Page last updated: 2024-10-24

D-erythro-sphingosine kinase activity

Definition

Target type: molecularfunction

Catalysis of the reaction: sphingosine + ATP = sphingosine 1-phosphate + ADP. [MetaCyc:RXN3DJ-11417]

D-erythro-sphingosine kinase activity refers to the enzymatic catalysis of the phosphorylation of D-erythro-sphingosine to ceramide. This reaction is critical for the synthesis of ceramides, a class of sphingolipids that play a crucial role in various cellular processes.

The enzyme responsible for this activity, sphingosine kinase, utilizes ATP as the phosphate donor, and the reaction proceeds through a two-step mechanism. First, sphingosine binds to the active site of the enzyme, and then ATP binds, leading to the formation of a ternary complex. Subsequently, the phosphate group from ATP is transferred to the hydroxyl group at the C1 position of sphingosine, producing ceramide and ADP.

This phosphorylation event significantly impacts the properties of sphingosine, converting it from a hydrophilic molecule to a hydrophobic one. This alteration in polarity influences its cellular localization and signaling capabilities.

Ceramide, the product of this reaction, acts as a signaling molecule involved in diverse cellular processes, including apoptosis, cell cycle regulation, differentiation, and inflammation. It acts by modulating the activity of various proteins and enzymes, such as protein kinases, phosphatases, and transcription factors.

The regulation of D-erythro-sphingosine kinase activity is complex and influenced by various factors, including cellular stress, growth factors, and hormones. This intricate regulation ensures that the production of ceramide is finely tuned to meet the specific requirements of the cell in different situations.'
"

Proteins (3)

ProteinDefinitionTaxonomy
Sphingosine kinase 1A sphingosine kinase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9NYA1]Homo sapiens (human)
Sphingosine kinase 1A sphingosine kinase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9NYA1]Homo sapiens (human)
Sphingosine kinase 2A sphingosine kinase 2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9NRA0]Homo sapiens (human)

Compounds (10)

CompoundDefinitionClassesRoles
fingolimod hydrochloridefingolimod hydrochloride : The hydrochloride salt of 2-amino-2-[2-(4-octylphenyl) ethyl]-1,3-propanediol (fingolimod).

Fingolimod Hydrochloride: A sphingosine-derivative and IMMUNOSUPPRESSIVE AGENT that blocks the migration and homing of LYMPHOCYTES to the CENTRAL NERVOUS SYSTEM through its action on SPHINGOSINE 1-PHOSPHATE RECEPTORS. It is used in the treatment of MULTIPLE SCLEROSIS.
hydrochlorideimmunosuppressive agent;
prodrug;
sphingosine-1-phosphate receptor agonist
4-(4-(4-chloro-phenyl)thiazol-2-ylamino)phenolsubstituted aniline
safingolsafingol: RN given refers to the (R-(R*,S*))-isomeramino alcohol
sphingosine2-aminooctadec-4-ene-1,3-diol : A 2-aminooctadecene-1,3-diol having its double bond at position 4.

sphing-4-enine : A sphingenine in which the C=C double bond is located at the 4-position.

sphingenine : A 2-aminooctadecene-1,3-diol having (2S,3R)-configuration.

sphingoid : Sphinganine, its homologs and stereoisomers, and the hydroxy and unsaturated derivatives of these compounds.
sphing-4-eninehuman metabolite;
mouse metabolite
n,n-dimethylsphingenineN,N-dimethylsphingosine : A sphingoid that is sphingosine in which the two amino hydrogens are replaced by methyl groups.

N,N-dimethylsphingosine: a sphingosine kinase inhibitor
aminodiol;
sphingoid;
tertiary amino compound
EC 2.7.1.91 (sphingosine kinase) inhibitor;
metabolite
es-2851-deoxysphinganine : A bioactive sphingoid, sphinganine, in which the terminal hydroxy group has been replaced by a hydrogen.

spisulosine: from marine organism, Spisula polynyma; structure in first source
amino alcohol;
sphingoid
antineoplastic agent
3-(4-chlorophenyl)-adamantane-1-carboxylic acid (pyridin-4-ylmethyl)amideorganochlorine compound
bml 258
pf-543PF-543: Sphingosine Kinase 1 Selective Inhibitor; structure in first sourcesulfonamide
rome(2R)-2-amino-2-(methoxymethyl)-4-(4-octylphenyl)butan-1-ol : A 2-amino-2-(methoxymethyl)-4-(4-octylphenyl)butan-1-ol that has R-configuration. It is a sphingosine kinase-2 inhibitor.

Rome: The capital city of Italy.
2-amino-2-(methoxymethyl)-4-(4-octylphenyl)butan-1-olEC 2.7.1.91 (sphingosine kinase) inhibitor