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860817P

Avanti

17:0(2R-OH) Ceramide

Avanti Research - A Croda Brand 860817P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C35H69NO4
CAS Number:
Molecular Weight:
567.93
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860817P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860817P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

17:0(2R-OH) Ceramide is a 2R hydroxylated heptadecanoic acid-containing sphingolipid. It is present mainly in epidermis.

Biochem/physiol Actions

Hydroxy fatty acids (hFA)-sphingolipids play a vital role in cell signaling. They also help in cell differentiation and apoptosis. hFA-ceramides are involved in the formation of the epidermal barrier. Fatty acid 2-hydroxylases (FA2H) synthesize hFA-ceramides. Mutations of FA2H have been linked to neurological disorders like spastic paraparesis in humans and leukodystrophy. hFA-ceramides in the cell membrane play a crucial role in imparting the PM02734 drug with anti-tumor activity.

Packaging

5 mL Amber Glass Screw Cap Vial (860817P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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2?-Hydroxy ceramide in membrane homeostasis and cell signaling
Kota V and Hama H
Advances in Biological Regulation, 54, 223-230 (2014)
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
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)
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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