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Merck

860820P

Avanti

20:0(2S-OH) Ceramide

Avanti Polar Lipids 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:
Peso molecular:
610.01
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860820P-5mg)

manufacturer/tradename

Avanti Polar Lipids 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)

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Visite la Librería de documentos

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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