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860820P

Avanti

20:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860820P, powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C38H75NO4
Numéro CAS:
1246298-48-5
Poids moléculaire :
610.01
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 5 mg (860820P-5mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860820P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

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

Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

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

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Consulter la Bibliothèque de documents

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)
Stereospecificity of fatty acid 2-hydroxylase and differential functions of 2-hydroxy fatty acid enantiomers
Guo L, et al.
Journal of Lipid Research, 53(7), 1327-1335 (2012)
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)
Helena Maier et al.
The Journal of biological chemistry, 286(29), 25922-25934 (2011-06-02)
2-Hydroxylated fatty acid (HFA)-containing sphingolipids are abundant in mammalian skin and are believed to play a role in the formation of the epidermal barrier. Fatty acid 2-hydroxylase (FA2H), required for the synthesis of 2-hydroxylated sphingolipids in various organs, is highly
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