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860812P

Avanti

12:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860812P, powder

동의어(들):

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

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C30H59NO4
CAS Number:
1246298-45-2
Molecular Weight:
497.79
MDL number:
MFCD22416670
UNSPSC 코드:
12352211
NACRES:
NA.25

양식

powder

포장

pkg of 1 × 5 mg (860812P-5mg)

제조업체/상표

Avanti Research™ - A Croda Brand 860812P

지질 유형

sphingolipids

배송 상태

dry ice

저장 온도

−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

InChI key

CPDJNFOAARXMMT-NGXZUFBYSA-N

일반 설명

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.

생화학적/생리학적 작용

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.

포장

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

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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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