S,3R,6Z)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide substrate inhibition Homo sapiens
1.14.19.17 XM462
-
Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.17 a dihydroceramide + 2 ferrocytochrome b5 + O2 + 2 H+ Homo sapiens
-
a (4E)-sphing-4-enine ceramide + 2 ferricytochrome b5 + 2 H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.17 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.19.17 HGC-27 cell
-
Homo sapiens
-
1.14.19.17 T-98G cell
-
Homo sapiens
-
1.14.19.17 U-87MG cell
-
Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.17 a dihydroceramide + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens a (4E)-sphing-4-enine ceramide + 2 ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 additional information configurational preference of dihydroceramide desaturase-1 towards DELTA6-unsaturated substrates. Establishment of an assay for Des1 activity based on the use of an immobilized DELTA6-monoene as a substrate for further click reaction of the resulting diene with a labelable dienophile, chemical synthesis of DELTA6 and DELTA4,6 sphingoid bases, substrate specificity, overview Homo sapiens ?
-
?
1.14.19.17 N-((2S,3R,6E)-1,3-dihydroxyoctadec-6-en-2-yl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens N-((2S,3R,4E,6E)-1,3-dihydroxyoctadeca-4,6-dien-2-yl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide + 2 ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 N-((2S,3R,6E)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens N-((2S,3R,4E,6E)-1,3-dihydroxyoctadeca-4,6-dien-2-yl)octanamide + 2 ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 N-((2S,3R,6Z)-1,3-dihydroxyoctadec-6-en-2-yl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens N-((2S,3R,4E,6Z)-1,3-dihydroxyoctadeca-4,6-dien-2-yl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide + 2 ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 N-((2S,3R,6Z)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens N-((2S,3R,4E,6Z)-1,3-dihydroxyoctadeca-4,6-dien-2-yl)octanamide + 2 ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 N-octanoylsphinganine + ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens N-octanoylsphingosine + ferricytochrome b5 + 2 H2O
-
?
1.14.19.17 N-[6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl]-D-erythro-sphinganine + 2 ferrocytochrome b5 + O2 + 2 H+
-
Homo sapiens ?
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.17 DES1
-
Homo sapiens
1.14.19.17 dihydroceramide desaturase-1
-
Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.19.17 37
-
assay at Homo sapiens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.19.17 7.4
-
assay at Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.17 cytochrome b5
-
Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.19.17 0.000022
-
N-((2S,3R,6Z)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide pH 7.4, 37°C Homo sapiens
1.14.19.17 0.0001114
-
N-((2S,3R,6E)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide pH 7.4, 37°C Homo sapiens
1.14.19.17 0.002
-
XM462 pH 7.4, 37°C Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.19.17 0.000052
-
pH 7.4, 37°C Homo sapiens N-((2S,3R,6Z)-1,3-dihydroxyoctadec-6-en-2-yl)octanamide

General Information

EC Number General Information Comment Organism
1.14.19.17 metabolism in the de novo synthesis, ceramide synthases catalyze the N-acylation of sphinganine to dihydroceramide, which is finally converted to ceramide by introduction of an (E)-4 double bond. The last step is catalyzed by dihydroceramide desaturase 1 (Des1), the enzyme that regulates the balance between dihydroceramide and ceramide Homo sapiens
1.14.19.17 physiological function dihydroceramide desaturase 1 (Des1) catalyzes the last step of ceramide synthesis de novo, thus regulating the physiologically relevant balance between dihydrosphingolipids and sphingolipids Homo sapiens