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860816P

Avanti

16:0(2S-OH) Ceramide

Name: 16:0(2S-OH) Ceramide
Brand: AVANTI

Avanti Polar Lipids 860816P, powder

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₃₄H₆₇NO₄

CAS Number:

890041-50-6

Molecular Weight:

553.90

NACRES:

NA.25

form

powder

packaging

pkg of 1 × 5 mg (860816P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860816P

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)CCCCCCCCCCCCCC)=O)CO

General description

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

Biochem/physiol Actions

Hydroxy fatty acid (hFA)-sphingolipids are implicated in cell signaling. They also facilitate cell differentiation and apoptosis. hFA-ceramides in epidermis help in permeability barrier function. hFA-ceramides are synthesized by fatty acid 2-hydroxylase (FA2H). Mutations of FA2H leads to the development of neurological disorders including 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 (860816P-5mg)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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2'-Hydroxy ceramide in membrane homeostasis and cell signaling.

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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