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860811P

Avanti

12:0(2R-OH) Ceramide

Avanti Research™ - A Croda Brand 860811P, powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C30H59NO4
Número CAS:
1246298-44-1
Peso molecular:
497.79
Número MDL:
MFCD22416669
Código UNSPSC:
12352211
NACRES:
NA.25

Formulário

powder

embalagem

pkg of 1 × 5 mg (860811P-5mg)

fabricante/nome comercial

Avanti Research™ - A Croda Brand 860811P

tipo de lipídio

sphingolipids

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

InChI

1S/C30H59NO4/c1-3-5-7-9-11-13-14-15-16-17-19-20-22-24-28(33)27(26-32)31-30(35)29(34)25-23-21-18-12-10-8-6-4-2/h22,24,27-29,32-34H,3-21,23,25-26H2,1-2H3,(H,31,35)/b24-22+/t27-,28+,29+/m0/s1

chave InChI

CPDJNFOAARXMMT-XOVVVQEXSA-N

Descrição geral

Ceramides containing 2-hydroxy fatty acid (hFA) are found primarily in the epidermis. 12:0(2R-OH) Ceramide is a 2R hydroxylated lauric acid-containing ceramide.

Ações bioquímicas/fisiológicas

Hydroxy fatty acid (hFA)-sphingolipids play a specific role in cell signaling. Synthesis of hFA-ceramides requires fatty acid 2-hydroxylase (FA2H). Mutations of this key enzyme are associated with the development of nervous system disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides are essential for the epidermal permeability barrier function. The mechanism of action for an antitumor drug, PM02734 involves hFA-ceramides in the cell membrane.

Embalagem

5 mL Amber Glass Screw Cap Vial (860811P-5mg)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

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Certificados de análise (COA)

Lot/Batch Number

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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)
Normal fur development and sebum production depends on fatty acid 2-hydroxylase expression in sebaceous glands
Maier H, et al.
The Journal of Biological Chemistry, 286(29), 25922-25934 (2011)
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].
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