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)
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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)
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)
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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