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Merck

860817P

Avanti

17:0(2R-OH) Ceramide

Avanti Research - A Croda Brand 860817P, powder

别名:

N-(2′-(R)-hydroxyheptadecanoyl)-D-erythro-sphingosine

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About This Item

经验公式(希尔记法):
C35H69NO4
分子量:
567.93
MDL號碼:
分類程式碼代碼:
12352211
NACRES:
NA.25

形狀

powder

包裝

pkg of 1 × 5 mg (860817P-5mg)

製造商/商標名

Avanti Research - A Croda Brand 860817P

脂質類型

sphingolipids

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

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

InChI

1S/C35H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)32(31-37)36-35(40)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-34,37-39H,3-26,28,30-31H2,1-2H3,(H,36,40)/b29-27+/t32-,33+,34+/m0/s1

InChI 密鑰

MBKBHFOACJJHAN-NBVWUYLUSA-N

一般說明

17:0(2R-OH) Ceramide is a 2R hydroxylated heptadecanoic acid-containing sphingolipid. It is present mainly in epidermis.

生化/生理作用

Hydroxy fatty acids (hFA)-sphingolipids play a vital role in cell signaling. They also help in cell differentiation and apoptosis. hFA-ceramides are involved in the formation of the epidermal barrier. Fatty acid 2-hydroxylases (FA2H) synthesize hFA-ceramides. Mutations of FA2H have been linked to neurological disorders like spastic paraparesis in humans and leukodystrophy. hFA-ceramides in the cell membrane play a crucial role in imparting the PM02734 drug with anti-tumor activity.

包裝

5 mL Amber Glass Screw Cap Vial (860817P-5mg)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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].
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in

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