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860818P

Avanti

17:0(2S-OH) Ceramide

Avanti Polar Lipids 860818P, powder

Synonym(e):

N-(2′-(S)-hydroxyheptadecanoyl)-D-erythro-sphingosine

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About This Item

Empirische Formel (Hill-System):
C35H69NO4
CAS-Nummer:
1246298-47-4
Molekulargewicht:
567.93
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860818P-5mg)

Hersteller/Markenname

Avanti Polar Lipids 860818P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

Verwandte Kategorien

Allgemeine Beschreibung

Ceramides with 2-hydroxy fatty acids (hFA) group are mainly found in the epidermis. 17:0(2S-OH) Ceramide is a unique ceramide containing 17C long chain base fatty acid (heptadecanoic acid)-with 2′-hydroxyl group in S configuration.

Biochem./physiol. Wirkung

Hydroxy fatty acids (hFA)-sphingolipids helps in cell signaling. They also facilitate cell differentiation and apoptosis. hFA-ceramides in epidermis helps in permeability barrier function. hFA-ceramides are synthesized by fatty acid 2-hydroxylase (FA2H). Mutations of FA2H leads to the development of neurological disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides in the cell membrane are essential for PM02734 drug to exhibit its anti-tumor activity.

Verpackung

5 mL Amber Glass Screw Cap Vial (860818P-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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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-Hydroxylation in mammalian sphingolipid biology
Hama H, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1801(4), 405-414 (2010)
Ana B Herrero et al.
Cancer research, 68(23), 9779-9787 (2008-12-03)
PM02734 is a novel synthetic antitumor drug that is currently in phase I clinical trials. To gain some insight into its mode of action, we used the yeast Saccharomyces cerevisiae as a model system. Treatment of S. cerevisiae with PM02734
Nathan L Alderson et al.
Journal of lipid research, 50(6), 1203-1208 (2009-01-28)
Sphingolipids are ubiquitous components of eukaryotic cells that regulate various cellular functions. In many cell types, a fraction of sphingolipids contain 2-hydroxy fatty acids, produced by fatty acid 2-hydroxylase (FA2H), as the N-acyl chain of ceramide [hydroxyl fatty acid (hFA)-sphingolipids].
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in
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