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Avanti

Sphingosine (d18:1)

Avanti Research - A Croda Brand

Synonym(e):

D-erythro-sphingosine

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About This Item

Empirische Formel (Hill-System):
C18H37NO2
CAS-Nummer:
Molekulargewicht:
299.49
MDL-Nummer:
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 10 mg (860490P-10mg)
pkg of 1 × 25 mg (860490P-25mg)
pkg of 1 × 500 mg (860490P-500mg)

Hersteller/Markenname

Avanti Research - A Croda Brand

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1

InChIKey

WWUZIQQURGPMPG-KRWOKUGFSA-N

Allgemeine Beschreibung

Sphingosine (d18:1) is a spingoid base present in plant and animals. It has 2-amino-1,3-diol functionality and its extraction from animal tissue is laborious. Sphingosine (d18:1) synthesis is performed by chirospecific method using D-galactose.

Anwendung

Sphingosine (d18:1) has been used:
  • for sphingosine inhalations studies in mice to evaluate its therapeutic potential in respiratory epithelial cells
  • to investigate its effect on Pseudomonas aeruginosa strains
  • as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides

Biochem./physiol. Wirkung

Sphingosine (d18:1) is essential for physiological processes including cell differentiation, growth and survival. It activates the transient receptor potential cation channel subfamily member 3 (TRPM3).

Verpackung

20 mL Clear Glass Screw Cap Vial (860490P-500mg)
5 mL Amber Glass Screw Cap Vial (860490P-10mg)
5 mL Amber Glass Screw Cap Vial (860490P-25mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

H-Sätze

P-Sätze

Gefahreneinstufungen

Aquatic Chronic 4

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Analysenzertifikate (COA)

Lot/Batch Number

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Glucosylceramide critically contributes to the host defense of cystic fibrosis lungs
Kovacic B, et al.
Cellular Physiology and Biochemistry, 41(3), 1208-1218 (2017)
Sphingosine's role in epithelial host defense: A natural antimicrobial and novel therapeutic
Martin GE, et al.
Biochimie, 141, 91-96 (2017)
Efficient Synthesis of d-erythro-Sphingosine and d-e rythro-Azidosphingosine from d-r ibo-Phytosphingosine via a Cyclic Sulfate Intermediate
Kim S, et al.
The Journal of Organic Chemistry, 71(22), 8661-8664 (2006)
The total syntheses of D-erythro-sphingosine, N-palmitoylsphingosine (ceramide), and glucosylceramide (cerebroside) via an azidosphingosine analog
Duclos Jr RI
Chemistry and Physics of Lipids, 111(2), 111-138 (2001)
Transcription factor Ctip2 controls epidermal lipid metabolism and regulates expression of genes involved in sphingolipid biosynthesis during skin development
Wang Z, et al.
The Journal of Investigative Dermatology, 133(3), 668-676 (2013)

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