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Merck

860815P

Avanti

16:0(2R-OH) Ceramide

Avanti Research - A Croda Brand 860815P, powder

Synonym(e):

N-(2′-(R)-hydroxypalmitoyl)-D-erythro-sphingosine

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About This Item

Empirische Formel (Hill-System):
C34H67NO4
CAS-Nummer:
Molekulargewicht:
553.90
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 25 mg (860815P-25mg)
pkg of 1 × 5 mg (860815P-5mg)

Hersteller/Markenname

Avanti Research - A Croda Brand 860815P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@H](O)CCCCCCCCCCCCCC)=O)CO

Allgemeine Beschreibung

Ceramides with 2-hydroxy fatty acids (hFA) group are present in the epidermis. 16:0(2R-OH) Ceramide is a unique ceramide containing 16C long chain base fatty acid (palmitic acid)-with 2′-hydroxyl group in R configuration.

Biochem./physiol. Wirkung

Hydroxy fatty acid (hFA)-sphingolipids are implicated in cell signaling. They may also help in regulation of cell differentiation and apoptosis. Synthetic 2′R-hydroxy-C16-ceramide exhibits high proapoptotic activity than proapoptotic 2′S-hydroxy-C16-ceramide. hFA-ceramides in epidermis support permeability barrier function. hFA-ceramides are synthesized by fatty acid 2-hydroxylase (FA2H). Mutations of FA2H causes neurological disorders including, leukodystrophy and spastic paraparesis in humans. The mechanism of action for an antitumor drug, PM02734 involves hFA-ceramides in the cell membrane.

Verpackung

5 mL Amber Glass Screw Cap Vial (860815P-25mg)
5 mL Amber Glass Screw Cap Vial (860815P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3


Analysenzertifikate (COA)

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

Die Dokumentenbibliothek aufrufen

Venkatesh Kota et al.
Advances in biological regulation, 54, 223-230 (2013-10-22)
Ceramide is a precursor of complex sphingolipids and also plays important roles in cell signaling. With the advances in lipid analytical technologies, the structural diversity of ceramide species have become evident, and the complexity of cellular metabolism and function associated
2?-Hydroxy ceramide in membrane homeostasis and cell signaling
Kota V and Hama H
Advances in Biological Regulation, 54, 223-230 (2014)
Levels of SCS7/FA2H-mediated fatty acid 2-hydroxylation determine the sensitivity of cells to antitumor PM02734
Herrero AB, et al.
Cancer research, 68(23), 9779-9787 (2008)
Fatty acid 2-hydroxylase regulates cAMP-induced cell cycle exit in D6P2T schwannoma cells
Alderson NL, et al.
Journal of Lipid Research, 50(6), 1203-1208 (2009)
Fatty acid 2-Hydroxylation in mammalian sphingolipid biology
Hama H, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1801(4), 405-414 (2010)

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