N stearoyl d erythro sphingosine

Manufactured by Avanti Polar Lipids

Sourced in United States

N-stearoyl-D-erythro-sphingosine is a lipid compound used in laboratory research. It is a type of sphingosine, which is a structural component of sphingolipids. This compound can be used as a research tool in the study of cell membrane structure and function.

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Lab products found in correlation

N lignoceroyl d erythro sphingosine, by Avanti Polar Lipids (2 mentions) N palmitoyl d erythro sphingosine, by Avanti Polar Lipids (1 mentions) Lipidomix mass spec standard solution, by Avanti Polar Lipids (1 mentions) N nervonoyl d erythro sphingosine, by Avanti Polar Lipids (1 mentions) Chlorpromazine hydrochloride, by Merck Group (1 mentions) N 2 hydroxyethylpiperazine n 2 ethanesulfonic acid hepes, by Merck Group (1 mentions) N octyl β d glucopyranoside, by Merck Group (1 mentions) N dodecyl β d maltoside, by Merck Group (1 mentions) 1 palmitoyl 2 oleoyl sn glycero 3 phosphocholine, by Avanti Polar Lipids (1 mentions) 1 2 dioleoyl sn glycero 3 phosphoethanolamine, by Avanti Polar Lipids (1 mentions) 1 2 dioleoyl sn glycero 3 phosphoethanolamine n lissamine rhodamine b sulfonyl, by Avanti Polar Lipids (1 mentions) Glycerol, by Merck Group (1 mentions) Dimethyl sulfoxide (dmso), by Merck Group (1 mentions) Potassium chloride (kcl), by Merck Group (1 mentions) G6520a q tof mass spectrometer, by Agilent Technologies (1 mentions) D erythro sphingosine, by Avanti Polar Lipids (1 mentions)

Close spelling variants of this product

N-stearoyl-d-erythro-sphingosine (C18-ceramide) N-stearoyl-D-erythro-sphingosine (C D-erythro-sphingosine

3 protocols using n stearoyl d erythro sphingosine

Sphingolipid Standards Acquisition

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N-palmitoyl-D-erythro-sphingosine (Cer16:0), N-stearoyl-D-erythro-sphingosine (Cer18:0), N-lignoceroyl-D-erythro-sphingosine (Cer24:0) and N-nervonoyl-D-erythro-sphingosine (Cer24:1) were obtained from Avanti Polar Lipids, Inc., Alabaster, AL, while their respective isotope-labeled standards used as an internal standard (IS) were purchased as a mixture (LIPIDOMIX^® Mass Spec Standard solution) from Avanti Polar Lipids, Inc., Alabaster, AL, USA.

Lantzanaki M., Veneti S., Mintziori G., Begou O., Pappas P.D., Gika H., Goulis D.G., Bili H., Taousani E, & Vavilis D. (2022). Plasma Ceramide Concentrations in Full-Term Pregnancies Complicated with Gestational Diabetes Mellitus: A Case-Control Study. Metabolites, 12(11), 1123.

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Lipid Bilayer Reconstitution Protocol

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1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine
(PC), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine
(PE), 1,2-dioleoyl-sn-glycero-3-phospho-l-serine-N-(7-nitro-2-1,3-benzoxadiazol-4-yl) (ammonium
salt) (NBD), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine-N-(lissamine rhodamine B sulfonyl) (ammonium salt) (Rho),
and 1,2-dioleoyl-sn-glycero-3-[(N-(5-amino-1-carboxypentyl)iminodiacetic acid)succinyl] (nickel salt)
(NTA-Ni) were purchased from Avanti Polar Lipids as chloroform solutions.
CHOL and N-stearoyl-d-erythro-sphingosine (CER) were purchased from Avanti Polar Lipids as powder
and solubilized in analytical grade chloroform.
N-2-Hydroxyethylpiperazine-N′-2-ethanesulfonic
acid (HEPES, OmniPur grade), potassium hydroxide solution 47% (KOH
47%, EMSURE grade for analysis), potassium chloride (KCl, OmniPur
grade), glycerol (Molecular Biology grade), n-octyl-β-d-glucopyranoside (β-OG, ≥98% GC), n-dodecyl β-d-maltoside (DDM, ULTROL grade), DMSO (Molecular
Biology grade), chlorpromazine hydrochloride (CPZ, ≥98% TLC),
and fluvoxamine maleate (FLUV, ≥97% HPLC) were purchased from
Merck.
All aqueous solutions were prepared using 18.2 MΩ
ultrapure
water and filtered with sterile 0.22 μm polyethersulfone (PES)
membranes.

Niort K., Dancourt J., Boedec E., Al Amir Dache Z., Lavieu G, & Tareste D. (2023). Cholesterol and Ceramide Facilitate Membrane Fusion Mediated by the Fusion Peptide of the SARS-CoV-2 Spike Protein. ACS Omega, 8(36), 32729-32739.

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Characterization of Sphingoid Lipids

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High-resolution mass spectra were recorded on an Agilent Technologies G6520A Q-TOF mass spectrometer using electrospray ionization. NMR spectra were recorded on Bruker Avance I and III spectrometers (400 or 500 MHz), and chemical shifts are expressed in parts per million (δ) relative to chloroform (7.26 ppm for ¹H and 77.2 ppm for ¹³C) or DMSO (2.50 ppm for ¹H and 39.5 ppm for ¹³C) as an internal reference. TLC was performed on 0.25-μm silica gel 60 F₂₅₄ aluminum-backed plates. Silica gel 60 (230–400 mesh) was used for flash column chromatography. The compounds were visualized by UV light and by spraying with 10% phosphomolybdic acid in ethanol. THF and toluene were distilled from sodium and benzophenone. D-erythro-Sphingosine, N-stearoyl-D-erythro-sphingosine, and N-lignoceroyl-D-erythro-sphingosine were purchased from Avanti Polar Lipids. Flash column chromatography for 10–15 was performed using a Biotage Isolera One automated system with Flash KP-Sil™ silica cartridges. Microwave-assisted experiments were carried out in a microwave instrument (Smithcreator™) in Pyrex vials using standard procedures.

Kim Y.A., Day J., Lirette C.A., Costain W.J., Johnston L.J, & Bittman R. (2015). Synthesis and photochemical properties of PEGylated coumarin-caged ceramides for cell studies. Chemistry and physics of lipids, 194, 117-124.

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