Ligand sphinganine

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Basic Ligand Information

Molecular Structure
Picture of sphinganine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C18H39NO2
sphinganine
OTKJDMGTUTTYMP-ZWKOTPCHSA-N
Synonyms:
(2S,3R)-2-aminooctadecane-1,3-diol, (S)-2-amino-1-(R)-3-dihydroxyoctadecane, 2-amino-1,3-dihydroxyoctadecane, 4-octadecyl-sphingenine, C18-dihydrosphingosine, D-erythro-dihydrosphingosine, D-erythro-sphinganine, D-erythrosphinganine, dihydro-sphingosine, dihydrosphingosine

Show all pahtways known for Show all pathways known for sphinganine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sphinganine + ferrocytochrome b5 + O2 + H+ = ?
show the reaction diagram
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sphinganine + ferrocytochrome b5 + O2 + H+ = 8-sphingenine + ferricytochrome b5 + H2O
show the reaction diagram
-
sphinganine + reduced acceptor + O2 = DELTA8-sphingenine + acceptor + 2 H2O
show the reaction diagram
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fatty acid-CoA + dihydrosphingosine = CoA + an N-acylsphingosine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dihydroceramide + H2O = dihydrosphingosine + fatty acid
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sphinganine + ferrocytochrome b5 + O2 + H+ = ?
show the reaction diagram
-
sphinganine + ferrocytochrome b5 + O2 + H+ = 8-sphingenine + ferricytochrome b5 + H2O
show the reaction diagram
-
sphinganine + reduced acceptor + O2 = DELTA8-sphingenine + acceptor + 2 H2O
show the reaction diagram
-
UDP-glucose + dihydrosphingosine = UDP + D-glucosyl-dihydrosphingosine
show the reaction diagram
-
D-erythro-dihydrosphingosine + H2O = ?
show the reaction diagram
-
D-erythro-dihydrosphingosine + a sugar = ?
show the reaction diagram
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D-erythro-dihydrosphingosine + fatty acid = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dihydro-sphingosine-1-phosphate + H2O = dihydro-sphingosine + phosphate
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
non-competitive inhibition
-
erythro- and threo-dihydrosphingosine, IC50: 0.008 mM
-
less effective than sphingosine
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does not alter basal PLD2 activity, but inhibits PLD2 activation induced by [D-Ala2,Me Phe4,Glyol5]enkephalin and beta-endorphin, overview
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.12
-
-

KM Value (7 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.06
-
pH 6.5, 30C
0.3
-
-
0.3
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.008
-
erythro- and threo-dihydrosphingosine, IC50: 0.008 mM

References & Links

Links to other databases for sphinganine

ChEBI
PubChem
ChEBI
PubChem