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860812P

Avanti

12:0(2S-OH) Ceramide

Avanti Research - A Croda Brand 860812P, powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C30H59NO4
CAS-Nummer:
Molekulargewicht:
497.79
MDL-Nummer:
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860812P-5mg)

Hersteller/Markenname

Avanti Research - A Croda Brand 860812P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

CPDJNFOAARXMMT-NGXZUFBYSA-N

Allgemeine Beschreibung

Ceramides with 2-hydroxy fatty acids (hFA) group are present in the epidermis. 12:0(2S-OH) Ceramide is a 2S hydroxylated lauric acid-containing ceramide.

Biochem./physiol. Wirkung

Hydroxy fatty acid (hFA)-sphingolipids facilitate cell signaling. hFA-ceramides contribute to the permeability barrier function of the epidermis. Synthesis of hFA-ceramides are catalyzed by fatty acid 2-hydroxylase (FA2H). Mutations of FA2H causes nervous system disorders leukodystrophy and spastic paraparesis in humans. An antitumor drug, PM02734 requires hFA-ceramides in the cell membrane to exhibit its activity.

Verpackung

5 mL Amber Glass Screw Cap Vial (860812P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3


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Analysenzertifikate (COA)

Lot/Batch Number

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Die Dokumentenbibliothek aufrufen

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)
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
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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