sphinganine

Sphinganine (d20:0) is a natural isomer of dihydro-D-erythro-sphinganine (sphinganine (d18:0); that is a precursor of ceramide and sphingosine as well as a substrate for sphingosine kinases, which generate sphingosine-1-phosphate (d18:1) . In S. cerevisiae, the amount of sphinganine (d20:0) increases 10.8-fold in response to heat stress, indicating it is involved in heat stress adaptation. Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins as well as in some cancers. Sphinganine can block protein kinase C activation in some cases but not others.

D-threo Sphinganine (d18:0) is a synthetic bioactive sphingolipid and stereoisomer of sphinganine (d18:0) and L-erythro sphinganine (d18:0) . It induces autophagy in HCT116 cells when used at a concentration of 12 μM. D-threo Sphinganine (d18:0) is metabolized via sphinganine N-acyltransferase and sphinganine kinase in vivo in rat liver.

3-Keto Sphinganine (d12:0) is a short-chain analog of 3-keto sphinganine (d18:0), which typically possesses a C18 chain length. The latter is a lyso-sphingolipid synthesized through the condensation of L-serine and palmitoyl-CoA mediated by the enzyme serine palmitoyl transferase (SPT). A deficiency in Vitamin K deactivates SPT, leading to a reduced synthesis of 3-keto sphinganine among other sphingolipids. [Matreya, LLC. Catalog No. 1893]

DL-Erythro sphinganine (d20:0) is a mixture comprising naturally occurring sphinganine (d20:0) and synthetic L-erythro sphinganine (d20:0).

Sphinganine 1-phosphate is an intermediate in the sphingolipid metabolic pathway and is structurally similar to sphingosine. It has a protective effect on the kidney and liver through activation of the S1P1 receptor in mice. D-erythro-Dihydrosphingosine 1-phosphate acts as an agonist for S1P4 in Homo sapiens and may activate GPR63 (G protein-coupled receptor), mainly used in the study of Fabry disease, Gaucher disease, Krabbe disease and Leukodystrophy.

DL-erythro/threo Sphinganine (d16:0) is a sphingoid base and a key intermediate in ceramide and glycosphingolipid biosynthesis. It regulates cell growth and differentiation in sphingolipid metabolism research.

D-erythro-Sphingosine (trans-4-Sphingenine) is a protein kinase C (PKC) inhibitor. D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator

D-Erythro-dihydrosphingosine (C18-Dihydrosphingosine) inhibits arachidonic acid release and cPLA2α activity.

C16 dihydro Ceramide (d18:0/16:0) (Cer(d18:0/16:0)) is a precursor for the synthesis of ceramides, induces autophagy in the perinuclear region, and can be used to study cell membrane stability and neurological diseases.

C2 Dihydro Ceramide (d18:0/2:0) (C2 Dihydroceramide) is a short-chain ceramide that is a precursor of ceramide synthesis and stimulates ABCA1-mediated cholesterol efflux.

C24:1 dihydro 1-Deoxyceramide (m18:0/24:1) is a lipid molecule that can be used in life science related research. The CAS number of C24:1 dihydro 1-Deoxyceramide (m18:0/24:1) is 1246298-60-1.

Sphinganine (d16:0 branched), an aniso-branched sphingolipid, is identified as a constituent of ceramide-containing phospholipids in bacteria.

(2S)-3-Keto sphinganine (d6:0) ((2S)-3-Keto-C6-dihydrosphingosine) hydrochloride is a lipid compound utilized in the preparation of liposomes. Liposomes, characterized by concentric phospholipid bilayer vesicles, are critical in constructing drug delivery systems for anti-cancer and anti-infection applications. They effectively encapsulate hydrophilic solutes within their aqueous interiors and incorporate lipophilic cargoes into their phospholipid bilayers, making them integral to the bilayer structure. This compound is particularly valuable in delivering antisense oligonucleotides, addressing challenges such as inefficient cellular uptake and rapid loss in the body.

Sphinganine is a synthetic bioactive sphingolipid that inhibits the growth of C. glabrata and C. albicans with a minimum fungicidal concentration (MFC) value of 0.5 μg/ml for both. More commonly, sphinganine is used as an internal standard in the analysis of sphingoid compounds by chromatographic or spectrometric methods.

N,N-dimethyl Sphinganine (d18:0) is a sphingolipid that increases during development ofL. donovanipromastigotes.1 1.Silva, A.M., Cordeiro-da-Silva, A., and Coombs, G.H.Metabolic variation during development in culture of Leishmania donovani promastigotesPLoS Negl. Trop. Dis.5(12)e1451(2011)

Sphinganine-1-phosphate (d17:0) is a sphingolipid analog of sphinganine-1-phosphate (d18:0) and sphingosine-1-phosphate (d18:1) that has a 17-carbon base. Sphinganine-1-phosphate (d17:0) levels are lower in surgical and cadaver trabecular meshwork samples isolated from patients with primary open angle glaucoma compared with control samples.

1-Desoxymethylsphinganine is a sphingoid base and the 1-deoxymethyl derivative of sphinganine.

N-12:0-1-Deoxysphinganine is a reagent used in biochemical reactions.

N-C16-Deoxysphinganine is a reagent used in biochemical reactions.

A6770 is an inhibitor of sphingosine-1-phosphate (S1P) lyase.1It induces accumulation of [3H]sphinganine-1-phosphate ([3H]dhS1P), an S1P lyase substrate, in IT-79MTNC3 cells that endogenously express high levels of S1P lyase (EC50= <0.01 μM), an effect that is reduced in the presence of vitamin B6(EC50= <100 μM). 1.Ohtoyo, M., Tamura, M., Machinaga, N., et al.Scintillation proximity assay to detect the changes in cellular dihydrosphingosine 1-phosphate levelsLipids51(10)1207-1216(2016)

Palmitoyl coenzyme A is an acyl-CoA thioester that is transported into the mitochondrial matrix via the carnitine shuttle system, where it participates in β-oxidation. Additionally, Palmitoyl coenzyme A serves as a substrate in sphinganine biosynthesis.