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860818P

Avanti

17:0(2S-OH) Ceramide

Avanti Research - A Croda Brand 860818P, powder

Synonym(s):

N-(2′-(S)-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 (860818P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860818P

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

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 Actions

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.

Packaging

5 mL Amber Glass Screw Cap Vial (860818P-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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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)
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
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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