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860820P

Avanti

20:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860820P, powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C38H75NO4
Número de CAS:
1246298-48-5
Peso molecular:
610.01
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860820P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860820P

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)CCCCCCCCCCCCCCCCCC)=O)CO

General description

Ceramides linked to 2-hydroxy fatty acids (hFA) are present in the surface epithelium of the skin. 20:0(2S-OH) Ceramide is a unique ceramide containing 20C long chain base fatty acid (arachidic acid)-with 2′-hydroxyl group in S configuration.

Biochem/physiol Actions

Hydroxy fatty acid (hFA)-sphingolipids help in formation and function of myelin. In addition, they also play a vital role in cell signaling, cell differentiation and apoptosis. In epidermis, hFA-ceramides aid in permeability barrier function. NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramides. FA2H gene mutation leads to the development of neurological disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides help PM02734 (elisidepsin), an antitumor drug to exhibit its activity.

Packaging

5 mL Amber Glass Screw Cap Vial (860820P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Yi-He Ling et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 17(16), 5353-5366 (2011-06-22)
PM02734 (elisidepsin) is a synthetic marine-derived cyclic peptide of the kahalalide family currently in phase II clinical development. The mechanisms of cell death induced by PM02734 remain unknown. Human non-small-cell lung cancer (NSCLC) cell lines H322 and A549 were used
PM02734 (elisidepsin) induces caspase-independent cell death associated with features of autophagy, inhibition of the Akt/mTOR signaling pathway, and activation of death-associated protein kinase
Ling YH, et al.
Clinical Cancer Research, 17(16), 5353-5366 (2011)
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
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